MiMeDB: Showing metabocard for Fumihopaside B (MMDBc0026569)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 16:13:10 UTC

Update Date

2022-08-31 06:52:12 UTC

Metabolite ID

MMDBc0026569

Metabolite Identification

Common Name

Fumihopaside B

Description

2-[(1R,2R,5S,6S,9S,10R,13R,14R,17S,18S,19R)-17-hydroxy-1,2,9,14,18-pentamethyl-18-({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-6-yl]prop-2-enoic acid belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Based on a literature review very few articles have been published on 2-[(1R,2R,5S,6S,9S,10R,13R,14R,17S,18S,19R)-17-hydroxy-1,2,9,14,18-pentamethyl-18-({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-6-yl]prop-2-enoic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152118132D          

 56 61  0  0  1  0            999 V2000
    6.5288    2.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920   -0.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    1.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1161   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3924    4.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4580    1.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6880    1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2623    1.0579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2615    3.6440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0141    0.3623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1104    0.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9015    3.1234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7706    2.3089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9997    2.0149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4687    1.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3597    2.5356    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8390    0.3498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3129    1.1332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6125    1.0830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7876    1.0955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1632    4.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6723    3.4173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106    1.7882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8688    1.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0901    1.6925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6279    0.3404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889    2.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    3.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8652    1.6741    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4374    1.0704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0324    3.9380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1892    0.3749    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627    1.1081    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5120    1.1457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5414    2.6028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1306    2.8295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397    1.4943    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2288    1.7210    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 19  1  2  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  1  0  0  0
 21 10  1  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  1  0  0  0
 23 11  1  0  0  0  0
 24  7  1  0  0  0  0
 25  8  1  0  0  0  0
 26 12  1  0  0  0  0
 27 22  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 19  1  0  0  0  0
 31 29  1  0  0  0  0
 32  2  1  1  0  0  0
 32 13  1  0  0  0  0
 32 21  1  0  0  0  0
 32 24  1  0  0  0  0
 33  3  1  6  0  0  0
 33 14  1  0  0  0  0
 33 23  1  0  0  0  0
 33 25  1  0  0  0  0
 34  4  1  1  0  0  0
 34 18  1  6  0  0  0
 34 23  1  0  0  0  0
 34 26  1  0  0  0  0
 35  5  1  1  0  0  0
 35 15  1  0  0  0  0
 35 24  1  0  0  0  0
 36  6  1  6  0  0  0
 36 16  1  0  0  0  0
 36 25  1  0  0  0  0
 36 35  1  0  0  0  0
 37 17  1  0  0  0  0
 26 38  1  6  0  0  0
 27 39  1  6  0  0  0
 28 40  1  6  0  0  0
 29 41  1  6  0  0  0
 42 30  2  0  0  0  0
 43 30  1  0  0  0  0
 44 18  1  0  0  0  0
 31 44  1  6  0  0  0
 45 22  1  0  0  0  0
 45 31  1  0  0  0  0
 20 46  1  6  0  0  0
 21 47  1  6  0  0  0
 22 48  1  6  0  0  0
 23 49  1  1  0  0  0
 24 50  1  6  0  0  0
 25 51  1  1  0  0  0
 26 52  1  1  0  0  0
 27 53  1  1  0  0  0
 28 54  1  6  0  0  0
 29 55  1  1  0  0  0
 31 56  1  1  0  0  0
M  END


