MiMeDB: Showing metabocard for LPS (4-O-antigen) (MMDBc0030303)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:02:11 UTC

Update Date

2022-08-31 17:43:27 UTC

Metabolite ID

MMDBc0030303

Metabolite Identification

Common Name

LPS (4-O-antigen)

Description

Lipopolysaccharides (LPS), also known as lipoglycans, are large molecules consisting of a lipid and a polysaccharide joined by a covalent bond; they are found in the outer membrane of Gram-negative bacteria, act as endotoxins and elicit strong immune responses in animals. LPS consists of three parts: O antigen (or O polysaccharide), core polysaccharide and lipid A.When LPS contains a repetitive glycan polymer this is referred to as the O antigen, O polysaccharide, or O side chain of the bacteria. LPS (1-o-antigen) contains four units of O antigen. The O antigen is attached to the core oligosaccharide, and comprises the outermost domain of the LPS molecule. The composition of the O chain varies from strain to strain, for example there are over 160 different O antigen structures produced by different E. coli strains. The presence or absence of O chains determine whether the LPS is considered rough or smooth. Full length O-chains would render the LPS smooth while the absence or reduction of O-chains would make the LPS rough. Bacteria with rough LPS usually have more penetrable cell membranes to hydrophobic antibiotics since a rough LPS is more hydrophobic. O antigen is exposed on the very outer surface of the bacterial cell, and as a consequence, is a target for recognition by host antibodies.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05311207432D          

718750  0  0  0  0            999 V2000
   -1.3727   -3.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8277    7.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0301   -4.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0100   13.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8530   14.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0324   -3.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5145    2.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9050    1.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7480   -3.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1352   14.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7502   -2.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -2.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4849    6.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9355   -3.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619   11.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6049   13.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2805   -2.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943   -1.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.6533   -2.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8764   -0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8409   -2.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5137   10.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3568   12.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5287   -0.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3297    6.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5587   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9834    9.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2465   -0.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0980    1.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7994    5.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3802    2.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7353    8.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3908    9.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501    2.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4566    5.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6516   -0.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0175    7.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605    9.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0249    1.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1320    3.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6441    5.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3694    0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4872    6.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1427    8.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7428    2.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3983    4.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1138    4.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5570    0.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693    6.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6124    7.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731    3.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1161    4.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1261    2.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5868   -3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7136    3.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   -3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7711    4.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4623    1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266    5.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7070    6.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3616    2.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1906    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.4341   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05311207432D          

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710301  1  0  0  0  0
711302  1  0  0  0  0
712303  1  0  0  0  0
713304  1  0  0  0  0
714305  1  0  0  0  0
715306  1  0  0  0  0
716307  1  0  0  0  0
717308  1  0  0  0  0
718309  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030303

> <DATABASE_NAME>
MIME

> <SMILES>
P(O[C@]1(O[C@@]([H])([C@@]([H])(O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@]1(N=C(O)C[C@]([H])(O)CCCCCCCCCCC)[H])CO[C@@]1(O[C@]([H])(CO[C@]2(O[C@]([H])([C@@]([H])(C)CO)[C@]([H])([C@@](O[C@]3(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@@](O[C@]4(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@@](OP(O)(=O)OCCN)([H])[C@]4([H])O)C(O)=O)([H])[C@]3([H])O)C(O)=O)([H])[C@]2([H])O)OC2(O[C@]([H])([C@@]([H])(C)CO)[C@](OP(OP(O)(=O)OCCN)(O)=O)([H])[C@@]([H])([C@]2([H])O)OC2(O[C@]([H])([C@@]([H])(C)COC3(O[C@]([H])([C@@]([H])(C)CO)[C@](OP(O)(O)=O)([H])[C@]([H])(O)[C@]3([H])O)[H])[C@@]([H])(O)[C@@]([H])([C@]2([H])O)OC2(O[C@@]([H])([C@@]([H])(O)[C@@]([H])([C@@]2([H])O)O[C@]2(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]2([H])OC2(O[C@@]([H])([C@@]([H])(O)[C@@]([H])([C@@]2([H])O[C@@]2(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]2([H])NC(O)=N)CO)[H])O[C@@]2(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]2(N=C(C)O)[H])O[C@@]2(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]3(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]3([H])O[C@@]3(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]3(N=C(C)O)[H])O[C@@]3(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]4(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]4([H])O[C@@]4(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]4(N=C(C)O)[H])O[C@@]4(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]5(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]5([H])O[C@@]5(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]5(N=C(C)O)[H])O[C@@]5(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]6(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]6([H])O)CO[C@]6(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]6([H])O)CO)[H])[H])[C@]5(N=C(C)O)[H])CO)[H])CO[C@@]5(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]5([H])NC(O)=N)CO)[H])[H])CO[C@]5(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]5([H])O)CO)[H])[H])[C@]4(N=C(C)O)[H])CO)[H])CO[C@@]4(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]4([H])NC(O)=N)CO)[H])[H])CO[C@]4(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]4([H])O)CO)[H])[H])[C@]3(N=C(C)O)[H])CO)[H])CO[C@@]3(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]3([H])NC(O)=N)CO)[H])[H])CO[C@]3(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]3([H])O)CO)[H])[H])[C@]2(N=C(C)O)[H])CO)[H])CO[C@@]2(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]2([H])NC(O)=N)CO)[H])[H])CO)[H])CO)[H])CO[C@]2(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)CO)[H])[H])[H])[H])C(O)=O)[C@](OP(O)(O)=O)([H])[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@]1(N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[H])[H])[H])(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C320H560N22O198P6/c1-21-27-33-39-45-51-52-58-64-70-76-82-172(377)479-141(80-74-68-62-56-49-43-37-31-25-5)90-174(379)508-261-189(337-170(375)89-140(79-73-67-61-55-48-42-36-30-24-4)478-171(376)81-75-69-63-57-50-44-38-32-26-6)284(469-121-166-210(400)252(507-173(378)88-139(373)78-72-66-60-54-47-41-35-29-23-3)188(294(500-166)539-543(455,456)457)336-169(374)87-138(372)77-71-65-59-53-46-40-34-28-22-2)506-168(251(261)535-541(449,450)451)123-475-318(310(438)439)279(437)275(534-319(311(440)441)277(435)267(240(430)246(530-319)124(7)91-343)533-320(312(442)443)278(436)268(537-544(458,459)476-85-83-321)241(431)247(531-320)125(8)92-344)273(250(532-318)128(11)95-347)528-304-244(434)265(274(249(511-304)127(10)94-346)538-546(462,463)540-545(460,461)477-86-84-322)523-303-243(433)263(239(429)245(509-303)129(12)112-464-300-238(428)231(421)266(536-542(452,453)454)248(510-300)126(9)93-345)520-302-242(432)262(215(405)167(502-302)122-474-299-236(426)225(415)199(389)151(105-357)493-299)521-305-272(227(417)200(390)152(106-358)494-305)527-309-276(529-285-179(342-317(327)448)220(410)194(384)146(100-352)484-285)264(209(399)157(111-363)495-309)522-290-184(332-134(17)368)257(211(401)162(496-290)117-465-280-175(338-313(323)444)216(406)190(380)142(96-348)480-280)512-287-181(329-131(14)365)254(206(396)154(108-360)486-287)517-306-270(229(419)203(393)159(503-306)114-471-296-233(423)222(412)196(386)148(102-354)490-296)525-292-186(334-136(19)370)259(213(403)164(498-292)119-467-282-177(340-315(325)446)218(408)192(382)144(98-350)482-282)514-289-183(331-133(16)367)256(208(398)156(110-362)488-289)519-308-271(230(420)204(394)161(505-308)116-473-298-235(425)224(414)198(388)150(104-356)492-298)526-293-187(335-137(20)371)260(214(404)165(499-293)120-468-283-178(341-316(326)447)219(409)193(383)145(99-351)483-283)515-288-182(330-132(15)366)255(207(397)155(109-361)487-288)518-307-269(228(418)202(392)160(504-307)115-472-297-234(424)223(413)197(387)149(103-355)491-297)524-291-185(333-135(18)369)258(212(402)163(497-291)118-466-281-176(339-314(324)445)217(407)191(381)143(97-349)481-281)513-286-180(328-130(13)364)253(205(395)153(107-359)485-286)516-301-237(427)226(416)201(391)158(501-301)113-470-295-232(422)221(411)195(385)147(101-353)489-295/h124-129,138-168,175-309,343-363,372-373,380-437H,21-123,321-322H2,1-20H3,(H,328,364)(H,329,365)(H,330,366)(H,331,367)(H,332,368)(H,333,369)(H,334,370)(H,335,371)(H,336,374)(H,337,375)(H,438,439)(H,440,441)(H,442,443)(H,458,459)(H,460,461)(H,462,463)(H3,323,338,444)(H3,324,339,445)(H3,325,340,446)(H3,326,341,447)(H3,327,342,448)(H2,449,450,451)(H2,452,453,454)(H2,455,456,457)

