MiMeDB: Showing metabocard for Fumihopaside A (MMDBc0026568)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 16:13:07 UTC

Update Date

2022-08-31 06:52:11 UTC

Metabolite ID

MMDBc0026568

Metabolite Identification

Common Name

Fumihopaside A

Description

Fumihopaside A 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 Fumihopaside A.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152118132D          

 57 62  0  0  1  0            999 V2000
    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
    6.1454    2.0382    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
    5.2623    1.0579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    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
   -1.3597    2.5356    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3094    1.9594    0.0000 C   0  0  0  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
    6.6880    1.4167    0.0000 C   0  0  2  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
    7.1502    2.7689    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
    7.2306    0.7953    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
    4.4374    1.0704    0.0000 H   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
   -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 10  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21 17  1  1  0  0  0
 22 11  1  0  0  0  0
 23  7  1  0  0  0  0
 24  8  1  0  0  0  0
 25 12  1  0  0  0  0
 26 21  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 31  1  1  1  0  0  0
 31 13  1  0  0  0  0
 31 19  1  0  0  0  0
 31 23  1  0  0  0  0
 32  2  1  6  0  0  0
 32 14  1  0  0  0  0
 32 22  1  0  0  0  0
 32 24  1  0  0  0  0
 33  3  1  1  0  0  0
 33 18  1  6  0  0  0
 33 22  1  0  0  0  0
 33 25  1  0  0  0  0
 34  4  1  1  0  0  0
 34 15  1  0  0  0  0
 34 23  1  0  0  0  0
 35  5  1  6  0  0  0
 35 16  1  0  0  0  0
 35 24  1  0  0  0  0
 35 34  1  0  0  0  0
 36  6  1  6  0  0  0
 20 36  1  1  0  0  0
 36 30  1  0  0  0  0
 37 17  1  0  0  0  0
 25 38  1  6  0  0  0
 26 39  1  6  0  0  0
 27 40  1  6  0  0  0
 28 41  1  6  0  0  0
 42 30  2  0  0  0  0
 43 30  1  0  0  0  0
 36 44  1  6  0  0  0
 45 18  1  0  0  0  0
 29 45  1  6  0  0  0
 46 21  1  0  0  0  0
 46 29  1  0  0  0  0
 19 47  1  6  0  0  0
 20 48  1  6  0  0  0
 21 49  1  6  0  0  0
 22 50  1  1  0  0  0
 23 51  1  6  0  0  0
 24 52  1  1  0  0  0
 25 53  1  1  0  0  0
 26 54  1  1  0  0  0
 27 55  1  6  0  0  0
 28 56  1  1  0  0  0
 29 57  1  1  0  0  0
M  END


  Mrv1652305152118132D          

 57 62  0  0  1  0            999 V2000
    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
    6.1454    2.0382    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
    5.2623    1.0579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0666    0.8741    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
   -1.3597    2.5356    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3094    1.9594    0.0000 C   0  0  0  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
    6.6880    1.4167    0.0000 C   0  0  2  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
    7.1502    2.7689    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
    7.2306    0.7953    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
    4.4374    1.0704    0.0000 H   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
   -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 10  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21 17  1  1  0  0  0
 22 11  1  0  0  0  0
 23  7  1  0  0  0  0
 24  8  1  0  0  0  0
 25 12  1  0  0  0  0
 26 21  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 31  1  1  1  0  0  0
 31 13  1  0  0  0  0
 31 19  1  0  0  0  0
 31 23  1  0  0  0  0
 32  2  1  6  0  0  0
 32 14  1  0  0  0  0
 32 22  1  0  0  0  0
 32 24  1  0  0  0  0
 33  3  1  1  0  0  0
 33 18  1  6  0  0  0
 33 22  1  0  0  0  0
 33 25  1  0  0  0  0
 34  4  1  1  0  0  0
 34 15  1  0  0  0  0
 34 23  1  0  0  0  0
 35  5  1  6  0  0  0
 35 16  1  0  0  0  0
 35 24  1  0  0  0  0
 35 34  1  0  0  0  0
 36  6  1  6  0  0  0
 20 36  1  1  0  0  0
 36 30  1  0  0  0  0
 37 17  1  0  0  0  0
 25 38  1  6  0  0  0
 26 39  1  6  0  0  0
 27 40  1  6  0  0  0
 28 41  1  6  0  0  0
 42 30  2  0  0  0  0
 43 30  1  0  0  0  0
 36 44  1  6  0  0  0
 45 18  1  0  0  0  0
 29 45  1  6  0  0  0
 46 21  1  0  0  0  0
 46 29  1  0  0  0  0
 19 47  1  6  0  0  0
 20 48  1  6  0  0  0
 21 49  1  6  0  0  0
 22 50  1  1  0  0  0
 23 51  1  6  0  0  0
 24 52  1  1  0  0  0
 25 53  1  1  0  0  0
 26 54  1  1  0  0  0
 27 55  1  6  0  0  0
 28 56  1  1  0  0  0
 29 57  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0026568

> <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)(O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H60O10/c1-31-13-9-20(36(6,44)30(42)43)19(31)10-15-34(4)23(31)7-8-24-32(2)14-12-25(38)33(3,22(32)11-16-35(24,34)5)18-45-29-28(41)27(40)26(39)21(17-37)46-29/h19-29,37-41,44H,7-18H2,1-6H3,(H,42,43)/t19-,20-,21+,22+,23+,24+,25-,26+,27-,28+,29-,31-,32-,33+,34+,35+,36-/m0/s1