  Mrv1652305152118132D          

 56 61  0  0  1  0            999 V2000
    6.5288    2.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4920   -0.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410   -0.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2109    1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    1.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7659   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1403    0.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5611    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912   -0.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -0.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1161   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0358    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3860    1.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3924    4.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4580    1.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6880    1.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2623    1.0579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2615    3.6440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1378    1.1206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0141    0.3623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3643    0.3874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1104    0.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9015    3.1234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7706    2.3089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9997    2.0149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4687    1.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3597    2.5356    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8390    0.3498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5394    0.4000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3129    1.1332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6125    1.0830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7876    1.0955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1632    4.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6723    3.4173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106    1.7882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8688    1.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0901    1.6925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6279    0.3404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5889    2.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    3.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8652    1.6741    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4374    1.0704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0324    3.9380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1892    0.3749    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627    1.1081    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5120    1.1457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5414    2.6028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1306    2.8295    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397    1.4943    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2288    1.7210    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 19  1  2  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  1  0  0  0
 21 10  1  0  0  0  0
 21 20  1  0  0  0  0
 22 17  1  1  0  0  0
 23 11  1  0  0  0  0
 24  7  1  0  0  0  0
 25  8  1  0  0  0  0
 26 12  1  0  0  0  0
 27 22  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 19  1  0  0  0  0
 31 29  1  0  0  0  0
 32  2  1  1  0  0  0
 32 13  1  0  0  0  0
 32 21  1  0  0  0  0
 32 24  1  0  0  0  0
 33  3  1  6  0  0  0
 33 14  1  0  0  0  0
 33 23  1  0  0  0  0
 33 25  1  0  0  0  0
 34  4  1  1  0  0  0
 34 18  1  6  0  0  0
 34 23  1  0  0  0  0
 34 26  1  0  0  0  0
 35  5  1  1  0  0  0
 35 15  1  0  0  0  0
 35 24  1  0  0  0  0
 36  6  1  6  0  0  0
 36 16  1  0  0  0  0
 36 25  1  0  0  0  0
 36 35  1  0  0  0  0
 37 17  1  0  0  0  0
 26 38  1  6  0  0  0
 27 39  1  6  0  0  0
 28 40  1  6  0  0  0
 29 41  1  6  0  0  0
 42 30  2  0  0  0  0
 43 30  1  0  0  0  0
 44 18  1  0  0  0  0
 31 44  1  6  0  0  0
 45 22  1  0  0  0  0
 45 31  1  0  0  0  0
 20 46  1  6  0  0  0
 21 47  1  6  0  0  0
 22 48  1  6  0  0  0
 23 49  1  1  0  0  0
 24 50  1  6  0  0  0
 25 51  1  1  0  0  0
 26 52  1  1  0  0  0
 27 53  1  1  0  0  0
 28 54  1  6  0  0  0
 29 55  1  1  0  0  0
 31 56  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0026569

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@]([H])(O)[C@](C)(CO[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]4([H])O)[C@]3([H])CC[C@@]12C)C(=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H58O9/c1-19(30(42)43)20-9-13-32(2)21(20)10-15-35(5)24(32)7-8-25-33(3)14-12-26(38)34(4,23(33)11-16-36(25,35)6)18-44-31-29(41)28(40)27(39)22(17-37)45-31/h20-29,31,37-41H,1,7-18H2,2-6H3,(H,42,43)/t20-,21+,22-,23-,24-,25-,26+,27-,28+,29-,31+,32+,33+,34-,35-,36-/m1/s1

> <INCHI_KEY>
CDXFIIJJBSZVKV-DADTXQHTSA-N

> <FORMULA>
C36H58O9

> <MOLECULAR_WEIGHT>
634.851

> <EXACT_MASS>
634.408083448

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
71.53626749227706

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1R,2R,5S,6S,9S,10R,13R,14R,17S,18S,19R)-17-hydroxy-1,2,9,14,18-pentamethyl-18-({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl]prop-2-enoic acid

> <ALOGPS_LOGP>
3.51

> <JCHEM_LOGP>
3.5881322776666655

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.209311266814883

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.865287994642154

> <JCHEM_PKA_STRONGEST_BASIC>
-2.960092891701776

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
166.81350000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1R,2R,5S,6S,9S,10R,13R,14R,17S,18S,19R)-17-hydroxy-1,2,9,14,18-pentamethyl-18-({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-6-yl]prop-2-enoic acid

