ChemFOnt: Showing chemical card for 3-(2,3-Dihydroxyphenyl)-2-propenoic acid (CFc000333118)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:54 UTC

Chemfont ID

CFc000333118

Molecule Identification

Common Name

3-(2,3-Dihydroxyphenyl)-2-propenoic acid

Definition

(2e)-3-(2,3-dihydroxyphenyl)prop-2-enoic acid, also known as trans-2,3-dihydroxycinnamate or (2e)-3-(2,3-dihydroxyphenyl)acrylate, is a member of the class of compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated (2e)-3-(2,3-dihydroxyphenyl)prop-2-enoic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). (2e)-3-(2,3-dihydroxyphenyl)prop-2-enoic acid exists in all living organisms, ranging from bacteria to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(2,3-Dihydroxyphenyl)-2-propenoic acid	ChEBI
3-(2,3-Dihydroxyphenyl)acrylic acid	ChEBI
3-(2,3-Dihydroxyphenyl)-2-propenoate	Generator
3-(2,3-Dihydroxyphenyl)acrylate	Generator
(e)-3-(2,3-Dihydroxyphenyl)-2-propenoate	Generator
ADPribose 2'-phosphate	HMDB
APX	HMDB
2,3-Dihydroxycinnamate	Generator

Chemical Formula

C₉H₈O₄

Average Molecular Weight

180.1574

Monoisotopic Molecular Weight

180.042258744

IUPAC Name

3-(2,3-dihydroxyphenyl)prop-2-enoic acid

Traditional Name

2,3-dihydroxycinnamic acid

CAS Registry Number

31082-90-3

SMILES

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

InChI Identifier

InChI=1S/C9H8O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-5,10,13H,(H,11,12)

InChI Key

SIUKXCMDYPYCLH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids

Alternative Parents

Substituents

Cinnamic acid
Coumaric acid or derivatives
Hydroxycinnamic acid
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxycinnamic acid (CHEBI:48681 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0032057)
Extracellular (HMDB: HMDB0032057)

Source

Endogenous

Endogenous (HMDB: HMDB0032057)

Plant

Plant (HMDB: HMDB0032057)

Exogenous

Food

Food (HMDB: HMDB0032057)

Herb and spice

Herb

Roman camomile (FooDB: FOOD00046)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.66 g/L	ALOGPS
logP	1.66	ALOGPS
logP	1.53	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	47.02 m³·mol⁻¹	ChemAxon
Polarizability	17.21 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

HMDB0032057

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002699

KNApSAcK ID

Not Available

Chemspider ID

21865585

KEGG Compound ID

C12623

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282146

PDB ID

Not Available

ChEBI ID

48681

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-(2,3-Dihydroxyphenyl)-2-propenoic acid (CFc000333118)

MOL for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D MOL for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D SDF for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D-SDF for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

PDB for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D PDB for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

SMILES for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

INCHI for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

Structure for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)

3D Structure for CFc000333118 (3-(2,3-Dihydroxyphenyl)-2-propenoic acid)