MiMeDB: Showing metabocard for Bacteriohop-6-enetetrol carbapseudopentose ether (MMDBc0009089)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:43:31 UTC

Update Date

2022-08-31 06:29:32 UTC

Metabolite ID

MMDBc0009089

Metabolite Identification

Common Name

Bacteriohop-6-enetetrol carbapseudopentose ether

Description

Bacteriohop-6-enetetrol carbapseudopentose ether belongs to the class of organic compounds known as hopanoids. These are terpenoids containing hopane skeleton(A'-Neogammacerane), a pentacyclic structure with four cyclohexane rings and one cyclopentane ring (and often, a side chain emerging from C30). Bacteriohop-6-enetetrol carbapseudopentose ether is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103432D          

 63 68  0  0  1  0            999 V2000
   12.0845   -4.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0941   -3.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0854   -3.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5896   -6.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0776   -5.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4215   -4.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8873   -3.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6915   -5.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3700   -5.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6555   -5.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4637   -6.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2706   -6.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8852   -6.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8076   -4.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0354   -3.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9465   -4.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8846   -5.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6922   -6.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6145   -4.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2285   -3.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7976   -5.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0275   -6.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0845   -5.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7989   -5.5580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5526   -5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9411   -5.5580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5121   -5.5580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5875   -4.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9116   -5.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5256   -5.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2825   -4.3250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2266   -5.1455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4755   -4.1535    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0630   -4.8680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3687   -5.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3945   -4.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1047   -5.8355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3325   -5.1494    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1666   -4.8794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9735   -4.7079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6150   -5.4811    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8956   -3.7730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525   -6.1955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9411   -6.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5121   -6.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2266   -4.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1399   -3.3998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2425   -4.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9476   -5.9660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0832   -5.5580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3700   -4.7330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8421   -4.7341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3596   -5.0509    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5121   -4.7330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8424   -3.5802    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   16.7805   -4.5363    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2266   -5.9705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6516   -4.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7673   -5.6382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3255   -5.9694    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 16  8  1  0  0  0  0
 17  8  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 23  1  1  0  0  0  0
 23  9  1  0  0  0  0
 24 13  1  0  0  0  0
 24 23  1  6  0  0  0
 25 14  1  0  0  0  0
 25 24  1  0  0  0  0
 26 10  1  0  0  0  0
 27 21  1  0  0  0  0
 28 15  1  0  0  0  0
 29 11  1  0  0  0  0
 30 12  1  0  0  0  0
 32 26  1  0  0  0  0
 32 27  1  0  0  0  0
 33 31  1  0  0  0  0
 34 33  1  0  0  0  0
 35 31  1  0  0  0  0
 36  2  1  0  0  0  0
 36  3  1  0  0  0  0
 36 16  1  0  0  0  0
 36 28  1  0  0  0  0
 37  4  1  6  0  0  0
 37 18  1  0  0  0  0
 37 25  1  0  0  0  0
 37 29  1  0  0  0  0
 38  5  1  1  0  0  0
 38 17  1  0  0  0  0
 38 28  1  0  0  0  0
 38 30  1  0  0  0  0
 39  6  1  6  0  0  0
 39 19  1  0  0  0  0
 39 29  1  0  0  0  0
 40  7  1  1  0  0  0
 40 20  1  0  0  0  0
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 40 39  1  0  0  0  0
 41 22  1  6  0  0  0
 41 34  1  0  0  0  0
 41 35  1  0  0  0  0
 31 42  1  1  0  0  0
 43 22  1  0  0  0  0
 26 44  1  6  0  0  0
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 32 46  1  1  0  0  0
 33 47  1  6  0  0  0
 34 48  1  1  0  0  0
 41 49  1  1  0  0  0
 50 21  1  0  0  0  0
 50 35  1  0  0  0  0
 51 23  1  0  0  0  0
 24 52  1  1  0  0  0
 53 25  1  0  0  0  0
 26 54  1  6  0  0  0
 27 55  1  6  0  0  0
 56 28  1  0  0  0  0
 57 29  1  0  0  0  0
 58 30  1  0  0  0  0
 31 59  1  6  0  0  0
 32 60  1  1  0  0  0
 33 61  1  1  0  0  0
 34 62  1  6  0  0  0
 63 35  1  0  0  0  0
M  END


