Livestock Metabolome Database: Showing metabocard for Hydrocinnamic acid (LMDB00242)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:45:30 UTC

Update Date

2016-07-20 20:33:46 UTC

Lmdb

LMDB00242

Secondary Accession Numbers

None

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. Hydrocinnamic acid is a sweet, balsamic, and cinnamon tasting compound. Hydrocinnamic acid is found, on average, in the highest concentration within beer. Hydrocinnamic acid has also been detected, but not quantified in, several different foods, such as arrowheads (Sagittaria latifolia), brazil nuts (Bertholletia excelsa), pigeon peas (Cajanus cajan), towel gourds (Luffa aegyptiaca), and muscadine grapes (Vitis rotundifolia). This could make hydrocinnamic acid a potential biomarker for the consumption of these foods. Hydrocinnamic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 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

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.84	ALOGPS
logP	2.06	ChemAxon
logS	-1.9	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

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0udi-1920000000-829ee511cbcb511eaa0d	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0udi-6910000000-1df0ef2a35aedd93b1f0	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udl-9600000000-685b73e7f17a8be64f76	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9400000000-6b08d11fe7d8828ea0b4	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0udi-0900000000-271b64525610b577f87c	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udl-9300000000-faf8506e70502be88599	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0f6x-9800000000-6d3e3634b1663556c431	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-1940000000-4bdbde45f0dac2b3ec59	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-1920000000-829ee511cbcb511eaa0d	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-6910000000-1df0ef2a35aedd93b1f0	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-2910000000-b14f8ca2c631d87eb834	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-8900000000-bbfe334bf7c6f8fab3ed	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0596-9510000000-32f6cb9988fbfb2c022e	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0002-0900000000-56bd4f79b41d2e676de8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0002-0900000000-7cb5eea800e6e65e5ea1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-052b-2900000000-b4b013241fad936a6040	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-0006-9100000000-21973848f978136e5896	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-00dj-0229210000-3bd038d0275527aaf06e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-00dj-0229210000-3bd038d0275527aaf06e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-0900000000-56bd4f79b41d2e676de8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-0900000000-7cb5eea800e6e65e5ea1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-052b-2900000000-b4b013241fad936a6040	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0006-9100000000-21973848f978136e5896	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-0a4i-0900000000-b8bb01617b312682874b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0a4i-0900000000-5d1cbf0e902fef2a674d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0udi-0900000000-60af9a7ac23f78383156	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0006-9100000000-9009f92e094d3f88cea0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000f-9000000000-1009c57a9a26d3fd03a1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-0udl-9600000000-f55343cc6dbf913455ec	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (JEOL JMS-D-300) , Positive	splash10-0006-9400000000-6b08d11fe7d8828ea0b4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - CI-B (JEOL JMS-D-300) , Positive	splash10-0udi-0900000000-271b64525610b577f87c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-0udl-9300000000-0b08772b626dd7c66feb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-5b044bdcdf02a8a2de01	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0532-0900000000-c1c19922a709d7d6d7ce	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-053r-3900000000-c83fd537546837259692	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-5b044bdcdf02a8a2de01	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0532-0900000000-c1c19922a709d7d6d7ce	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-053r-3900000000-c83fd537546837259692	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Ruminal Fluid
Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Ruminal Fluid	Detected and Quantified	406.9 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	487.7 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	523.8 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	633 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	397 +/- 23 uM	Not Available	Bovine	22706048	details
Ruminal Fluid	Detected and Quantified	453 +/- 21 uM	Not Available	Bovine	22706048	details
Ruminal Fluid	Detected and Quantified	862 +/- 36 uM	Not Available	Bovine	22706048	details
Ruminal Fluid	Detected and Quantified	411 +/- 115 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	421 +/- 35 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	475 +/- 64 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	513 +/- 58 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	613 +/- 100 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	613 +/- 100 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	766 +/- 32 uM	Not Available	Caprine	22706048	details
Ruminal Fluid	Detected and Quantified	410.6 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	482.5 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	523.6 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	626.8 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	322 uM	Not Available	Bovine	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	328 uM	Not Available	Bovine	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	396 uM	Not Available	Bovine	Burim NA, Qendrim...	details
Ruminal Fluid	Detected and Quantified	446 uM	Not Available	Bovine	Burim NA, Qendrim...	details
Ruminal Fluid	Detected but not Quantified	Not Applicable	Not Available	Bovine	25599412	details
Ruminal Fluid	Detected but not Quantified	Not Applicable	Not Available	Bovine	24617926	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Caprine	24214495	details