NP-MRD: Showing NP-Card for Soyasapogenol C (NP0047992)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 20:49:18 UTC

Updated at

2022-03-17 20:49:19 UTC

NP-MRD ID

NP0047992

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Soyasapogenol C

Description

Soyasapogenol C belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Soyasapogenol C is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Soyasapogenol C has been detected, but not quantified in, several different foods, such as green vegetables, herbs and spices, pulses, soy beans, and tea. Soyasapogenol C is found in Medicago arborea, Medicago lupulina, Medicago sativa , Phaseolus radiatus , Phaseolus coccineus, Trifolium pratense, Trifolium repens and Vigna angularis. This could make soyasapogenol C a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061307512D          

 32 36  0  0  0  0            999 V2000
    3.0273   -0.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4970   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8818    0.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3074   -0.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1747   -0.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8819   -1.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1673    0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3108   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3108    1.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5963    1.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5963   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3095   -1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0240   -2.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -2.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1673   -1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0239   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8377    0.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3108    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8818    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0252    1.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3095   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5963    0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0253    0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8818   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3680    0.0522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7397    1.7784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 15 14  2  0  0  0  0
 17 16  1  0  0  0  0
 20  8  2  0  0  0  0
 21 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
 23  9  1  0  0  0  0
 24 11  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25 14  1  0  0  0  0
 25 18  1  0  0  0  0
 26  3  1  0  0  0  0
 26 15  1  0  0  0  0
 26 16  1  0  0  0  0
 26 21  1  0  0  0  0
 27  4  1  0  0  0  0
 27 12  1  0  0  0  0
 27 22  1  0  0  0  0
 27 23  1  0  0  0  0
 28  5  1  0  0  0  0
 28 19  1  0  0  0  0
 28 22  1  0  0  0  0
 28 24  1  0  0  0  0
 29  6  1  0  0  0  0
 29 17  1  0  0  0  0
 29 20  1  0  0  0  0
 30  7  1  0  0  0  0
 30 13  1  0  0  0  0
 30 23  1  0  0  0  0
 30 29  1  0  0  0  0
 31 19  1  0  0  0  0
 32 24  1  0  0  0  0
M  END


  Mrv0541 05061307512D          

 32 36  0  0  0  0            999 V2000
    3.0273   -0.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4970   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8818    0.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3074   -0.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1747   -0.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8819   -1.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1673    0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3108   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3108    1.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5963    1.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5963   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3095   -1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0240   -2.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -2.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1673   -1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0239   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8377    0.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4529   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3108    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8818    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0252    1.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3095   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5963    0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0253    0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8818   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3680    0.0522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7397    1.7784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 15 14  2  0  0  0  0
 17 16  1  0  0  0  0
 20  8  2  0  0  0  0
 21 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
 23  9  1  0  0  0  0
 24 11  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25 14  1  0  0  0  0
 25 18  1  0  0  0  0
 26  3  1  0  0  0  0
 26 15  1  0  0  0  0
 26 16  1  0  0  0  0
 26 21  1  0  0  0  0
 27  4  1  0  0  0  0
 27 12  1  0  0  0  0
 27 22  1  0  0  0  0
 27 23  1  0  0  0  0
 28  5  1  0  0  0  0
 28 19  1  0  0  0  0
 28 22  1  0  0  0  0
 28 24  1  0  0  0  0
 29  6  1  0  0  0  0
 29 17  1  0  0  0  0
 29 20  1  0  0  0  0
 30  7  1  0  0  0  0
 30 13  1  0  0  0  0
 30 23  1  0  0  0  0
 30 29  1  0  0  0  0
 31 19  1  0  0  0  0
 32 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047992

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CC2C3=CCC4C5(C)CCC(O)C(C)(CO)C5CCC4(C)C3(C)CCC2(C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O2/c1-25(2)14-15-26(3)16-17-29(6)20(21(26)18-25)8-9-23-27(4)12-11-24(32)28(5,19-31)22(27)10-13-30(23,29)7/h8,14-15,21-24,31-32H,9-13,16-19H2,1-7H3

> <INCHI_KEY>
VNGUCOGHCJHFID-UHFFFAOYSA-N

> <FORMULA>
C30H48O2

> <MOLECULAR_WEIGHT>
440.7009

> <EXACT_MASS>
440.36543078

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
54.31271108805948

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,11,12,12a,14,14a,14b-octadecahydropicen-3-ol