  Mrv1652305152103432D          

 63 68  0  0  1  0            999 V2000
   12.0845   -4.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0941   -3.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0854   -3.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5896   -6.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0776   -5.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4215   -4.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8873   -3.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6915   -5.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3700   -5.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6555   -5.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4637   -6.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2706   -6.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8852   -6.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8076   -4.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0354   -3.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9465   -4.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8846   -5.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6922   -6.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6145   -4.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2285   -3.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7976   -5.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7989   -5.5580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   18.3945   -4.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1047   -5.8355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3325   -5.1494    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1666   -4.8794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9735   -4.7079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6150   -5.4811    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8956   -3.7730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525   -6.1955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9411   -6.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5121   -6.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2266   -4.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2425   -4.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9476   -5.9660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0832   -5.5580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3700   -4.7330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8421   -4.7341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3596   -5.0509    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9411   -4.7330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5121   -4.7330    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8424   -3.5802    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7186   -5.4925    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.7805   -4.5363    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0689   -3.5281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2266   -5.9705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6516   -4.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7673   -5.6382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3255   -5.9694    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 16  8  1  0  0  0  0
 17  8  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 23  1  1  0  0  0  0
 23  9  1  0  0  0  0
 24 13  1  0  0  0  0
 24 23  1  6  0  0  0
 25 14  1  0  0  0  0
 25 24  1  0  0  0  0
 26 10  1  0  0  0  0
 27 21  1  0  0  0  0
 28 15  1  0  0  0  0
 29 11  1  0  0  0  0
 30 12  1  0  0  0  0
 32 26  1  0  0  0  0
 32 27  1  0  0  0  0
 33 31  1  0  0  0  0
 34 33  1  0  0  0  0
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 36  2  1  0  0  0  0
 36  3  1  0  0  0  0
 36 16  1  0  0  0  0
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 37  4  1  6  0  0  0
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 38  5  1  1  0  0  0
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 39  6  1  6  0  0  0
 39 19  1  0  0  0  0
 39 29  1  0  0  0  0
 40  7  1  1  0  0  0
 40 20  1  0  0  0  0
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 41 34  1  0  0  0  0
 41 35  1  0  0  0  0
 31 42  1  1  0  0  0
 43 22  1  0  0  0  0
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 41 49  1  1  0  0  0
 50 21  1  0  0  0  0
 50 35  1  0  0  0  0
 51 23  1  0  0  0  0
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 53 25  1  0  0  0  0
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 56 28  1  0  0  0  0
 57 29  1  0  0  0  0
 58 30  1  0  0  0  0
 31 59  1  6  0  0  0
 32 60  1  1  0  0  0
 33 61  1  1  0  0  0
 34 62  1  6  0  0  0
 63 35  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009089

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)(CC[C@@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)COC1([H])[C@]([H])(N)[C@@]([H])(O)[C@]([H])(O)[C@@]1(O)CO)[C@@]1([H])CC[C@@]2(C)C1([H])CC[C@]1(C)C2([H])CCC2([H])[C@@]3(C)CCCC(C)(C)C3([H])C=C[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C41H71NO8/c1-23(9-10-26(44)32(46)27(45)21-50-35-31(42)33(47)34(48)41(35,49)22-43)24-13-18-37(4)25(24)14-19-39(6)29(37)11-12-30-38(5)17-8-16-36(2,3)28(38)15-20-40(30,39)7/h15,20,23-35,43-49H,8-14,16-19,21-22,42H2,1-7H3/t23?,24-,25?,26-,27+,28?,29?,30?,31-,32-,33-,34+,35?,37+,38+,39-,40-,41+/m1/s1

