Bovine Metabolome Database: Showing metabocard for Hydrocinnamic acid (BMDB0000764)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:36:13 UTC

Update Date

2020-06-04 21:00:52 UTC

BMDB ID

BMDB0000764

Secondary Accession Numbers

BMDB00764

Metabolite Identification

Common Name

Hydrocinnamic acid

Description

Hydrocinnamic acid, also known as 3-phenylpropanoate or dihydrocinnamate, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Hydrocinnamic acid exists in all living organisms, ranging from bacteria to humans. Based on a literature review a significant number of articles have been published on Hydrocinnamic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Phenyl-propionic acid	ChEBI
3-Phenylpropanoic acid	ChEBI
3-Phenylpropionsaeure	ChEBI
3PP	ChEBI
Benzenepropanoic acid	ChEBI
Benzenepropionic acid	ChEBI
Benzylacetic acid	ChEBI
beta-Phenylpropionic acid	ChEBI
Dihydrocinnamic acid	ChEBI
Hydrozimtsaeure	ChEBI
Phenylpropanoate	ChEBI
3-Phenylpropanoate	Kegg
3-Phenylpropionic acid	Kegg
3-Phenyl-propionate	Generator
Benzenepropanoate	Generator
Benzenepropionate	Generator
Benzylacetate	Generator
b-Phenylpropionate	Generator
b-Phenylpropionic acid	Generator
beta-Phenylpropionate	Generator
Β-phenylpropionate	Generator
Β-phenylpropionic acid	Generator
Dihydrocinnamate	Generator
Phenylpropanoic acid	Generator
3-Phenylpropionate	Generator
Hydrocinnamate	Generator
3-Phenyl-N-propionate	HMDB
3-Phenyl-N-propionic acid	HMDB
Omega-phenylpropanoate	HMDB
Omega-phenylpropanoic acid	HMDB
W-Phenylpropanoate	HMDB
W-Phenylpropanoic acid	HMDB
3-Phenylpropionic acid, sodium salt	HMDB
3-Phenyl propionic acid	HMDB
Phenylpropionic acid	HMDB
beta-Phenylpropanoic acid	HMDB
Β-phenylpropanoic acid	HMDB
Ω-phenylpropanoic acid	HMDB

Chemical Formula

C₉H₁₀O₂

Average Molecular Weight

150.1745

Monoisotopic Molecular Weight

150.068079564

IUPAC Name

3-phenylpropanoic acid

Traditional Name

3-phenylpropionic acid

CAS Registry Number

501-52-0

SMILES

OC(=O)CCC1=CC=CC=C1

InChI Identifier

InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)

InChI Key

XMIIGOLPHOKFCH-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Benzenoid
Monocyclic benzene moiety
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:28631 )
benzenes (CHEBI:28631 )

Ontology

Status

Detected and Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	45 - 48 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.9 mg/mL	Not Available
LogP	1.84	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	1.84	ALOGPS
logP	2.06	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	4.73	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	41.97 m³·mol⁻¹	ChemAxon
Polarizability	15.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Biological Properties

Cellular Locations

Cell membrane
Cytoplasm
Membrane

Biospecimen Locations

Kidney
Liver
Mammary Gland
Ruminal Fluid

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Kidney	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Liver	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Mammary Gland	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details
Mammary Gland	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details
Ruminal Fluid	Detected and Quantified	626.77 +/- 102.03 uM	Not Specified	Not Specified	Normal	Fozia Saleem, Sou...	details
Ruminal Fluid	Detected and Quantified	374-898 uM	Not Specified	Not Specified	Normal	PMID: 22706048	details
Ruminal Fluid	Detected and Quantified	523.8 uM	Not Specified	Not Specified	Normal	PMID: 22959937	details
Ruminal Fluid	Detected and Quantified	487.7 uM	Not Specified	Not Specified	Normal	PMID: 22959937	details
Ruminal Fluid	Detected and Quantified	406.9 uM	Not Specified	Not Specified	Normal	PMID: 22959937	details
Ruminal Fluid	Detected and Quantified	633 uM	Not Specified	Not Specified	Normal	PMID: 22959937	details
Ruminal Fluid	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 25599412	details
Ruminal Fluid	Detected and Quantified	462-859 uM	Not Specified	Not Specified	Normal	PMID: 29642378	details
Ruminal Fluid	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 24617926	details
Ruminal Fluid	Detected and Quantified	513 +/- 58 uM	Not Specified	Not Specified	Normal	Fozia Saleem, Sou...	details
Ruminal Fluid	Detected and Quantified	475 +/- 64 uM	Not Specified	Not Specified	Normal	Fozia Saleem, Sou...	details
Ruminal Fluid	Detected and Quantified	411 +/- 115 uM	Not Specified	Not Specified	Normal	Fozia Saleem, Sou...	details
Ruminal Fluid	Detected and Quantified	613 +/- 100 uM	Not Specified	Not Specified	Normal	Fozia Saleem, Sou...	details
Ruminal Fluid	Detected and Quantified	613 +/- 100 uM	Not Specified	Not Specified	Normal	Fozia Saleem, Sou...	details
Ruminal Fluid	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 22706048	details
Ruminal Fluid	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 22706048	details
Ruminal Fluid	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 22706048	details
Ruminal Fluid	Detected and Quantified	396 uM	Not Specified	Not Specified	Normal	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	322 uM	Not Specified	Not Specified	Normal	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	328 uM	Not Specified	Not Specified	Normal	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	446 uM	Not Specified	Not Specified	Normal	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	523.6 uM	Not Specified	Not Specified	Normal	PMID: 22959937	details
Ruminal Fluid	Detected and Quantified	482.5 uM	Not Specified	Not Specified	Normal	PMID: 22959937	details
Ruminal Fluid	Detected and Quantified	410.6 uM	Not Specified	Not Specified	Normal	PMID: 22959937	details
Ruminal Fluid	Detected and Quantified	51 +/- 18 uM	Not Specified	Not Specified	Normal	Aidin Foroutan, C...	details
Ruminal Fluid	Detected and Quantified	626.8 uM	Not Specified	Not Specified	Normal	PMID: 22959937	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Ruminal Fluid	Detected and Quantified	410.56 +/- 111.72 uM	Not Specified	Not Specified	Rumen acidosis	Fozia Saleem, Sou...	details

External Links

HMDB ID

HMDB0000764

DrugBank ID

DB02024

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Phenylpropanoic_acid

METLIN ID

4153

PubChem Compound

107

PDB ID

Not Available

ChEBI ID

28631

References

Synthesis Reference

Muller, August John; Bowers, Joseph Stanton, Jr.; Eubanks, John Robert Ira; Geiger, Carey Cecil; Santobianco, John Gabriel. Process for preparing hydrocinnamic acid from cinnamaldehyde. PCT Int. Appl. (1999), 18 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Hydrocinnamic acid (BMDB0000764)

Structure for BMDB0000764 (Hydrocinnamic acid)