> <ALOGPS_LOGP>
6.77

> <JCHEM_LOGP>
5.760448020999999

> <ALOGPS_LOGS>
-6.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.270342745780184

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.485961382940463

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7854425934406057

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
134.79859999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.10e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,12,12a,14,14a-dodecahydropicen-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.651  -0.623   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.661  -2.338   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.845  -5.150   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.846   1.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.374  -0.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.526  -0.585   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.846  -2.840   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.179   0.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.512   1.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.513  -1.300   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.513   3.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.180   2.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.180  -2.070   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.178  -3.610   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.511  -4.380   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.179  -4.380   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.512  -3.610   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.511  -1.300   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.364   1.277   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.179  -1.300   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.845  -2.070   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.513   0.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.846   0.240   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.847   2.550   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.178  -2.070   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.845  -3.610   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.180   1.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.847   1.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.512  -2.070   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.846  -1.300   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      19.354   0.097   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      18.181   3.320   0.000  0.00  0.00           O+0
CONECT    1   25                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7   30                                                            
CONECT    8    9   20                                                       
CONECT    9    8   23                                                       
CONECT   10   13   22                                                       
CONECT   11   12   24                                                       
CONECT   12   11   27                                                       
CONECT   13   10   30                                                       
CONECT   14   15   25                                                       
CONECT   15   14   26                                                       
CONECT   16   17   26                                                       
CONECT   17   16   29                                                       
CONECT   18   21   25                                                       
CONECT   19   28   31                                                       
CONECT   20    8   21   29                                                  
CONECT   21   18   20   26                                                  
CONECT   22   10   27   28                                                  
CONECT   23    9   27   30                                                  
CONECT   24   11   28   32                                                  
CONECT   25    1    2   14   18                                             
CONECT   26    3   15   16   21                                             
CONECT   27    4   12   22   23                                             
CONECT   28    5   19   22   24                                             
CONECT   29    6   17   20   30                                             
CONECT   30    7   13   23   29                                             
CONECT   31   19                                                            
CONECT   32   24                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Value	Source
(3beta,4beta)-Oleana-12,21-diene-3,23-diol	HMDB
Sapogenol C	HMDB
Soyasapogenol m1	HMDB

Chemical Formula

C₃₀H₄₈O₂

Average Mass

440.7009 Da

Monoisotopic Mass

440.36543 Da

IUPAC Name

4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,11,12,12a,14,14a,14b-octadecahydropicen-3-ol

Traditional Name

4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,12,12a,14,14a-dodecahydropicen-3-ol

CAS Registry Number

595-14-2

SMILES

CC1(C)CC2C3=CCC4C5(C)CCC(O)C(C)(CO)C5CCC4(C)C3(C)CCC2(C)C=C1

InChI Identifier

InChI=1S/C30H48O2/c1-25(2)14-15-26(3)16-17-29(6)20(21(26)18-25)8-9-23-27(4)12-11-24(32)28(5,19-31)22(27)10-13-30(23,29)7/h8,14-15,21-24,31-32H,9-13,16-19H2,1-7H3

InChI Key

VNGUCOGHCJHFID-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Glycine max	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Medicago arborea	Plant	KNApSAcK
Medicago lupulina	LOTUS Database	35616633
Medicago sativa	Plant	KNApSAcK
Phaseolus aureus Roxb.	Plant	KNApSAcK
Phaseolus coccineus	LOTUS Database	35616633
Trifolium pratense	LOTUS Database	35616633
Trifolium repens	Plant	KNApSAcK
Vigna angularis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	6.77	ALOGPS
logP	5.76	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	14.49	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	134.8 m³·mol⁻¹	ChemAxon
Polarizability	54.31 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0034506

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013003

KNApSAcK ID

Not Available

Chemspider ID

13248766

KEGG Compound ID

C17422

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12442855

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Soyasapogenol C (NP0047992)

MOL for NP0047992 (Soyasapogenol C)

3D MOL for NP0047992 (Soyasapogenol C)

3D SDF for NP0047992 (Soyasapogenol C)

3D-SDF for NP0047992 (Soyasapogenol C)

PDB for NP0047992 (Soyasapogenol C)

3D PDB for NP0047992 (Soyasapogenol C)

SMILES for NP0047992 (Soyasapogenol C)

INCHI for NP0047992 (Soyasapogenol C)

Structure for NP0047992 (Soyasapogenol C)

3D Structure for NP0047992 (Soyasapogenol C)