ChemFOnt: Showing chemical card for Methyl p-coumarate (CFc000281590)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:08 UTC

Chemfont ID

CFc000281590

Molecule Identification

Common Name

Methyl p-coumarate

Definition

Methyl p-coumarate, also known as 4-coumaric acid methyl ester, is a member of the class of compounds known as coumaric acid esters. Coumaric acid esters are aromatic compounds containing an ester derivative of coumaric acid. Methyl p-coumarate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Methyl p-coumarate can be found in bamboo shoots and garden onion, which makes methyl p-coumarate a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Hydroxycinnamic acid methyl ester	ChEBI
Methyl 4-coumarate	ChEBI
Methyl 4-hydroxycinnamate	ChEBI
Methyl ester OF p-hydroxycinnamic acid	ChEBI
Methyl p-coumarate	ChEBI
Methyl p-hydroxycinnamate	ChEBI
Methyl-p-coumarate	ChEBI
p-Coumaric acid methyl ester	ChEBI
p-Hydroxycinnamic acid methyl ester	ChEBI
4-Hydroxycinnamate methyl ester	Generator
Methyl 4-coumaric acid	Generator
Methyl 4-hydroxycinnamic acid	Generator
Methyl ester OF p-hydroxycinnamate	Generator
Methyl p-coumaric acid	Generator
Methyl p-hydroxycinnamic acid	Generator
Methyl-p-coumaric acid	Generator
p-Coumarate methyl ester	Generator
p-Hydroxycinnamate methyl ester	Generator
4-Coumarate methyl ester	Generator
4-Coumaric acid methyl ester, (e)-isomer	MeSH
Para-coumaric acid methyl ester	MeSH
4-Coumaric acid methyl ester	MeSH

Chemical Formula

C₁₀H₁₀O₃

Average Molecular Weight

178.1846

Monoisotopic Molecular Weight

178.062994186

IUPAC Name

methyl 3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

methyl 3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

3943-97-3

SMILES

COC(=O)C=CC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3

InChI Key

NITWSHWHQAQBAW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Coumaric acid or derivatives
Cinnamic acid ester
Styrene
Phenol
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302074)

Food

Vegetable

Shoot vegetable

Bamboo shoots (FooDB: FOOD00297)

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.98 g/L	ALOGPS
logP	2.42	ALOGPS
logP	2.21	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.81 m³·mol⁻¹	ChemAxon
Polarizability	18.42 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302074

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001825

KNApSAcK ID

C00032012

Chemspider ID

83243

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92203

PDB ID

Not Available

ChEBI ID

86904

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Methyl p-coumarate (CFc000281590)

MOL for CFc000281590 (Methyl p-coumarate)

3D MOL for CFc000281590 (Methyl p-coumarate)

3D SDF for CFc000281590 (Methyl p-coumarate)

3D-SDF for CFc000281590 (Methyl p-coumarate)

PDB for CFc000281590 (Methyl p-coumarate)

3D PDB for CFc000281590 (Methyl p-coumarate)

SMILES for CFc000281590 (Methyl p-coumarate)

INCHI for CFc000281590 (Methyl p-coumarate)

Structure for CFc000281590 (Methyl p-coumarate)

3D Structure for CFc000281590 (Methyl p-coumarate)