ChemFOnt: Showing chemical card for 3-O-(beta-D-Glucopyranosyl)-soyasapogenol B (CFc000281534)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:01 UTC

Chemfont ID

CFc000281534

Molecule Identification

Common Name

3-O-(beta-D-Glucopyranosyl)-soyasapogenol B

Definition

3-o-(beta-d-glucopyranosyl)-soyasapogenol b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3-o-(beta-d-glucopyranosyl)-soyasapogenol b can be found in soy bean, which makes 3-o-(beta-d-glucopyranosyl)-soyasapogenol b a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-O-(b-D-Glucopyranosyl)-soyasapogenol b	Generator
3-O-(Β-D-glucopyranosyl)-soyasapogenol b	Generator

Chemical Formula

C₃₆H₆₀O₈

Average Molecular Weight

620.8568

Monoisotopic Molecular Weight

620.428818896

IUPAC Name

(2R,3R,4S,5S,6R)-2-{[(3S,4R,6aR,6bS,8aR,9R,14bR)-9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-{[(3S,4R,6aR,6bS,8aR,9R,14bR)-9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

181998-75-4

SMILES

CC1(C)C[C@@H](O)[C@]2(C)CC[C@]3(C)C(=CCC4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@@](C)(CO)C5CC[C@@]34C)C2C1

InChI Identifier

InChI=1S/C36H60O8/c1-31(2)16-21-20-8-9-24-33(4)12-11-26(44-30-29(42)28(41)27(40)22(18-37)43-30)34(5,19-38)23(33)10-13-36(24,7)35(20,6)15-14-32(21,3)25(39)17-31/h8,21-30,37-42H,9-19H2,1-7H3/t21?,22-,23?,24?,25-,26+,27-,28+,29-,30+,32-,33+,34+,35-,36-/m1/s1

InChI Key

SOMDRJIVEKIXDG-DNKSPJKBSA-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
Steroid
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Cyclic alcohol
Secondary alcohol
Oxacycle
Polyol
Acetal
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302018)

Food

Soy

Soy bean (FooDB: FOOD00085)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	4.01	ALOGPS
logP	3.12	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	167.61 m³·mol⁻¹	ChemAxon
Polarizability	71.57 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

HMDB0302018

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001751

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

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-O-(beta-D-Glucopyranosyl)-soyasapogenol B (CFc000281534)

MOL for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)

3D MOL for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)

3D SDF for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)

3D-SDF for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)

PDB for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)

3D PDB for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)

SMILES for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)

INCHI for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)

Structure for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)

3D Structure for CFc000281534 (3-O-(beta-D-Glucopyranosyl)-soyasapogenol B)