> <INCHI_KEY>
XHSSMWRWGCTRFX-WHFOOSDBSA-N

> <FORMULA>
C41H71NO8

> <MOLECULAR_WEIGHT>
706.018

> <EXACT_MASS>
705.51796825

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
83.05053327008433

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3R,4R)-4-amino-5-{[(2S,3R,4R)-7-[(1R,2R,6R,9S,14R)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-20-en-6-yl]-2,3,4-trihydroxyoctyl]oxy}-1-(hydroxymethyl)cyclopentane-1,2,3-triol

> <ALOGPS_LOGP>
4.38

> <JCHEM_LOGP>
3.3628493570000004

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.826177554153759

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.926220060430742

> <JCHEM_PKA_STRONGEST_BASIC>
8.165075592645536

> <JCHEM_POLAR_SURFACE_AREA>
176.85999999999999

> <JCHEM_REFRACTIVITY>
193.89190000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3R,4R)-4-amino-5-{[(2S,3R,4R)-7-[(1R,2R,6R,9S,14R)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-20-en-6-yl]-2,3,4-trihydroxyoctyl]oxy}-1-(hydroxymethyl)cyclopentane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      22.558  -8.065   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      35.642  -7.011   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.759  -6.400   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.234 -12.139   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.878 -11.077   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.787  -7.644   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.656  -7.256   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.891 -10.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.224 -10.375   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.890  -9.605   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.865 -11.717   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.372 -11.397   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.052 -11.907   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.774  -8.284   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.799  -7.003   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.367  -8.972   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.385 -10.757   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.559 -12.227   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.280  -7.964   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      30.293  -7.323   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.556  -9.605   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.251 -11.565   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.558  -9.605   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.891 -10.375   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      25.298  -9.749   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.557 -10.375   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.889 -10.375   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      32.830  -8.148   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      27.835 -10.573   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      30.848  -9.932   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.727  -8.073   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.223  -9.605   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.221  -7.753   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.451  -9.087   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.888  -9.605   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      34.336  -7.827   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      26.329 -10.893   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      32.354  -9.612   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      28.311  -9.108   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      29.817  -8.788   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.481 -10.231   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      12.872  -7.043   0.000  0.00  0.00           N+0
HETATM   43  O   UNK     0      12.791 -11.565   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      18.557 -11.915   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      15.889 -11.915   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      17.223  -8.065   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       9.595  -6.346   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       7.919  -9.248   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       9.236 -11.137   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      13.222 -10.375   0.000  0.00  0.00           O+0
HETATM   51  H   UNK     0      21.224  -8.835   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      23.972  -8.837   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      26.805  -9.428   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      18.557  -8.835   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      15.889  -8.835   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      33.306  -6.683   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      29.341 -10.253   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      31.324  -8.468   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      11.329  -6.586   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      17.223 -11.145   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       8.683  -7.673   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       8.899 -10.525   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      11.808 -11.143   0.000  0.00  0.00           H+0
CONECT    1   23                                                            
CONECT    2   36                                                            
CONECT    3   36                                                            
CONECT    4   37                                                            
CONECT    5   38                                                            
CONECT    6   39                                                            
CONECT    7   40                                                            
CONECT    8   16   17                                                       
CONECT    9   10   23                                                       
CONECT   10    9   26                                                       
CONECT   11   12   29                                                       
CONECT   12   11   30                                                       
CONECT   13   18   24                                                       
CONECT   14   19   25                                                       
CONECT   15   20   28                                                       
CONECT   16    8   36                                                       
CONECT   17    8   38                                                       
CONECT   18   13   37                                                       
CONECT   19   14   39                                                       
CONECT   20   15   40                                                       
CONECT   21   27   50                                                       
CONECT   22   41   43                                                       
CONECT   23    1    9   24   51                                             
CONECT   24   13   23   25   52                                             
CONECT   25   14   24   37   53                                             
CONECT   26   10   32   44   54                                             
CONECT   27   21   32   45   55                                             
CONECT   28   15   36   38   56                                             
CONECT   29   11   37   39   57                                             
CONECT   30   12   38   40   58                                             
CONECT   31   33   35   42   59                                             
CONECT   32   26   27   46   60                                             
CONECT   33   31   34   47   61                                             
CONECT   34   33   41   48   62                                             
CONECT   35   31   41   50   63                                             
CONECT   36    2    3   16   28                                             
CONECT   37    4   18   25   29                                             
CONECT   38    5   17   28   30                                             
CONECT   39    6   19   29   40                                             
CONECT   40    7   20   30   39                                             
CONECT   41   22   34   35   49                                             
CONECT   42   31                                                            
CONECT   43   22                                                            
CONECT   44   26                                                            
CONECT   45   27                                                            
CONECT   46   32                                                            
CONECT   47   33                                                            
CONECT   48   34                                                            
CONECT   49   41                                                            
CONECT   50   21   35                                                       
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   28                                                            
CONECT   57   29                                                            
CONECT   58   30                                                            
CONECT   59   31                                                            
CONECT   60   32                                                            
CONECT   61   33                                                            
CONECT   62   34                                                            
CONECT   63   35                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  136    0
END