> <INCHI_KEY>
BSLRSZZCUIZWND-YDEHQZECSA-N

> <FORMULA>
C36H60O10

> <MOLECULAR_WEIGHT>
652.866

> <EXACT_MASS>
652.418648132

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
73.02871216465937

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-hydroxy-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]propanoic acid

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
2.776478323666667

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.200477615002002

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.205974345071307

> <JCHEM_PKA_STRONGEST_BASIC>
-2.960092891701776

> <JCHEM_POLAR_SURFACE_AREA>
177.14

> <JCHEM_REFRACTIVITY>
168.56410000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxy-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]propanoic 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       8.385  -0.744   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.623  -0.599   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.875   3.628   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.994   3.367   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.066   3.579   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.471   3.805   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       9.823   1.975   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      -4.221   6.802   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.124   2.092   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.493   0.676   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.413   0.723   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.206   0.793   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.416   5.830   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.172   4.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.733   3.761   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.538   4.733   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.644   3.658   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.033   0.653   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.874   0.747   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.584   2.115   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.743   2.022   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.204   2.045   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.484   2.645   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      13.347   5.169   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      15.101   3.159   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      13.497   1.485   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -1.099   4.184   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -2.782   6.254   0.000  0.00  0.00           O+0
HETATM   47  H   UNK     0       8.283   1.998   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      10.948   3.125   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.660   7.351   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       5.953   0.700   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.664   2.068   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.956   2.139   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -6.611   4.859   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.977   5.282   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.927   2.789   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.294   3.213   0.000  0.00  0.00           H+0
CONECT    1   31                                                            
CONECT    2   32                                                            
CONECT    3   33                                                            
CONECT    4   34                                                            
CONECT    5   35                                                            
CONECT    6   36                                                            
CONECT    7    8   23                                                       
CONECT    8    7   24                                                       
CONECT    9   13   20                                                       
CONECT   10   15   19                                                       
CONECT   11   16   22                                                       
CONECT   12   14   25                                                       
CONECT   13    9   31                                                       
CONECT   14   12   32                                                       
CONECT   15   10   34                                                       
CONECT   16   11   35                                                       
CONECT   17   21   37                                                       
CONECT   18   33   45                                                       
CONECT   19   10   20   31   47                                             
CONECT   20    9   19   36   48                                             
CONECT   21   17   26   46   49                                             
CONECT   22   11   32   33   50                                             
CONECT   23    7   31   34   51                                             
CONECT   24    8   32   35   52                                             
CONECT   25   12   33   38   53                                             
CONECT   26   21   27   39   54                                             
CONECT   27   26   28   40   55                                             
CONECT   28   27   29   41   56                                             
CONECT   29   28   45   46   57                                             
CONECT   30   36   42   43                                                  
CONECT   31    1   13   19   23                                             
CONECT   32    2   14   22   24                                             
CONECT   33    3   18   22   25                                             
CONECT   34    4   15   23   35                                             
CONECT   35    5   16   24   34                                             
CONECT   36    6   20   30   44                                             
CONECT   37   17                                                            
CONECT   38   25                                                            
CONECT   39   26                                                            
CONECT   40   27                                                            
CONECT   41   28                                                            
CONECT   42   30                                                            
CONECT   43   30                                                            
CONECT   44   36                                                            
CONECT   45   18   29                                                       
CONECT   46   21   29                                                       
CONECT   47   19                                                            
CONECT   48   20                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   28                                                            
CONECT   57   29                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  124    0
END

Synonyms

Not Available

Molecular Formula

C₃₆H₆₀O₁₀

Average Mass

652.866

Monoisotopic Mass

652.418648132

IUPAC Name

(2S)-2-hydroxy-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]propanoic acid

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)(O)C(O)=O

InChI Identifier

InChI=1S/C36H60O10/c1-31-13-9-20(36(6,44)30(42)43)19(31)10-15-34(4)23(31)7-8-24-32(2)14-12-25(38)33(3,22(32)11-16-35(24,34)5)18-45-29-28(41)27(40)26(39)21(17-37)46-29/h19-29,37-41,44H,7-18H2,1-6H3,(H,42,43)/t19-,20-,21+,22+,23+,24+,25-,26+,27-,28+,29-,31-,32-,33+,34+,35+,36-/m0/s1

InChI Key

BSLRSZZCUIZWND-YDEHQZECSA-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
20-hydroxysteroid
Steroid acid
Hydroxysteroid
Steroid
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Hydroxy acid
Alpha-hydroxy acid
Tertiary alcohol
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	0.026 g/L	ALOGPS
logP	2.92	ALOGPS
logP	2.78	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	168.56 m³·mol⁻¹	ChemAxon
Polarizability	73.03 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_8) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	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

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

146683187

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 A (MMDBc0026568)

MOL for #<Metabolite:0x00007fdb3c493940>

3D MOL for #<Metabolite:0x00007fdb3c493940>

3D SDF for #<Metabolite:0x00007fdb3c493940>

3D-SDF for #<Metabolite:0x00007fdb3c493940>

PDB for #<Metabolite:0x00007fdb3c493940>

3D PDB for #<Metabolite:0x00007fdb3c493940>

SMILES for #<Metabolite:0x00007fdb3c493940>

INCHI for #<Metabolite:0x00007fdb3c493940>

Structure for #<Metabolite:0x00007fdb3c493940>

3D Structure for #<Metabolite:0x00007fdb3c493940>