> <INCHI_KEY>
MNCUCRNHEGQSDI-UHFFFAOYSA-N

> <FORMULA>
C320H560N22O198P6

> <MOLECULAR_WEIGHT>
8069.7416

> <EXACT_MASS>
8065.285310258

> <JCHEM_ACCEPTOR_COUNT>
208

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
120

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R,6R)-5-{[(3S,4R,5R,6R)-5-[({[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]-4-{[(3S,4S,5R,6R)-4-{[(3R,4S,5R,6R)-4-{[(2R,3R,4S,5R,6R)-3-{[(3R,4S,5R,6R)-3-{[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-4-{[(2R,3R,4R,5R,6R)-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-6-[(2S)-1-{[(3S,4R,5S,6R)-3,4-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-5-(phosphonooxy)oxan-2-yl]oxy}propan-2-yl]-3,5-dihydroxyoxan-2-yl]oxy}-3-hydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-4-{[(2S,3S,4S,5R,6R)-4-{[(2S,3S,4S,5R,6R)-4-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-carboxy-3,5-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-2-carboxy-3,5-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-2-{[(2R,3S,4R,5R,6R)-6-{[(2R,3S,4R,5R,6R)-5-{[(3R)-1,3-dihydroxytetradecylidene]amino}-3-hydroxy-4-{[(3R)-3-hydroxytetradecanoyl]oxy}-6-(phosphonooxy)oxan-2-yl]methoxy}-5-{[(3R)-3-(dodecanoyloxy)-1-hydroxytetradecylidene]amino}-3-(phosphonooxy)-4-{[(3R)-3-(tetradecanoyloxy)tetradecanoyl]oxy}oxan-2-yl]methoxy}-3-hydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxane-2-carboxylic acid

> <JCHEM_LOGP>
-21.833075408999985

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
33

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
0.8594146093177404

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.3845463923333967

> <JCHEM_POLAR_SURFACE_AREA>
3472.5000000000045

> <JCHEM_REFRACTIVITY>
1822.664999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
217