Synonyms

Not Available

Molecular Formula

C₄₁H₇₁NO₈

Average Mass

706.018

Monoisotopic Mass

705.51796825

IUPAC Name

(1S,2S,3R,4R)-4-amino-5-{[(2S,3R,4R)-7-[(1R,2R,6R,9S,14R)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-20-en-6-yl]-2,3,4-trihydroxyoctyl]oxy}-1-(hydroxymethyl)cyclopentane-1,2,3-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]C(C)(CC[C@@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)COC1([H])[C@]([H])(N)[C@@]([H])(O)[C@]([H])(O)[C@@]1(O)CO)[C@@]1([H])CC[C@@]2(C)C1([H])CC[C@]1(C)C2([H])CCC2([H])[C@@]3(C)CCCC(C)(C)C3([H])C=C[C@@]12C

InChI Identifier

InChI=1S/C41H71NO8/c1-23(9-10-26(44)32(46)27(45)21-50-35-31(42)33(47)34(48)41(35,49)22-43)24-13-18-37(4)25(24)14-19-39(6)29(37)11-12-30-38(5)17-8-16-36(2,3)28(38)15-20-40(30,39)7/h15,20,23-35,43-49H,8-14,16-19,21-22,42H2,1-7H3/t23?,24-,25?,26-,27+,28?,29?,30?,31-,32-,33-,34+,35?,37+,38+,39-,40-,41+/m1/s1

InChI Key

XHSSMWRWGCTRFX-WHFOOSDBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hopanoids. These are terpenoids containing hopane skeleton(A'-Neogammacerane), a pentacyclic structure with four cyclohexane rings and one cyclopentane ring (and often, a side chain emerging from C30).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Hopanoids

Direct Parent

Hopanoids

Alternative Parents

Substituents

Hopane-skeleton
Triterpenoid
27-hydroxysteroid
25-hydroxysteroid
24-hydroxysteroid
Delta-1-steroid
Steroid
Pentose monosaccharide
Aminocyclitol or derivatives
Aminocyclitol
Cyclitol or derivatives
Cyclopentanol
Monosaccharide
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
1,2-aminoalcohol
Polyol
Dialkyl ether
Ether
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary amine
Amine
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0037 g/L	ALOGPS
logP	4.38	ALOGPS
logP	3.36	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	11.93	ChemAxon
pKa (Strongest Basic)	8.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	176.86 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	193.89 m³·mol⁻¹	ChemAxon
Polarizability	83.05 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

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 subgingival plaque	Metabolic reconstruction

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

78445146

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585489

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Bacteriohop-6-enetetrol carbapseudopentose ether (MMDBc0009089)

MOL for #<Metabolite:0x00007fdb44251328>

3D MOL for #<Metabolite:0x00007fdb44251328>

3D SDF for #<Metabolite:0x00007fdb44251328>

3D-SDF for #<Metabolite:0x00007fdb44251328>

PDB for #<Metabolite:0x00007fdb44251328>

3D PDB for #<Metabolite:0x00007fdb44251328>

SMILES for #<Metabolite:0x00007fdb44251328>

INCHI for #<Metabolite:0x00007fdb44251328>

Structure for #<Metabolite:0x00007fdb44251328>

3D Structure for #<Metabolite:0x00007fdb44251328>