ChemFOnt: Showing chemical card for alpha-Cyano-4-hydroxycinnamic acid (CFc000227732)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:53:02 UTC

Chemfont ID

CFc000227732

Molecule Identification

Common Name

alpha-Cyano-4-hydroxycinnamic acid

Definition

2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid 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. Based on a literature review very few articles have been published on 2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Cyano-3-(4-hydroxyphenyl)prop-2-enoate	Generator
a-Cyano-4-hydroxycinnamate	Generator
a-Cyano-4-hydroxycinnamic acid	Generator
alpha-Cyano-4-hydroxycinnamic acid	Generator
Α-cyano-4-hydroxycinnamate	Generator
Α-cyano-4-hydroxycinnamic acid	Generator
2-Cyano-4-hydroxycinnamate	MeSH
4-CIN	MeSH
4-Hydroxy-alpha-cyanocinnamate	MeSH

Chemical Formula

C₁₀H₇NO₃

Average Molecular Weight

189.17

Monoisotopic Molecular Weight

189.042593089

IUPAC Name

2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid

Traditional Name

α-cyano-4-hydroxycinnamic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H7NO3/c11-6-8(10(13)14)5-7-1-3-9(12)4-2-7/h1-5,12H,(H,13,14)

InChI Key

AFVLVVWMAFSXCK-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
Coumaric acid or derivatives
Hydroxycinnamic acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonitrile
Nitrile
Carbonyl group
Organic oxide
Cyanide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.23 g/L	ALOGPS
logP	1.89	ALOGPS
logP	1.64	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.39	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	81.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	50.09 m³·mol⁻¹	ChemAxon
Polarizability	18.19 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

HMDB0248197

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2018

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2102

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for alpha-Cyano-4-hydroxycinnamic acid (CFc000227732)

MOL for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)

3D MOL for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)

3D SDF for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)

3D-SDF for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)

PDB for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)

3D PDB for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)

SMILES for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)

INCHI for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)

Structure for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)

3D Structure for CFc000227732 (alpha-Cyano-4-hydroxycinnamic acid)