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5R,6R)-5-{[(3S,4R,5R,6R)-5-({[2-aminoethoxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy)-4-{[(3S,4S,5R,6R)-4-{[(3R,4S,5R,6R)-4-{[(2R,3R,4S,5R,6R)-3-{[(3R,4S,5R,6R)-3-{[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-4-{[(2R,3R,4R,5R,6R)-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-6-[(2S)-1-{[(3S,4R,5S,6R)-3,4-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-5-(phosphonooxy)oxan-2-yl]oxy}propan-2-yl]-3,5-dihydroxyoxan-2-yl]oxy}-3-hydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-4-{[(2S,3S,4S,5R,6R)-4-{[(2S,3S,4S,5R,6R)-4-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-2-carboxy-3,5-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-2-carboxy-3,5-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-2-{[(2R,3S,4R,5R,6R)-6-{[(2R,3S,4R,5R,6R)-5-{[(3R)-1,3-dihydroxytetradecylidene]amino}-3-hydroxy-4-{[(3R)-3-hydroxytetradecanoyl]oxy}-6-(phosphonooxy)oxan-2-yl]methoxy}-5-{[(3R)-3-(dodecanoyloxy)-1-hydroxytetradecylidene]amino}-3-(phosphonooxy)-4-{[(3R)-3-(tetradecanoyloxy)tetradecanoyl]oxy}oxan-2-yl]methoxy}-3-hydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
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HETATM  648  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  649  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  650  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  651  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  652  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  653  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  654  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  655  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  656  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  657  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  658  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  659  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  660  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  661  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  662  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  663  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  664  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  665  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  666  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  667  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  668  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  669  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  670  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  671  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  672  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  673  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  674  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  675  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  676  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  677  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  678  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  679  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  680  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  681  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  682  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  683  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  684  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  685  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  686  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  687  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  688  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  689  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  690  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  691  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  692  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  693  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  694  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  695  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  696  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  697  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  698  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  699  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  700  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  701  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  702  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  703  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  704  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  705  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  706  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  707  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  708  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  709  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  710  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  711  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  712  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  713  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  714  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  715  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  716  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  717  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM  718  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   26                                                            
CONECT    7  124                                                            
CONECT    8  125                                                            
CONECT    9  126                                                            
CONECT   10  127                                                            
CONECT   11  128                                                            
CONECT   12  129                                                            
CONECT   13  130                                                            
CONECT   14  131                                                            
CONECT   15  132                                                            
CONECT   16  133                                                            
CONECT   17  134                                                            
CONECT   18  135                                                            
CONECT   19  136                                                            
CONECT   20  137                                                            
CONECT   21    1   27                                                       
CONECT   22    2   28                                                       
CONECT   23    3   29                                                       
CONECT   24    4   30                                                       
CONECT   25    5   31                                                       
CONECT   26    6   32                                                       
CONECT   27   21   33                                                       
CONECT   28   22   34                                                       
CONECT   29   23   35                                                       
CONECT   30   24   36                                                       
CONECT   31   25   37                                                       
CONECT   32   26   38                                                       
CONECT   33   27   39                                                       
CONECT   34   28   40                                                       
CONECT   35   29   41                                                       
CONECT   36   30   42                                                       
CONECT   37   31   43                                                       
CONECT   38   32   44                                                       
CONECT   39   33   45                                                       
CONECT   40   34   46                                                       
CONECT   41   35   47                                                       
CONECT   42   36   48                                                       
CONECT   43   37   49                                                       
CONECT   44   38   50                                                       
CONECT   45   39   51                                                       
CONECT   46   40   53                                                       
CONECT   47   41   54                                                       
CONECT   48   42   55                                                       
CONECT   49   43   56                                                       
CONECT   50   44   57                                                       
CONECT   51   45   52                                                       
CONECT   52   51   58                                                       
CONECT   53   46   59                                                       
CONECT   54   47   60                                                       
CONECT   55   48   61                                                       
CONECT   56   49   62                                                       
CONECT   57   50   63                                                       
CONECT   58   52   64                                                       
CONECT   59   53   65                                                       
CONECT   60   54   66                                                       
CONECT   61   55   67                                                       
CONECT   62   56   68                                                       
CONECT   63   57   69                                                       
CONECT   64   58   70                                                       
CONECT   65   59   71                                                       
CONECT   66   60   72                                                       
CONECT   67   61   73                                                       
CONECT   68   62   74                                                       
CONECT   69   63   75                                                       
CONECT   70   64   76                                                       
CONECT   71   65   77                                                       
CONECT   72   66   78                                                       
CONECT   73   67   79                                                       
CONECT   74   68   80                                                       
CONECT   75   69   81                                                       
CONECT   76   70   82                                                       
CONECT   77   71  138                                                       
CONECT   78   72  139                                                       
CONECT   79   73  140                                                       
CONECT   80   74  141                                                       
CONECT   81   75  171                                                       
CONECT   82   76  172                                                       
CONECT   83   85  321                                                       
CONECT   84   86  322                                                       
CONECT   85   83  476                                                       
CONECT   86   84  477                                                       
CONECT   87  138  169                                                       
CONECT   88  139  173                                                       
CONECT   89  140  170                                                       
CONECT   90  141  174                                                       
CONECT   91  124  343                                                       
CONECT   92  125  344                                                       
CONECT   93  126  345                                                       
CONECT   94  127  346                                                       
CONECT   95  128  347                                                       
CONECT   96  142  348                                                       
CONECT   97  143  349                                                       
CONECT   98  144  350                                                       
CONECT   99  145  351                                                       
CONECT  100  146  352                                                       
CONECT  101  147  353                                                       
CONECT  102  148  354                                                       
CONECT  103  149  355                                                       
CONECT  104  150  356                                                       
CONECT  105  151  357                                                       
CONECT  106  152  358                                                       
CONECT  107  153  359                                                       
CONECT  108  154  360                                                       
CONECT  109  155  361                                                       
CONECT  110  156  362                                                       
CONECT  111  157  363                                                       
CONECT  112  129  464                                                       
CONECT  113  158  470                                                       
CONECT  114  159  471                                                       
CONECT  115  160  472                                                       
CONECT  116  161  473                                                       
CONECT  117  162  465                                                       
CONECT  118  163  466                                                       
CONECT  119  164  467                                                       
CONECT  120  165  468                                                       
CONECT  121  166  469                                                       
CONECT  122  167  474                                                       
CONECT  123  168  475                                                       
CONECT  124    7   91  246  547                                             
CONECT  125    8   92  247  548                                             
CONECT  126    9   93  248  549                                             
CONECT  127   10   94  249  550                                             
CONECT  128   11   95  250  551                                             
CONECT  129   12  112  245  552                                             
CONECT  130   13  328  364                                                  
CONECT  131   14  329  365                                                  
CONECT  132   15  330  366                                                  
CONECT  133   16  331  367                                                  
CONECT  134   17  332  368                                                  
CONECT  135   18  333  369                                                  
CONECT  136   19  334  370                                                  
CONECT  137   20  335  371                                                  
CONECT  138   77   87  372  553                                             
CONECT  139   78   88  373  554                                             
CONECT  140   79   89  478  555                                             
CONECT  141   80   90  479  556                                             
CONECT  142   96  190  480  557                                             
CONECT  143   97  191  481  558                                             
CONECT  144   98  192  482  559                                             
CONECT  145   99  193  483  560                                             
CONECT  146  100  194  484  561                                             
CONECT  147  101  195  489  562                                             
CONECT  148  102  196  490  563                                             
CONECT  149  103  197  491  564                                             
CONECT  150  104  198  492  565                                             
CONECT  151  105  199  493  566                                             
CONECT  152  106  200  494  567                                             
CONECT  153  107  205  485  568                                             
CONECT  154  108  206  486  569                                             
CONECT  155  109  207  487  570                                             
CONECT  156  110  208  488  571                                             
CONECT  157  111  209  495  572                                             
CONECT  158  113  201  501  573                                             
CONECT  159  114  203  503  574                                             
CONECT  160  115  202  504  575                                             
CONECT  161  116  204  505  576                                             
CONECT  162  117  211  496  577                                             
CONECT  163  118  212  497  578                                             
CONECT  164  119  213  498  579                                             
CONECT  165  120  214  499  580                                             
CONECT  166  121  210  500  581                                             
CONECT  167  122  215  502  582                                             
CONECT  168  123  251  506  583                                             
CONECT  169   87  336  374                                                  
CONECT  170   89  337  375                                                  
CONECT  171   81  376  478                                                  
CONECT  172   82  377  479                                                  
CONECT  173   88  378  507                                                  
CONECT  174   90  379  508                                                  
CONECT  175  216  280  338  584                                             
CONECT  176  217  281  339  585                                             
CONECT  177  218  282  340  586                                             
CONECT  178  219  283  341  587                                             
CONECT  179  220  285  342  588                                             
CONECT  180  253  286  328  589                                             
CONECT  181  254  287  329  590                                             
CONECT  182  255  288  330  591                                             
CONECT  183  256  289  331  592                                             
CONECT  184  257  290  332  593                                             
CONECT  185  258  291  333  594                                             
CONECT  186  259  292  334  595                                             
CONECT  187  260  293  335  596                                             
CONECT  188  252  294  336  597                                             
CONECT  189  261  284  337  598                                             
CONECT  190  142  216  380  599                                             
CONECT  191  143  217  381  600                                             
CONECT  192  144  218  382  601                                             
CONECT  193  145  219  383  602                                             
CONECT  194  146  220  384  603                                             
CONECT  195  147  221  385  604                                             
