ChemFOnt: Showing chemical card for p-Coumaric acid ethyl ester (CFc000332879)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:26 UTC

Chemfont ID

CFc000332879

Molecule Identification

Common Name

p-Coumaric acid ethyl ester

Definition

Ethyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate 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. Ethyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Ethyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate can be found in vinegar, which makes ethyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid	Generator
Ethyl coumarate	MeSH
p-Coumarate ethyl ester	Generator

Chemical Formula

C₁₁H₁₂O₃

Average Molecular Weight

192.2112

Monoisotopic Molecular Weight

192.07864425

IUPAC Name

ethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

ethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=CC=C(O)C=C1)C(=O)OCC

InChI Identifier

InChI=1S/C11H12O3/c1-2-14-11(13)8-5-9-3-6-10(12)7-4-9/h3-8,12H,2H2,1H3/b8-5+

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (FooDB: )

Plant

Plant (FooDB: )

Vinegar (FooDB: FOOD00628)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.08 g/L	ALOGPS
logP	3.07	ALOGPS
logP	2.57	ChemAxon
logS	-2.2	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	4	ChemAxon
Refractivity	54.56 m³·mol⁻¹	ChemAxon
Polarizability	20.69 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

HMDB0131282

DrugBank ID

Not Available

Phenol Explorer Compound ID

491

FooDB ID

FDB000258

KNApSAcK ID

Not Available

Chemspider ID

589606

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

676946

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for p-Coumaric acid ethyl ester (CFc000332879)

MOL for CFc000332879 (p-Coumaric acid ethyl ester)

3D MOL for CFc000332879 (p-Coumaric acid ethyl ester)

3D SDF for CFc000332879 (p-Coumaric acid ethyl ester)

3D-SDF for CFc000332879 (p-Coumaric acid ethyl ester)

PDB for CFc000332879 (p-Coumaric acid ethyl ester)

3D PDB for CFc000332879 (p-Coumaric acid ethyl ester)

SMILES for CFc000332879 (p-Coumaric acid ethyl ester)

INCHI for CFc000332879 (p-Coumaric acid ethyl ester)

Structure for CFc000332879 (p-Coumaric acid ethyl ester)

3D Structure for CFc000332879 (p-Coumaric acid ethyl ester)