> <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      12.187   4.156   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.385  -0.744   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.623  -0.599   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.875   3.628   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.994   3.367   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.066   3.579   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.703  -0.645   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.163  -0.622   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.462   0.098   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.073   3.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.914   3.414   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.543  -0.552   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.046  -0.507   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.083  -0.575   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.534   3.343   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.454   3.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.466   8.323   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.855   2.664   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.484   2.645   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.324   1.632   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.823   1.975   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.221   6.802   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.124   2.092   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.493   0.676   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.413   0.723   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.206   0.793   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.416   5.830   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.172   4.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.733   3.761   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.941   2.146   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.538   4.733   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.033   0.653   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.874   0.747   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.584   2.115   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.743   2.022   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.204   2.045   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.905   8.871   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -1.746   0.817   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -6.855   6.379   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -6.366   3.338   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -3.488   2.241   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      15.101   3.159   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      14.239   0.635   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -1.099   4.184   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -2.782   6.254   0.000  0.00  0.00           O+0
HETATM   46  H   UNK     0      10.948   3.125   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       8.283   1.998   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.660   7.351   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.953   0.700   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.664   2.068   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.956   2.139   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.611   4.859   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.977   5.282   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.927   2.789   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.294   3.213   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   32                                                            
CONECT    3   33                                                            
CONECT    4   34                                                            
CONECT    5   35                                                            
CONECT    6   36                                                            
CONECT    7    8   24                                                       
CONECT    8    7   25                                                       
CONECT    9   13   20                                                       
CONECT   10   15   21                                                       
CONECT   11   16   23                                                       
CONECT   12   14   26                                                       
CONECT   13    9   32                                                       
CONECT   14   12   33                                                       
CONECT   15   10   35                                                       
CONECT   16   11   36                                                       
CONECT   17   22   37                                                       
CONECT   18   34   44                                                       
CONECT   19    1   20   30                                                  
CONECT   20    9   19   21   46                                             
CONECT   21   10   20   32   47                                             
CONECT   22   17   27   45   48                                             
CONECT   23   11   33   34   49                                             
CONECT   24    7   32   35   50                                             
CONECT   25    8   33   36   51                                             
CONECT   26   12   34   38   52                                             
CONECT   27   22   28   39   53                                             
CONECT   28   27   29   40   54                                             
CONECT   29   28   31   41   55                                             
CONECT   30   19   42   43                                                  
CONECT   31   29   44   45   56                                             
CONECT   32    2   13   21   24                                             
CONECT   33    3   14   23   25                                             
CONECT   34    4   18   23   26                                             
CONECT   35    5   15   24   36                                             
CONECT   36    6   16   25   35                                             
CONECT   37   17                                                            
CONECT   38   26                                                            
CONECT   39   27                                                            
CONECT   40   28                                                            
CONECT   41   29                                                            
CONECT   42   30                                                            
CONECT   43   30                                                            
CONECT   44   18   31                                                       
CONECT   45   22   31                                                       
CONECT   46   20                                                            
CONECT   47   21                                                            
CONECT   48   22                                                            
CONECT   49   23                                                            
CONECT   50   24                                                            
CONECT   51   25                                                            
CONECT   52   26                                                            
CONECT   53   27                                                            
CONECT   54   28                                                            
CONECT   55   29                                                            
CONECT   56   31                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  122    0
END

Synonyms

Value	Source
2-[(1R,2R,5S,6S,9S,10R,13R,14R,17S,18S,19R)-17-Hydroxy-1,2,9,14,18-pentamethyl-18-({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)pentacyclo[11.8.0.0,.0,.0,]henicosan-6-yl]prop-2-enoate	Generator

Molecular Formula

C₃₆H₅₈O₉

Average Mass

634.851

Monoisotopic Mass

634.408083448

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@]([H])(O)[C@](C)(CO[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]4([H])O)[C@]3([H])CC[C@@]12C)C(=C)C(O)=O

InChI Identifier

InChI=1S/C36H58O9/c1-19(30(42)43)20-9-13-32(2)21(20)10-15-35(5)24(32)7-8-25-33(3)14-12-26(38)34(4,23(33)11-16-36(25,35)6)18-44-31-29(41)28(40)27(39)22(17-37)45-31/h20-29,31,37-41H,1,7-18H2,2-6H3,(H,42,43)/t20-,21+,22-,23-,24-,25-,26+,27-,28+,29-,31+,32+,33+,34-,35-,36-/m1/s1

InChI Key

CDXFIIJJBSZVKV-DADTXQHTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Hopane-skeleton
Steroid acid
Steroid
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	3.51	ALOGPS
logP	3.59	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.87	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	166.81 m³·mol⁻¹	ChemAxon
Polarizability	71.54 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_3_17) - 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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	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
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

146683188

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 Fumihopaside B (MMDBc0026569)

MOL for #<Metabolite:0x00007f665a72fef8>

3D MOL for #<Metabolite:0x00007f665a72fef8>

3D SDF for #<Metabolite:0x00007f665a72fef8>

3D-SDF for #<Metabolite:0x00007f665a72fef8>

PDB for #<Metabolite:0x00007f665a72fef8>

3D PDB for #<Metabolite:0x00007f665a72fef8>

SMILES for #<Metabolite:0x00007f665a72fef8>

INCHI for #<Metabolite:0x00007f665a72fef8>

Structure for #<Metabolite:0x00007f665a72fef8>

3D Structure for #<Metabolite:0x00007f665a72fef8>