CONECT  196  148  222  386  605                                             
CONECT  197  149  223  387  606                                             
CONECT  198  150  224  388  607                                             
CONECT  199  151  225  389  608                                             
CONECT  200  152  227  390  609                                             
CONECT  201  158  226  391  610                                             
CONECT  202  160  228  392  611                                             
CONECT  203  159  229  393  612                                             
CONECT  204  161  230  394  613                                             
CONECT  205  153  253  395  614                                             
CONECT  206  154  254  396  615                                             
CONECT  207  155  255  397  616                                             
CONECT  208  156  256  398  617                                             
CONECT  209  157  264  399  618                                             
CONECT  210  166  252  400  619                                             
CONECT  211  162  257  401  620                                             
CONECT  212  163  258  402  621                                             
CONECT  213  164  259  403  622                                             
CONECT  214  165  260  404  623                                             
CONECT  215  167  262  405  624                                             
CONECT  216  175  190  406  625                                             
CONECT  217  176  191  407  626                                             
CONECT  218  177  192  408  627                                             
CONECT  219  178  193  409  628                                             
CONECT  220  179  194  410  629                                             
CONECT  221  195  232  411  630                                             
CONECT  222  196  233  412  631                                             
CONECT  223  197  234  413  632                                             
CONECT  224  198  235  414  633                                             
CONECT  225  199  236  415  634                                             
CONECT  226  201  237  416  635                                             
CONECT  227  200  272  417  636                                             
CONECT  228  202  269  418  637                                             
CONECT  229  203  270  419  638                                             
CONECT  230  204  271  420  639                                             
CONECT  231  238  266  421  640                                             
CONECT  232  221  295  422  641                                             
CONECT  233  222  296  423  642                                             
CONECT  234  223  297  424  643                                             
CONECT  235  224  298  425  644                                             
CONECT  236  225  299  426  645                                             
CONECT  237  226  301  427  646                                             
CONECT  238  231  300  428  647                                             
CONECT  239  245  263  429  648                                             
CONECT  240  246  267  430  649                                             
CONECT  241  247  268  431  650                                             
CONECT  242  262  302  432  651                                             
CONECT  243  263  303  433  652                                             
CONECT  244  265  304  434  653                                             
CONECT  245  129  239  509  654                                             
CONECT  246  124  240  530  655                                             
CONECT  247  125  241  531  656                                             
CONECT  248  126  266  510  657                                             
CONECT  249  127  274  511  658                                             
CONECT  250  128  273  532  659                                             
CONECT  251  168  261  535  660                                             
CONECT  252  188  210  507  661                                             
CONECT  253  180  205  516  662                                             
CONECT  254  181  206  517  663                                             
CONECT  255  182  207  518  664                                             
CONECT  256  183  208  519  665                                             
CONECT  257  184  211  512  666                                             
CONECT  258  185  212  513  667                                             
CONECT  259  186  213  514  668                                             
CONECT  260  187  214  515  669                                             
CONECT  261  189  251  508  670                                             
CONECT  262  215  242  521  671                                             
CONECT  263  239  243  520  672                                             
CONECT  264  209  276  522  673                                             
CONECT  265  244  274  523  674                                             
CONECT  266  231  248  536  675                                             
CONECT  267  240  277  533  676                                             
CONECT  268  241  278  537  677                                             
CONECT  269  228  307  524  678                                             
CONECT  270  229  306  525  679                                             
CONECT  271  230  308  526  680                                             
CONECT  272  227  305  527  681                                             
CONECT  273  250  275  528  682                                             
CONECT  274  249  265  538  683                                             
CONECT  275  273  279  534  684                                             
CONECT  276  264  309  529  685                                             
CONECT  277  267  319  435  686                                             
CONECT  278  268  320  436  687                                             
CONECT  279  275  318  437  688                                             
CONECT  280  175  465  480  689                                             
CONECT  281  176  466  481  690                                             
CONECT  282  177  467  482  691                                             
CONECT  283  178  468  483  692                                             
CONECT  284  189  469  506  693                                             
CONECT  285  179  484  529  694                                             
CONECT  286  180  485  513  695                                             
CONECT  287  181  486  512  696                                             
CONECT  288  182  487  515  697                                             
CONECT  289  183  488  514  698                                             
CONECT  290  184  496  522  699                                             
CONECT  291  185  497  524  700                                             
CONECT  292  186  498  525  701                                             
CONECT  293  187  499  526  702                                             
CONECT  294  188  500  539  703                                             
CONECT  295  232  470  489  704                                             
CONECT  296  233  471  490  705                                             
CONECT  297  234  472  491  706                                             
CONECT  298  235  473  492  707                                             
CONECT  299  236  474  493  708                                             
CONECT  300  238  464  510  709                                             
CONECT  301  237  501  516  710                                             
CONECT  302  242  502  520  711                                             
CONECT  303  243  509  523  712                                             
CONECT  304  244  511  528  713                                             
CONECT  305  272  494  521  714                                             
CONECT  306  270  503  517  715                                             
CONECT  307  269  504  518  716                                             
CONECT  308  271  505  519  717                                             
CONECT  309  276  495  527  718                                             
CONECT  310  318  438  439                                                  
CONECT  311  319  440  441                                                  
CONECT  312  320  442  443                                                  
CONECT  313  323  338  444                                                  
CONECT  314  324  339  445                                                  
CONECT  315  325  340  446                                                  
CONECT  316  326  341  447                                                  
CONECT  317  327  342  448                                                  
CONECT  318  279  310  475  532                                             
CONECT  319  277  311  530  534                                             
CONECT  320  278  312  531  533                                             
CONECT  321   83                                                            
CONECT  322   84                                                            
CONECT  323  313                                                            
CONECT  324  314                                                            
CONECT  325  315                                                            
CONECT  326  316                                                            
CONECT  327  317                                                            
CONECT  328  130  180                                                       
CONECT  329  131  181                                                       
CONECT  330  132  182                                                       
CONECT  331  133  183                                                       
CONECT  332  134  184                                                       
CONECT  333  135  185                                                       
CONECT  334  136  186                                                       
CONECT  335  137  187                                                       
CONECT  336  169  188                                                       
CONECT  337  170  189                                                       
CONECT  338  175  313                                                       
CONECT  339  176  314                                                       
CONECT  340  177  315                                                       
CONECT  341  178  316                                                       
CONECT  342  179  317                                                       
CONECT  343   91                                                            
CONECT  344   92                                                            
CONECT  345   93                                                            
CONECT  346   94                                                            
CONECT  347   95                                                            
CONECT  348   96                                                            
CONECT  349   97                                                            
CONECT  350   98                                                            
CONECT  351   99                                                            
CONECT  352  100                                                            
CONECT  353  101                                                            
CONECT  354  102                                                            
CONECT  355  103                                                            
CONECT  356  104                                                            
CONECT  357  105                                                            
CONECT  358  106                                                            
CONECT  359  107                                                            
CONECT  360  108                                                            
CONECT  361  109                                                            
CONECT  362  110                                                            
CONECT  363  111                                                            
CONECT  364  130                                                            
CONECT  365  131                                                            
CONECT  366  132                                                            
CONECT  367  133                                                            
CONECT  368  134                                                            
CONECT  369  135                                                            
CONECT  370  136                                                            
CONECT  371  137                                                            
CONECT  372  138                                                            
CONECT  373  139                                                            
CONECT  374  169                                                            
CONECT  375  170                                                            
CONECT  376  171                                                            
CONECT  377  172                                                            
CONECT  378  173                                                            
CONECT  379  174                                                            
CONECT  380  190                                                            
CONECT  381  191                                                            
CONECT  382  192                                                            
CONECT  383  193                                                            
CONECT  384  194                                                            
CONECT  385  195                                                            
CONECT  386  196                                                            
CONECT  387  197                                                            
CONECT  388  198                                                            
CONECT  389  199                                                            
CONECT  390  200                                                            
CONECT  391  201                                                            
CONECT  392  202                                                            
CONECT  393  203                                                            
CONECT  394  204                                                            
CONECT  395  205                                                            
CONECT  396  206                                                            
CONECT  397  207                                                            
CONECT  398  208                                                            
CONECT  399  209                                                            
CONECT  400  210                                                            
CONECT  401  211                                                            
CONECT  402  212                                                            
CONECT  403  213                                                            
CONECT  404  214                                                            
CONECT  405  215                                                            
CONECT  406  216                                                            
CONECT  407  217                                                            
CONECT  408  218                                                            
CONECT  409  219                                                            
CONECT  410  220                                                            
CONECT  411  221                                                            
CONECT  412  222                                                            
CONECT  413  223                                                            
CONECT  414  224                                                            
CONECT  415  225                                                            
CONECT  416  226                                                            
CONECT  417  227                                                            
CONECT  418  228                                                            
CONECT  419  229                                                            
CONECT  420  230                                                            
CONECT  421  231                                                            
CONECT  422  232                                                            
CONECT  423  233                                                            
CONECT  424  234                                                            
CONECT  425  235                                                            
CONECT  426  236                                                            
CONECT  427  237                                                            
CONECT  428  238                                                            
CONECT  429  239                                                            
CONECT  430  240                                                            
CONECT  431  241                                                            
CONECT  432  242                                                            
CONECT  433  243                                                            
CONECT  434  244                                                            
CONECT  435  277                                                            
CONECT  436  278                                                            
CONECT  437  279                                                            
CONECT  438  310                                                            
CONECT  439  310                                                            
CONECT  440  311                                                            
CONECT  441  311                                                            
CONECT  442  312                                                            
CONECT  443  312                                                            
CONECT  444  313                                                            
CONECT  445  314                                                            
CONECT  446  315                                                            
CONECT  447  316                                                            
CONECT  448  317                                                            
CONECT  449  541                                                            
CONECT  450  541                                                            
CONECT  451  541                                                            
CONECT  452  542                                                            
CONECT  453  542                                                            
CONECT  454  542                                                            
CONECT  455  543                                                            
CONECT  456  543                                                            
CONECT  457  543                                                            
