ChemFOnt: Showing chemical card for D-Malic acid p-coumarate (CFc000283271)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:23 UTC

Chemfont ID

CFc000283271

Molecule Identification

Common Name

D-Malic acid p-coumarate

Definition

D-malic acid p-coumarate 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. D-malic acid p-coumarate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). D-malic acid p-coumarate can be found in lentils, which makes D-malic acid p-coumarate a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
D-Malate p-coumarate	Generator
D-Malic acid p-coumaric acid	Generator

Chemical Formula

C₁₃H₁₂O₇

Average Molecular Weight

280.2302

Monoisotopic Molecular Weight

280.058302738

IUPAC Name

2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid

Traditional Name

2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid

CAS Registry Number

149197-99-9

SMILES

OC(=O)CC(OC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C13H12O7/c14-9-4-1-8(2-5-9)3-6-12(17)20-10(13(18)19)7-11(15)16/h1-6,10,14H,7H2,(H,15,16)(H,18,19)/b6-3+

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303755)

Food

Pulse

Lentil

Lentils (FooDB: FOOD00098)

Fruit

Pome

Pear (FooDB: FOOD00152)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	1.64	ALOGPS
logP	1.62	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.33	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	66.42 m³·mol⁻¹	ChemAxon
Polarizability	25.89 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

HMDB0303755

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020639

KNApSAcK ID

C00053636

Chemspider ID

22913548

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45359757

PDB ID

Not Available

ChEBI ID

139431

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for D-Malic acid p-coumarate (CFc000283271)

MOL for CFc000283271 (D-Malic acid p-coumarate)

3D MOL for CFc000283271 (D-Malic acid p-coumarate)

3D SDF for CFc000283271 (D-Malic acid p-coumarate)

3D-SDF for CFc000283271 (D-Malic acid p-coumarate)

PDB for CFc000283271 (D-Malic acid p-coumarate)

3D PDB for CFc000283271 (D-Malic acid p-coumarate)

SMILES for CFc000283271 (D-Malic acid p-coumarate)

INCHI for CFc000283271 (D-Malic acid p-coumarate)

Structure for CFc000283271 (D-Malic acid p-coumarate)

3D Structure for CFc000283271 (D-Malic acid p-coumarate)