ChemFOnt: Showing chemical card for 3-Benzoyloxy-6-oxo-12-ursen-28-oic acid (CFc000013942)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:02:28 UTC

Chemfont ID

CFc000013942

Molecule Identification

Common Name

3-Benzoyloxy-6-oxo-12-ursen-28-oic acid

Definition

3-Benzoyloxy-6-oxo-12-ursen-28-oic acid is found in fruits. 3-Benzoyloxy-6-oxo-12-ursen-28-oic acid is a constituent of the famine food Momordica dioica.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Benzoyloxy-6-oxo-12-ursen-28-Oate	Generator
10-(Benzoyloxy)-1,2,6a,6b,9,9,12a-heptamethyl-8-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	HMDB

Chemical Formula

C₃₇H₅₀O₅

Average Molecular Weight

574.7899

Monoisotopic Molecular Weight

574.36582471

IUPAC Name

10-(benzoyloxy)-1,2,6a,6b,9,9,12a-heptamethyl-8-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

10-(benzoyloxy)-1,2,6a,6b,9,9,12a-heptamethyl-8-oxo-1,2,3,4,5,6,7,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

205699-24-7

SMILES

CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC(=O)C6=CC=CC=C6)C(C)(C)C5C(=O)CC34C)C2C1C)C(O)=O

InChI Identifier

InChI=1S/C37H50O5/c1-22-15-18-37(32(40)41)20-19-35(6)25(29(37)23(22)2)13-14-27-34(5)17-16-28(42-31(39)24-11-9-8-10-12-24)33(3,4)30(34)26(38)21-36(27,35)7/h8-13,22-23,27-30H,14-21H2,1-7H3,(H,40,41)

InChI Key

WTRSURIFLHBSLZ-UHFFFAOYSA-N

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
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Benzenoid
Ketone
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organic oxide
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032840)

Source

Endogenous

Endogenous (HMDB: HMDB0032840)

Plant

Plant (HMDB: HMDB0032840)

Animal

Animal (HMDB: HMDB0032840)

Exogenous

Food

Food (HMDB: HMDB0032840)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0032840)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032840)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032840)

Lipid metabolism pathway (HMDB: HMDB0032840)

Cellular process

Cell signaling (HMDB: HMDB0032840)

Biochemical process

Lipid transport (HMDB: HMDB0032840)

Role

Biological role

Energy source (HMDB: HMDB0032840)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032840)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00034 g/L	ALOGPS
logP	7	ALOGPS
logP	8.15	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	4.58	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	164.19 m³·mol⁻¹	ChemAxon
Polarizability	65.66 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

HMDB0032840

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010817

KNApSAcK ID

C00055197

Chemspider ID

35013503

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751331

PDB ID

Not Available

ChEBI ID

172749

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Benzoyloxy-6-oxo-12-ursen-28-oic acid (CFc000013942)

MOL for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)

3D MOL for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)

3D SDF for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)

3D-SDF for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)

PDB for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)

3D PDB for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)

SMILES for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)

INCHI for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)

Structure for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)

3D Structure for CFc000013942 (3-Benzoyloxy-6-oxo-12-ursen-28-oic acid)