CONECT  458  544                                                            
CONECT  459  544                                                            
CONECT  460  545                                                            
CONECT  461  545                                                            
CONECT  462  546                                                            
CONECT  463  546                                                            
CONECT  464  112  300                                                       
CONECT  465  117  280                                                       
CONECT  466  118  281                                                       
CONECT  467  119  282                                                       
CONECT  468  120  283                                                       
CONECT  469  121  284                                                       
CONECT  470  113  295                                                       
CONECT  471  114  296                                                       
CONECT  472  115  297                                                       
CONECT  473  116  298                                                       
CONECT  474  122  299                                                       
CONECT  475  123  318                                                       
CONECT  476   85  544                                                       
CONECT  477   86  545                                                       
CONECT  478  140  171                                                       
CONECT  479  141  172                                                       
CONECT  480  142  280                                                       
CONECT  481  143  281                                                       
CONECT  482  144  282                                                       
CONECT  483  145  283                                                       
CONECT  484  146  285                                                       
CONECT  485  153  286                                                       
CONECT  486  154  287                                                       
CONECT  487  155  288                                                       
CONECT  488  156  289                                                       
CONECT  489  147  295                                                       
CONECT  490  148  296                                                       
CONECT  491  149  297                                                       
CONECT  492  150  298                                                       
CONECT  493  151  299                                                       
CONECT  494  152  305                                                       
CONECT  495  157  309                                                       
CONECT  496  162  290                                                       
CONECT  497  163  291                                                       
CONECT  498  164  292                                                       
CONECT  499  165  293                                                       
CONECT  500  166  294                                                       
CONECT  501  158  301                                                       
CONECT  502  167  302                                                       
CONECT  503  159  306                                                       
CONECT  504  160  307                                                       
CONECT  505  161  308                                                       
CONECT  506  168  284                                                       
CONECT  507  173  252                                                       
CONECT  508  174  261                                                       
CONECT  509  245  303                                                       
CONECT  510  248  300                                                       
CONECT  511  249  304                                                       
CONECT  512  257  287                                                       
CONECT  513  258  286                                                       
CONECT  514  259  289                                                       
CONECT  515  260  288                                                       
CONECT  516  253  301                                                       
CONECT  517  254  306                                                       
CONECT  518  255  307                                                       
CONECT  519  256  308                                                       
CONECT  520  263  302                                                       
CONECT  521  262  305                                                       
CONECT  522  264  290                                                       
CONECT  523  265  303                                                       
CONECT  524  269  291                                                       
CONECT  525  270  292                                                       
CONECT  526  271  293                                                       
CONECT  527  272  309                                                       
CONECT  528  273  304                                                       
CONECT  529  276  285                                                       
CONECT  530  246  319                                                       
CONECT  531  247  320                                                       
CONECT  532  250  318                                                       
CONECT  533  267  320                                                       
CONECT  534  275  319                                                       
CONECT  535  251  541                                                       
CONECT  536  266  542                                                       
CONECT  537  268  544                                                       
CONECT  538  274  546                                                       
CONECT  539  294  543                                                       
CONECT  540  545  546                                                       
CONECT  541  449  450  451  535                                             
CONECT  542  452  453  454  536                                             
CONECT  543  455  456  457  539                                             
CONECT  544  458  459  476  537                                             
CONECT  545  460  461  477  540                                             
CONECT  546  462  463  538  540                                             
CONECT  547  124                                                            
CONECT  548  125                                                            
CONECT  549  126                                                            
CONECT  550  127                                                            
CONECT  551  128                                                            
CONECT  552  129                                                            
CONECT  553  138                                                            
CONECT  554  139                                                            
CONECT  555  140                                                            
CONECT  556  141                                                            
CONECT  557  142                                                            
CONECT  558  143                                                            
CONECT  559  144                                                            
CONECT  560  145                                                            
CONECT  561  146                                                            
CONECT  562  147                                                            
CONECT  563  148                                                            
CONECT  564  149                                                            
CONECT  565  150                                                            
CONECT  566  151                                                            
CONECT  567  152                                                            
CONECT  568  153                                                            
CONECT  569  154                                                            
CONECT  570  155                                                            
CONECT  571  156                                                            
CONECT  572  157                                                            
CONECT  573  158                                                            
CONECT  574  159                                                            
CONECT  575  160                                                            
CONECT  576  161                                                            
CONECT  577  162                                                            
CONECT  578  163                                                            
CONECT  579  164                                                            
CONECT  580  165                                                            
CONECT  581  166                                                            
CONECT  582  167                                                            
CONECT  583  168                                                            
CONECT  584  175                                                            
CONECT  585  176                                                            
CONECT  586  177                                                            
CONECT  587  178                                                            
CONECT  588  179                                                            
CONECT  589  180                                                            
CONECT  590  181                                                            
CONECT  591  182                                                            
CONECT  592  183                                                            
CONECT  593  184                                                            
CONECT  594  185                                                            
CONECT  595  186                                                            
CONECT  596  187                                                            
CONECT  597  188                                                            
CONECT  598  189                                                            
CONECT  599  190                                                            
CONECT  600  191                                                            
CONECT  601  192                                                            
CONECT  602  193                                                            
CONECT  603  194                                                            
CONECT  604  195                                                            
CONECT  605  196                                                            
CONECT  606  197                                                            
CONECT  607  198                                                            
CONECT  608  199                                                            
CONECT  609  200                                                            
CONECT  610  201                                                            
CONECT  611  202                                                            
CONECT  612  203                                                            
CONECT  613  204                                                            
CONECT  614  205                                                            
CONECT  615  206                                                            
CONECT  616  207                                                            
CONECT  617  208                                                            
CONECT  618  209                                                            
CONECT  619  210                                                            
CONECT  620  211                                                            
CONECT  621  212                                                            
CONECT  622  213                                                            
CONECT  623  214                                                            
CONECT  624  215                                                            
CONECT  625  216                                                            
CONECT  626  217                                                            
CONECT  627  218                                                            
CONECT  628  219                                                            
CONECT  629  220                                                            
CONECT  630  221                                                            
CONECT  631  222                                                            
CONECT  632  223                                                            
CONECT  633  224                                                            
CONECT  634  225                                                            
CONECT  635  226                                                            
CONECT  636  227                                                            
CONECT  637  228                                                            
CONECT  638  229                                                            
CONECT  639  230                                                            
CONECT  640  231                                                            
CONECT  641  232                                                            
CONECT  642  233                                                            
CONECT  643  234                                                            
CONECT  644  235                                                            
CONECT  645  236                                                            
CONECT  646  237                                                            
CONECT  647  238                                                            
CONECT  648  239                                                            
CONECT  649  240                                                            
CONECT  650  241                                                            
CONECT  651  242                                                            
CONECT  652  243                                                            
CONECT  653  244                                                            
CONECT  654  245                                                            
CONECT  655  246                                                            
CONECT  656  247                                                            
CONECT  657  248                                                            
CONECT  658  249                                                            
CONECT  659  250                                                            
CONECT  660  251                                                            
CONECT  661  252                                                            
CONECT  662  253                                                            
CONECT  663  254                                                            
CONECT  664  255                                                            
CONECT  665  256                                                            
CONECT  666  257                                                            
CONECT  667  258                                                            
CONECT  668  259                                                            
CONECT  669  260                                                            
CONECT  670  261                                                            
CONECT  671  262                                                            
CONECT  672  263                                                            
CONECT  673  264                                                            
CONECT  674  265                                                            
CONECT  675  266                                                            
CONECT  676  267                                                            
CONECT  677  268                                                            
CONECT  678  269                                                            
CONECT  679  270                                                            
CONECT  680  271                                                            
CONECT  681  272                                                            
CONECT  682  273                                                            
CONECT  683  274                                                            
CONECT  684  275                                                            
CONECT  685  276                                                            
CONECT  686  277                                                            
CONECT  687  278                                                            
CONECT  688  279                                                            
CONECT  689  280                                                            
CONECT  690  281                                                            
CONECT  691  282                                                            
CONECT  692  283                                                            
CONECT  693  284                                                            
CONECT  694  285                                                            
CONECT  695  286                                                            
CONECT  696  287                                                            
CONECT  697  288                                                            
CONECT  698  289                                                            
CONECT  699  290                                                            
CONECT  700  291                                                            
CONECT  701  292                                                            
CONECT  702  293                                                            
CONECT  703  294                                                            
CONECT  704  295                                                            
CONECT  705  296                                                            
CONECT  706  297                                                            
CONECT  707  298                                                            
CONECT  708  299                                                            
CONECT  709  300                                                            
CONECT  710  301                                                            
CONECT  711  302                                                            
CONECT  712  303                                                            
CONECT  713  304                                                            
CONECT  714  305                                                            
CONECT  715  306                                                            
CONECT  716  307                                                            
CONECT  717  308                                                            
CONECT  718  309                                                            
MASTER        0    0    0    0    0    0    0    0  718    0 1500    0
END

