NP-MRD: Showing NP-Card for Medicagenic acid 3-O-b-D-glucuronide (NP0336283)

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Record Information

Version

2.0

Created at

2024-09-11 05:32:18 UTC

Updated at

2024-09-11 05:32:18 UTC

NP-MRD ID

NP0336283

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Medicagenic acid 3-O-b-D-glucuronide

Description

Medicagenic acid 3-O-b-D-glucuronide 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. Medicagenic acid 3-O-b-D-glucuronide was first documented in 2023 (PMID: 37156409). Based on a literature review very few articles have been published on Medicagenic acid 3-O-b-D-glucuronide.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262308042D          

 48 53  0  0  0  0            999 V2000
    4.3012    2.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012    1.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5836    0.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5836   -0.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8619   -0.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1376   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1376   -0.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4337   -1.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -1.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150   -1.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150   -0.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2020   -2.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189   -1.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9856   -3.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189   -0.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4240   -0.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1485   -0.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447   -1.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1485   -1.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728   -1.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767   -1.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767   -2.4605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0729   -2.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8633    2.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8633    1.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1376    0.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4337    1.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298    0.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -0.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4337   -0.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2915   -0.4646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2915    0.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0049    0.7739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293    3.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5890    2.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0695    3.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728   -0.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767    0.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767    0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806    1.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049    0.0137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3012   -1.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049   -1.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523    1.2564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8461   -1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 37  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 27  1  0  0  0  0
  3 34  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 28  1  0  0  0  0
  6 32  1  0  0  0  0
  8  9  1  0  0  0  0
  8 32  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 11 31  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 25  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 39  1  0  0  0  0
 23 24  1  0  0  0  0
 23 45  1  0  0  0  0
 26 27  1  0  0  0  0
 26 37  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 48  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 44  1  0  0  0  0
 41 42  1  0  0  0  0
 41 47  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END


  Mrv2104 05262308042D          

 48 53  0  0  0  0            999 V2000
    4.3012    2.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012    1.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5836    0.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5836   -0.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8619   -0.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1376   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1376   -0.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4337   -1.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -1.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150   -1.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150   -0.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2020   -2.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189   -1.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9856   -3.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189   -0.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4240   -0.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1485   -0.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447   -1.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1485   -1.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728   -1.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767   -1.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767   -2.4605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0729   -2.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8633    2.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8633    1.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1376    0.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4337    1.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298    0.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -0.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4337   -0.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2915   -0.4646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2915    0.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0049    0.7739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293    3.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5890    2.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0695    3.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728   -0.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767    0.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767    0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806    1.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049    0.0137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3012   -1.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0049   -1.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523    1.2564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8461   -1.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 37  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 27  1  0  0  0  0
  3 34  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 28  1  0  0  0  0
  6 32  1  0  0  0  0
  8  9  1  0  0  0  0
  8 32  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 11 31  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 25  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 39  1  0  0  0  0
 23 24  1  0  0  0  0
 23 45  1  0  0  0  0
 26 27  1  0  0  0  0
 26 37  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 48  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 44  1  0  0  0  0
 41 42  1  0  0  0  0
 41 47  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336283

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(OC6OC(C(O)C(O)C6O)C(O)=O)C(C)(C5CCC34C)C(O)=O)C2C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C36H54O12/c1-31(2)11-13-36(30(45)46)14-12-33(4)17(18(36)15-31)7-8-20-32(3)16-19(37)26(35(6,29(43)44)21(32)9-10-34(20,33)5)48-28-24(40)22(38)23(39)25(47-28)27(41)42/h7,18-26,28,37-40H,8-16H2,1-6H3,(H,41,42)(H,43,44)(H,45,46)

> <INCHI_KEY>
QOOMNXCRAXXTJZ-UHFFFAOYNA-N

> <FORMULA>
C36H54O12

> <MOLECULAR_WEIGHT>
678.816

> <EXACT_MASS>
678.361527179

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
72.99506399215201

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid

> <JCHEM_LOGP>
3.261061317666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.123506489298017

