ContaminantDB: cis-p-Coumaric acid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 21:51:43 UTC

Update Date

2016-11-09 01:17:56 UTC

Accession Number

CHEM024689

Identification

Common Name

cis-p-Coumaric acid

Class

Small Molecule

Description

The cis-form of 4-coumaric acid.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2Z)-3-(4-Hydroxyphenyl)acrylic acid	ChEBI
(Z)-3-(4-Hydroxyphenyl)-2-propenoic acid	ChEBI
(Z)-p-Coumaric acid	ChEBI
(Z)-p-Hydroxycinnamic acid	ChEBI
cis-4-Hydroxycinnamic acid	ChEBI
cis-p-Coumarate	ChEBI
cis-p-Coumarinic acid	ChEBI
cis-p-Hydroxycinnamic acid	ChEBI
(2Z)-3-(4-Hydroxyphenyl)acrylate	Generator
(Z)-3-(4-Hydroxyphenyl)-2-propenoate	Generator
(Z)-p-Coumarate	Generator
(Z)-p-Hydroxycinnamate	Generator
cis-4-Hydroxycinnamate	Generator
cis-p-Coumarinate	Generator
cis-p-Hydroxycinnamate	Generator
cis-p-Coumaric acid	ChEBI
cis-4-Coumarate	Generator, HMDB
(2Z)-3-(4-Hydroxyphenyl)-2-propenoic acid	HMDB
(2Z)-3-(4-Hydroxyphenyl)prop-2-enoic acid	HMDB
(Z)-3-(4-Hydroxyphenyl)acrylic acid	HMDB
(Z)-4-Hydroxycinnamic acid	HMDB
3-(4-Hydroxyphenyl)-2-propenoic acid	HMDB
3-(4-Hydroxyphenyl)acrylic acid	HMDB
4-Coumaric acid	HMDB
4-Hydroxycinnamic acid	HMDB
beta-[4-Hydroxyphenyl]acrylic acid	HMDB
cis-3-(4-Hydroxyphenyl)-2-propenoic acid	HMDB
cis-4-Coumaric acid	HMDB
p-Coumaric acid	HMDB
p-Cumaric acid	HMDB
p-Hydroxy-cis-cinnamic acid	HMDB
p-Hydroxycinnamic acid	HMDB
p-Hydroxyphenylacrylic acid	HMDB
p-cis-Coumaric acid	HMDB
β-[4-Hydroxyphenyl]acrylic acid	HMDB

Chemical Formula

C₉H₈O₃

Average Molecular Mass

164.158 g/mol

Monoisotopic Mass

164.047 g/mol

CAS Registry Number

4501-31-9

IUPAC Name

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

Traditional Name

cis-p-coumaric acid

SMILES

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

InChI Identifier

InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3-

InChI Key

NGSWKAQJJWESNS-UTCJRWHESA-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
Styrene
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

4-coumaric acid (CHEBI:17450 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.02 g/L	ALOGPS
logP	1.74	ALOGPS
logP	1.83	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	45.04 m³·mol⁻¹	ChemAxon
Polarizability	16.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-014m-2691000000-eaa9fb96842966079178	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014m-2691000000-eaa9fb96842966079178	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1900000000-06b9af47d2378036e0f4	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00xu-6390000000-3110f0f6eb462a38bb64	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014j-0900000000-43c3377fad5f7488bea0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014j-0900000000-2264676cffcfb3110cb8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gdr-9600000000-9d441c7fc0720390be54	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-2ce3562ddd5762384d09	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-f6c69044556dd2ca2134	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014m-3900000000-f7e5cd9359ebf2ee51a6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-c5f236f966bec5f38c58	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-d582aacd28a4fe8d7abd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-2900000000-47224d61f53cb1421159	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-e62a4456e8af54cd8d30	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014j-2900000000-e821b19fd495c84254e4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00or-9500000000-2be1e6ab71c47f1adce8	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0030677

FooDB ID

FDB002592

Phenol Explorer ID

Not Available

KNApSAcK ID

C00038791

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

cis-p-Coumaric acid (CHEM024689)

Structure for CHEM024689: cis-p-Coumaric acid