InChI=1S/C320H560N22O198P6/c1-21-27-33-39-45-51-52-58-64-70-76-82-172(377)479-141(80-74-68-62-56-49-43-37-31-25-5)90-174(379)508-261-189(337-170(375)89-140(79-73-67-61-55-48-42-36-30-24-4)478-171(376)81-75-69-63-57-50-44-38-32-26-6)284(469-121-166-210(400)252(507-173(378)88-139(373)78-72-66-60-54-47-41-35-29-23-3)188(294(500-166)539-543(455,456)457)336-169(374)87-138(372)77-71-65-59-53-46-40-34-28-22-2)506-168(251(261)535-541(449,450)451)123-475-318(310(438)439)279(437)275(534-319(311(440)441)277(435)267(240(430)246(530-319)124(7)91-343)533-320(312(442)443)278(436)268(537-544(458,459)476-85-83-321)241(431)247(531-320)125(8)92-344)273(250(532-318)128(11)95-347)528-304-244(434)265(274(249(511-304)127(10)94-346)538-546(462,463)540-545(460,461)477-86-84-322)523-303-243(433)263(239(429)245(509-303)129(12)112-464-300-238(428)231(421)266(536-542(452,453)454)248(510-300)126(9)93-345)520-302-242(432)262(215(405)167(502-302)122-474-299-236(426)225(415)199(389)151(105-357)493-299)521-305-272(227(417)200(390)152(106-358)494-305)527-309-276(529-285-179(342-317(327)448)220(410)194(384)146(100-352)484-285)264(209(399)157(111-363)495-309)522-290-184(332-134(17)368)257(211(401)162(496-290)117-465-280-175(338-313(323)444)216(406)190(380)142(96-348)480-280)512-287-181(329-131(14)365)254(206(396)154(108-360)486-287)517-306-270(229(419)203(393)159(503-306)114-471-296-233(423)222(412)196(386)148(102-354)490-296)525-292-186(334-136(19)370)259(213(403)164(498-292)119-467-282-177(340-315(325)446)218(408)192(382)144(98-350)482-282)514-289-183(331-133(16)367)256(208(398)156(110-362)488-289)519-308-271(230(420)204(394)161(505-308)116-473-298-235(425)224(414)198(388)150(104-356)492-298)526-293-187(335-137(20)371)260(214(404)165(499-293)120-468-283-178(341-316(326)447)219(409)193(383)145(99-351)483-283)515-288-182(330-132(15)366)255(207(397)155(109-361)487-288)518-307-269(228(418)202(392)160(504-307)115-472-297-234(424)223(413)197(387)149(103-355)491-297)524-291-185(333-135(18)369)258(212(402)163(497-291)118-466-281-176(339-314(324)445)217(407)191(381)143(97-349)481-281)513-286-180(328-130(13)364)253(205(395)153(107-359)485-286)516-301-237(427)226(416)201(391)158(501-301)113-470-295-232(422)221(411)195(385)147(101-353)489-295/h124-129,138-168,175-309,343-363,372-373,380-437H,21-123,321-322H2,1-20H3,(H,328,364)(H,329,365)(H,330,366)(H,331,367)(H,332,368)(H,333,369)(H,334,370)(H,335,371)(H,336,374)(H,337,375)(H,438,439)(H,440,441)(H,442,443)(H,458,459)(H,460,461)(H,462,463)(H3,323,338,444)(H3,324,339,445)(H3,325,340,446)(H3,326,341,447)(H3,327,342,448)(H2,449,450,451)(H2,452,453,454)(H2,455,456,457)

