ChemFOnt: Showing chemical card for 28-Glucopyranosyl-3-methyloleanolic acid (CFc000017902)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:06 UTC

Chemfont ID

CFc000017902

Molecule Identification

Common Name

28-Glucopyranosyl-3-methyloleanolic acid

Definition

28-Glucopyranosyl-3-methyloleanolic acid is isolated from Calendula officinalis (pot marigold).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
28-Glucopyranosyl-3-methyloleanolate	Generator
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 10-methoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid	Generator

Chemical Formula

C₃₇H₆₀O₈

Average Molecular Weight

632.8675

Monoisotopic Molecular Weight

632.428818896

IUPAC Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 10-methoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

Traditional Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 10-methoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

CAS Registry Number

51996-63-5

SMILES

COC1CCC2(C)C(CCC3(C)C2CC=C2C4CC(C)(C)CCC4(CCC32C)C(=O)OC2OC(CO)C(O)C(O)C2O)C1(C)C

InChI Identifier

InChI=1S/C37H60O8/c1-32(2)15-17-37(31(42)45-30-29(41)28(40)27(39)23(20-38)44-30)18-16-35(6)21(22(37)19-32)9-10-25-34(5)13-12-26(43-8)33(3,4)24(34)11-14-36(25,35)7/h9,22-30,38-41H,10-20H2,1-8H3

InChI Key

RMYQUHMJDCWPQR-UHFFFAOYSA-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
Hexose monosaccharide
Monosaccharide
Oxane
Carboxylic acid ester
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Alcohol
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036966)

Source

Endogenous

Endogenous (HMDB: HMDB0036966)

Animal

Animal (HMDB: HMDB0036966)

Exogenous

Food

Food (HMDB: HMDB0036966)

Exogenous (HMDB: HMDB0036966)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036966)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036966)

Lipid metabolism pathway (HMDB: HMDB0036966)

Cellular process

Cell signaling (HMDB: HMDB0036966)

Biochemical process

Lipid transport (HMDB: HMDB0036966)

Role

Biological role

Energy source (HMDB: HMDB0036966)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036966)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0046 g/L	ALOGPS
logP	5.5	ALOGPS
logP	4.97	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	170.81 m³·mol⁻¹	ChemAxon
Polarizability	71.97 Å³	ChemAxon
Number of Rings	6	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

HMDB0036966

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015937

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

131752118

PDB ID

Not Available

ChEBI ID

176262

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 28-Glucopyranosyl-3-methyloleanolic acid (CFc000017902)

MOL for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)

3D MOL for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)

3D SDF for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)

3D-SDF for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)

PDB for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)

3D PDB for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)

SMILES for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)

INCHI for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)

Structure for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)

3D Structure for CFc000017902 (28-Glucopyranosyl-3-methyloleanolic acid)