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.240176200201546

> <JCHEM_PKA_STRONGEST_BASIC>
-3.17625317651521

> <JCHEM_POLAR_SURFACE_AREA>
211.27999999999997

> <JCHEM_REFRACTIVITY>
168.98390000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       8.029   3.751   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.029   2.212   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.689   1.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.689  -0.087   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.342  -0.865   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.990  -0.085   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.990  -1.603   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.676  -2.363   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.324  -3.143   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.028  -2.361   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.028  -0.801   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.028   0.739   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.377  -4.285   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.342  -3.120   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.356  -4.270   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.840  -5.719   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.342  -0.041   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.658  -0.801   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.011  -0.018   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.697  -2.340   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.011  -3.097   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.363  -2.317   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.677  -3.077   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.677  -4.593   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -3.869  -3.990   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.345   3.774   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.345   2.217   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.990   1.475   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.676   2.235   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.362   1.475   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.324  -0.018   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.676  -0.844   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.011  -0.867   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.011   0.677   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.342   1.445   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       7.708   5.704   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.699   4.518   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.730   5.719   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -5.363  -0.755   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -6.677   0.002   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -6.677   1.565   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -7.990   2.325   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -9.342   0.026   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -7.990  -0.755   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -8.029  -2.294   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -9.342  -3.053   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -5.324   2.345   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       3.446  -2.179   0.000  0.00  0.00           C+0
CONECT    1    2   37                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   27   34                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   28   32                                             
CONECT    7    6                                                            
CONECT    8    9   32                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12   17   31                                             
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14   10   13   15   20                                             
CONECT   15   14   16   25                                                  
CONECT   16   15                                                            
CONECT   17   11   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   14   18   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   39                                                  
CONECT   23   22   24   45                                                  
CONECT   24   23                                                            
CONECT   25   15                                                            
CONECT   26   27   37                                                       
CONECT   27    3   26   28                                                  
CONECT   28    6   27   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   11   30   32                                                  
CONECT   32    6    8   31   48                                             
CONECT   33   34                                                            
CONECT   34    3   33   35                                                  
CONECT   35   34                                                            
CONECT   36   37                                                            
CONECT   37    1   26   36   38                                             
CONECT   38   37                                                            
CONECT   39   22   40                                                       
CONECT   40   39   41   44                                                  
CONECT   41   40   42   47                                                  
CONECT   42   41                                                            
CONECT   43   44                                                            
CONECT   44   40   43   45                                                  
CONECT   45   23   44   46                                                  
CONECT   46   45                                                            
CONECT   47   41                                                            
CONECT   48   32                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

View in JSmol

Synonyms

Value	Source
Medicagenate 3-O-b-D-glucuronide	Generator

Chemical Formula

C₃₆H₅₄O₁₂

Average Mass

678.8160 Da

Monoisotopic Mass

678.36153 Da

IUPAC Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4,8a-dicarboxylic acid

Traditional Name

3-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(OC6OC(C(O)C(O)C6O)C(O)=O)C(C)(C5CCC34C)C(O)=O)C2C1)C(O)=O

InChI Identifier

InChI=1/C36H54O12/c1-31(2)11-13-36(30(45)46)14-12-33(4)17(18(36)15-31)7-8-20-32(3)16-19(37)26(35(6,29(43)44)21(32)9-10-34(20,33)5)48-28-24(40)22(38)23(39)25(47-28)27(41)42/h7,18-26,28,37-40H,8-16H2,1-6H3,(H,41,42)(H,43,44)(H,45,46)

InChI Key

QOOMNXCRAXXTJZ-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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
12-hydroxysteroid
15-hydroxysteroid
Hydroxysteroid
Steroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Cyclic alcohol
Secondary alcohol
Polyol
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Acetal
Oxacycle
Organooxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.26	ChemAxon
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	211.28 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	168.98 m³·mol⁻¹	ChemAxon
Polarizability	73 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Guo M, Liu D, Jiang Y, Chen W, Zhao L, Bao D, Li Y, Distler JHW, Zhu H: Serum metabolomic profiling reveals potential biomarkers in systemic sclerosis. Metabolism. 2023 Jul;144:155587. doi: 10.1016/j.metabol.2023.155587. Epub 2023 May 6. [PubMed:37156409 ]

Showing NP-Card for Medicagenic acid 3-O-b-D-glucuronide (NP0336283)

MOL for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)

3D MOL for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)

3D SDF for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)

3D-SDF for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)

PDB for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)

3D PDB for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)

SMILES for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)

INCHI for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)

Structure for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)

3D Structure for NP0336283 (Medicagenic acid 3-O-b-D-glucuronide)