Synonyms

Not Available

Molecular Formula

C₃₂₀H₅₆₀N₂₂O₁₉₈P₆

Average Mass

8069.7416

Monoisotopic Mass

8065.285310258

IUPAC Name

(2R,3S,4R,5R,6R)-5-{[(3S,4R,5R,6R)-5-[({[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]-4-{[(3S,4S,5R,6R)-4-{[(3R,4S,5R,6R)-4-{[(2R,3R,4S,5R,6R)-3-{[(3R,4S,5R,6R)-3-{[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-[(C-hydroxycarbonimidoyl)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-4-{[(2R,3R,4R,5R,6R)-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-6-[(2S)-1-{[(3S,4R,5S,6R)-3,4-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-5-(phosphonooxy)oxan-2-yl]oxy}propan-2-yl]-3,5-dihydroxyoxan-2-yl]oxy}-3-hydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-4-{[(2S,3S,4S,5R,6R)-4-{[(2S,3S,4S,5R,6R)-4-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-carboxy-3,5-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-2-carboxy-3,5-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-2-{[(2R,3S,4R,5R,6R)-6-{[(2R,3S,4R,5R,6R)-5-{[(3R)-1,3-dihydroxytetradecylidene]amino}-3-hydroxy-4-{[(3R)-3-hydroxytetradecanoyl]oxy}-6-(phosphonooxy)oxan-2-yl]methoxy}-5-{[(3R)-3-(dodecanoyloxy)-1-hydroxytetradecylidene]amino}-3-(phosphonooxy)-4-{[(3R)-3-(tetradecanoyloxy)tetradecanoyl]oxy}oxan-2-yl]methoxy}-3-hydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxane-2-carboxylic acid

Traditional Name

(2R,3S,4R,5R,6R)-5-{[(3S,4R,5R,6R)-5-({[2-aminoethoxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy)-4-{[(3S,4S,5R,6R)-4-{[(3R,4S,5R,6R)-4-{[(2R,3R,4S,5R,6R)-3-{[(3R,4S,5R,6R)-3-{[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R,6R)-6-({[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-(C-hydroxycarbonimidoylamino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-4-{[(2R,3R,4R,5R,6R)-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-6-[(2S)-1-{[(3S,4R,5S,6R)-3,4-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-5-(phosphonooxy)oxan-2-yl]oxy}propan-2-yl]-3,5-dihydroxyoxan-2-yl]oxy}-3-hydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-4-{[(2S,3S,4S,5R,6R)-4-{[(2S,3S,4S,5R,6R)-4-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-2-carboxy-3,5-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-2-carboxy-3,5-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxan-2-yl]oxy}-2-{[(2R,3S,4R,5R,6R)-6-{[(2R,3S,4R,5R,6R)-5-{[(3R)-1,3-dihydroxytetradecylidene]amino}-3-hydroxy-4-{[(3R)-3-hydroxytetradecanoyl]oxy}-6-(phosphonooxy)oxan-2-yl]methoxy}-5-{[(3R)-3-(dodecanoyloxy)-1-hydroxytetradecylidene]amino}-3-(phosphonooxy)-4-{[(3R)-3-(tetradecanoyloxy)tetradecanoyl]oxy}oxan-2-yl]methoxy}-3-hydroxy-6-[(2S)-1-hydroxypropan-2-yl]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

P(O[C@]1(O[C@@]([H])([C@@]([H])(O)[C@]([H])(OC(=O)C[C@]([H])(O)CCCCCCCCCCC)[C@]1(N=C(O)C[C@]([H])(O)CCCCCCCCCCC)[H])CO[C@@]1(O[C@]([H])(CO[C@]2(O[C@]([H])([C@@]([H])(C)CO)[C@]([H])([C@@](O[C@]3(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@@](O[C@]4(O[C@]([H])([C@@]([H])(C)CO)[C@@]([H])(O)[C@@](OP(O)(=O)OCCN)([H])[C@]4([H])O)C(O)=O)([H])[C@]3([H])O)C(O)=O)([H])[C@]2([H])O)OC2(O[C@]([H])([C@@]([H])(C)CO)[C@](OP(OP(O)(=O)OCCN)(O)=O)([H])[C@@]([H])([C@]2([H])O)OC2(O[C@]([H])([C@@]([H])(C)COC3(O[C@]([H])([C@@]([H])(C)CO)[C@](OP(O)(O)=O)([H])[C@]([H])(O)[C@]3([H])O)[H])[C@@]([H])(O)[C@@]([H])([C@]2([H])O)OC2(O[C@@]([H])([C@@]([H])(O)[C@@]([H])([C@@]2([H])O)O[C@]2(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]2([H])OC2(O[C@@]([H])([C@@]([H])(O)[C@@]([H])([C@@]2([H])O[C@@]2(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]2([H])NC(O)=N)CO)[H])O[C@@]2(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]2(N=C(C)O)[H])O[C@@]2(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]3(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]3([H])O[C@@]3(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]3(N=C(C)O)[H])O[C@@]3(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]4(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]4([H])O[C@@]4(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]4(N=C(C)O)[H])O[C@@]4(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]5(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]5([H])O[C@@]5(O[C@@]([H])([C@]([H])(O)[C@@]([H])([C@]5(N=C(C)O)[H])O[C@@]5(O[C@@]([H])([C@]([H])(O)[C@]([H])(O[C@]6(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]6([H])O)CO[C@]6(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]6([H])O)CO)[H])[H])[C@]5(N=C(C)O)[H])CO)[H])CO[C@@]5(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]5([H])NC(O)=N)CO)[H])[H])CO[C@]5(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]5([H])O)CO)[H])[H])[C@]4(N=C(C)O)[H])CO)[H])CO[C@@]4(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]4([H])NC(O)=N)CO)[H])[H])CO[C@]4(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]4([H])O)CO)[H])[H])[C@]3(N=C(C)O)[H])CO)[H])CO[C@@]3(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]3([H])NC(O)=N)CO)[H])[H])CO[C@]3(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]3([H])O)CO)[H])[H])[C@]2(N=C(C)O)[H])CO)[H])CO[C@@]2(O[C@@]([H])([C@@]([H])(O)[C@]([H])(O)[C@@]2([H])NC(O)=N)CO)[H])[H])CO)[H])CO)[H])CO[C@]2(O[C@@]([H])([C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)CO)[H])[H])[H])[H])C(O)=O)[C@](OP(O)(O)=O)([H])[C@]([H])(OC(=O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@]1(N=C(O)C[C@@]([H])(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[H])[H])[H])(O)(O)=O

