ChemFOnt: Showing chemical card for 4-Methoxycinnamoyloleanolic acid methyl ester (CFc000014503)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:03:13 UTC

Chemfont ID

CFc000014503

Molecule Identification

Common Name

4-Methoxycinnamoyloleanolic acid methyl ester

Definition

4-Methoxycinnamoyloleanolic acid methyl ester is a constituent of Eucalyptus globulus (Tasmanian blue gum).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Methoxycinnamoyloleanolate methyl ester	Generator
Methyl 10-{[3-(4-methoxyphenyl)prop-2-enoyl]oxy}-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	HMDB

Chemical Formula

C₄₁H₅₈O₅

Average Molecular Weight

630.8962

Monoisotopic Molecular Weight

630.428424966

IUPAC Name

methyl 10-{[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]oxy}-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

methyl 10-{[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]oxy}-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

189140-50-9

SMILES

COC(=O)C12CCC(C)(C)CC1C1=CCC3C4(C)CCC(OC(=O)\C=C\C5=CC=C(OC)C=C5)C(C)(C)C4CCC3(C)C1(C)CC2

InChI Identifier

InChI=1S/C41H58O5/c1-36(2)22-24-41(35(43)45-9)25-23-39(6)29(30(41)26-36)15-16-32-38(5)20-19-33(37(3,4)31(38)18-21-40(32,39)7)46-34(42)17-12-27-10-13-28(44-8)14-11-27/h10-15,17,30-33H,16,18-26H2,1-9H3/b17-12+

InChI Key

JDJFVYIDKQYTCC-SFQUDFHCSA-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
Cinnamic acid or derivatives
Cinnamic acid ester
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Ether
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
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: HMDB0033408)

Source

Endogenous

Endogenous (HMDB: HMDB0033408)

Animal

Animal (HMDB: HMDB0033408)

Exogenous

Food

Food (HMDB: HMDB0033408)

Exogenous (HMDB: HMDB0033408)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033408)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033408)

Lipid metabolism pathway (HMDB: HMDB0033408)

Cellular process

Cell signaling (HMDB: HMDB0033408)

Biochemical process

Lipid transport (HMDB: HMDB0033408)

Role

Biological role

Energy source (HMDB: HMDB0033408)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033408)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.7e-05 g/L	ALOGPS
logP	8.53	ALOGPS
logP	9.62	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	184.42 m³·mol⁻¹	ChemAxon
Polarizability	75.4 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0033408

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011442

KNApSAcK ID

Not Available

Chemspider ID

35013603

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751417

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Methoxycinnamoyloleanolic acid methyl ester (CFc000014503)

MOL for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)

3D MOL for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)

3D SDF for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)

3D-SDF for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)

PDB for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)

3D PDB for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)

SMILES for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)

INCHI for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)

Structure for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)

3D Structure for CFc000014503 (4-Methoxycinnamoyloleanolic acid methyl ester)