ChemFOnt: Showing chemical card for (2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid (CFc000127210)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:54:57 UTC

Chemfont ID

CFc000127210

Molecule Identification

Common Name

(2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid

Definition

hydroxycaffeic acid belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. Based on a literature review a small amount of articles have been published on hydroxycaffeic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Hydroxycaffeate	Generator

Chemical Formula

C₉H₈O₅

Average Molecular Weight

196.158

Monoisotopic Molecular Weight

196.037173358

IUPAC Name

(2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid

Traditional Name

(2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H8O5/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-4,10-12H,(H,13,14)/b8-4-

InChI Key

LEVWXDHUVBDUSV-YWEYNIOJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpyruvic acid derivatives

Direct Parent

Phenylpyruvic acid derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0146801)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.18 g/L	ALOGPS
logP	1.33	ALOGPS
logP	1.01	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	2.86	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.99 m³·mol⁻¹	ChemAxon
Polarizability	18.1 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

HMDB0146801

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9238490

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11063337

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid (CFc000127210)

MOL for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)

3D MOL for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)

3D SDF for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)

3D-SDF for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)

PDB for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)

3D PDB for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)

SMILES for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)

INCHI for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)

Structure for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)

3D Structure for CFc000127210 ((2Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyprop-2-enoic acid)