ChemFOnt: Showing chemical card for 3-Epioleanolic acid (CFc000017898)

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

CFc000017898

Molecule Identification

Common Name

3-Epioleanolic acid

Definition

3-Epioleanolic acid is found in common sage. 3-Epioleanolic acid is isolated from sage Salvia officinalis and other plants.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Epioleanolate	Generator
Epi-oleanolic acid	ChEMBL, HMDB
Epi-oleanolate	Generator, HMDB
3-alpha-Hydroxyolean-12-en-28-Oate	HMDB
3-alpha-Hydroxyolean-12-en-28-Oic acid	HMDB

Chemical Formula

C₃₀H₄₈O₃

Average Molecular Weight

456.7003

Monoisotopic Molecular Weight

456.360345402

IUPAC Name

(4aS,6aS,6bR,8aR,10R,12aR,12bR,14bS)-10-hydroxy-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

Traditional Name

(4aS,6aS,6bR,8aR,10R,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

25499-90-5

SMILES

[H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O

InChI Identifier

InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23+,27-,28+,29+,30-/m0/s1

InChI Key

MIJYXULNPSFWEK-KDQGZELNSA-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
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

triterpenoid (CHEBI:68103 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036962)

Source

Endogenous

Endogenous (HMDB: HMDB0036962)

Plant

Plant (HMDB: HMDB0036962)

Animal

Animal (HMDB: HMDB0036962)

Exogenous

Food

Food (HMDB: HMDB0036962)

Herb and spice

Herb

Common sage (FooDB: FOOD00165)

Exogenous (HMDB: HMDB0036962)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036962)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036962)

Lipid metabolism pathway (HMDB: HMDB0036962)

Cellular process

Cell signaling (HMDB: HMDB0036962)

Biochemical process

Lipid transport (HMDB: HMDB0036962)

Role

Biological role

Energy source (HMDB: HMDB0036962)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036962)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00082 g/L	ALOGPS
logP	7.09	ALOGPS
logP	6.59	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	133.62 m³·mol⁻¹	ChemAxon
Polarizability	54.61 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

HMDB0036962

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015933

KNApSAcK ID

C00029494

Chemspider ID

10043989

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11869658

PDB ID

Not Available

ChEBI ID

68103

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Epioleanolic acid (CFc000017898)

MOL for CFc000017898 (3-Epioleanolic acid)

3D MOL for CFc000017898 (3-Epioleanolic acid)

3D SDF for CFc000017898 (3-Epioleanolic acid)

3D-SDF for CFc000017898 (3-Epioleanolic acid)

PDB for CFc000017898 (3-Epioleanolic acid)

3D PDB for CFc000017898 (3-Epioleanolic acid)

SMILES for CFc000017898 (3-Epioleanolic acid)

INCHI for CFc000017898 (3-Epioleanolic acid)

Structure for CFc000017898 (3-Epioleanolic acid)

3D Structure for CFc000017898 (3-Epioleanolic acid)