InChI Identifier

InChI=1S/C320H560N22O198P6/c1-21-27-33-39-45-51-52-58-64-70-76-82-172(377)479-141(80-74-68-62-56-49-43-37-31-25-5)90-174(379)508-261-189(337-170(375)89-140(79-73-67-61-55-48-42-36-30-24-4)478-171(376)81-75-69-63-57-50-44-38-32-26-6)284(469-121-166-210(400)252(507-173(378)88-139(373)78-72-66-60-54-47-41-35-29-23-3)188(294(500-166)539-543(455,456)457)336-169(374)87-138(372)77-71-65-59-53-46-40-34-28-22-2)506-168(251(261)535-541(449,450)451)123-475-318(310(438)439)279(437)275(534-319(311(440)441)277(435)267(240(430)246(530-319)124(7)91-343)533-320(312(442)443)278(436)268(537-544(458,459)476-85-83-321)241(431)247(531-320)125(8)92-344)273(250(532-318)128(11)95-347)528-304-244(434)265(274(249(511-304)127(10)94-346)538-546(462,463)540-545(460,461)477-86-84-322)523-303-243(433)263(239(429)245(509-303)129(12)112-464-300-238(428)231(421)266(536-542(452,453)454)248(510-300)126(9)93-345)520-302-242(432)262(215(405)167(502-302)122-474-299-236(426)225(415)199(389)151(105-357)493-299)521-305-272(227(417)200(390)152(106-358)494-305)527-309-276(529-285-179(342-317(327)448)220(410)194(384)146(100-352)484-285)264(209(399)157(111-363)495-309)522-290-184(332-134(17)368)257(211(401)162(496-290)117-465-280-175(338-313(323)444)216(406)190(380)142(96-348)480-280)512-287-181(329-131(14)365)254(206(396)154(108-360)486-287)517-306-270(229(419)203(393)159(503-306)114-471-296-233(423)222(412)196(386)148(102-354)490-296)525-292-186(334-136(19)370)259(213(403)164(498-292)119-467-282-177(340-315(325)446)218(408)192(382)144(98-350)482-282)514-289-183(331-133(16)367)256(208(398)156(110-362)488-289)519-308-271(230(420)204(394)161(505-308)116-473-298-235(425)224(414)198(388)150(104-356)492-298)526-293-187(335-137(20)371)260(214(404)165(499-293)120-468-283-178(341-316(326)447)219(409)193(383)145(99-351)483-283)515-288-182(330-132(15)366)255(207(397)155(109-361)487-288)518-307-269(228(418)202(392)160(504-307)115-472-297-234(424)223(413)197(387)149(103-355)491-297)524-291-185(333-135(18)369)258(212(402)163(497-291)118-466-281-176(339-314(324)445)217(407)191(381)143(97-349)481-281)513-286-180(328-130(13)364)253(205(395)153(107-359)485-286)516-301-237(427)226(416)201(391)158(501-301)113-470-295-232(422)221(411)195(385)147(101-353)489-295/h124-129,138-168,175-309,343-363,372-373,380-437H,21-123,321-322H2,1-20H3,(H,328,364)(H,329,365)(H,330,366)(H,331,367)(H,332,368)(H,333,369)(H,334,370)(H,335,371)(H,336,374)(H,337,375)(H,438,439)(H,440,441)(H,442,443)(H,458,459)(H,460,461)(H,462,463)(H3,323,338,444)(H3,324,339,445)(H3,325,340,446)(H3,326,341,447)(H3,327,342,448)(H2,449,450,451)(H2,452,453,454)(H2,455,456,457)

InChI Key

MNCUCRNHEGQSDI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Polysaccharide
Saccharolipid
Hexose phosphate
N-acyl-alpha-hexosamine
Fatty acyl glycoside
C-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
Glycosyl compound
C-glycosyl compound
O-glycosyl compound
Organic pyrophosphate
Phosphoethanolamine
Dialkyl phosphate
Monoalkyl phosphate
Ketal
Beta-hydroxy acid
Fatty acid ester
Alkyl phosphate
Phosphoric acid ester
Pyran
Hydroxy acid
Organic phosphoric acid derivative
Fatty acyl
Oxane
Isourea
Secondary alcohol
Carboxylic acid ester
Amino acid
Amino acid or derivatives
Acetal
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Polyol
Organic oxygen compound
Amine
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Primary amine
Primary alcohol
Imine
Alcohol
Primary aliphatic amine
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
logP	-22	ChemAxon
pKa (Strongest Acidic)	0.38	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	208	ChemAxon
Hydrogen Donor Count	120	ChemAxon
Polar Surface Area	3472.5 Å²	ChemAxon
Rotatable Bond Count	217	ChemAxon
Refractivity	1822.66 m³·mol⁻¹	ChemAxon
Number of Rings	33	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Keseler IM, Collado-Vides J, Santos-Zavaleta A, Peralta-Gil M, Gama-Castro S, Muniz-Rascado L, Bonavides-Martinez C, Paley S, Krummenacker M, Altman T, Kaipa P, Spaulding A, Pacheco J, Latendresse M, Fulcher C, Sarker M, Shearer AG, Mackie A, Paulsen I, Gunsalus RP, Karp PD: EcoCyc: a comprehensive database of Escherichia coli biology. Nucleic Acids Res. 2011 Jan;39(Database issue):D583-90. doi: 10.1093/nar/gkq1143. Epub 2010 Nov 21. [PubMed:21097882 ]
Kanehisa M, Goto S, Sato Y, Furumichi M, Tanabe M: KEGG for integration and interpretation of large-scale molecular data sets. Nucleic Acids Res. 2012 Jan;40(Database issue):D109-14. doi: 10.1093/nar/gkr988. Epub 2011 Nov 10. [PubMed:22080510 ]

Showing metabocard for LPS (4-O-antigen) (MMDBc0030303)

MOL for #<Metabolite:0x00007fdb306935d0>

3D MOL for #<Metabolite:0x00007fdb306935d0>

3D SDF for #<Metabolite:0x00007fdb306935d0>

3D-SDF for #<Metabolite:0x00007fdb306935d0>

PDB for #<Metabolite:0x00007fdb306935d0>

3D PDB for #<Metabolite:0x00007fdb306935d0>

SMILES for #<Metabolite:0x00007fdb306935d0>

INCHI for #<Metabolite:0x00007fdb306935d0>

Structure for #<Metabolite:0x00007fdb306935d0>

3D Structure for #<Metabolite:0x00007fdb306935d0>