Bovine Metabolome Database: Showing metabocard for Phenylpropiolic acid (BMDB0002359)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:54:32 UTC

Update Date

2020-04-22 15:10:47 UTC

BMDB ID

BMDB0002359

Secondary Accession Numbers

BMDB02359

Metabolite Identification

Common Name

Phenylpropiolic acid

Description

Phenylpropiolic acid, also known as 3-phenylpropiolate or beta-phenylpropargylate, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Based on a literature review a significant number of articles have been published on Phenylpropiolic acid.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
3-Phenylpropiolic acid	ChEBI
3-Phenylpropynoic acid	ChEBI
beta-Phenylpropargylic acid	ChEBI
Phenylacetylene monocarboxylic acid	ChEBI
Phenylacetylenecarboxylic acid	ChEBI
Phenylpropynoic acid	ChEBI
3-Phenylpropiolate	Generator
3-Phenylpropynoate	Generator
b-Phenylpropargylate	Generator
b-Phenylpropargylic acid	Generator
beta-Phenylpropargylate	Generator
Β-phenylpropargylate	Generator
Β-phenylpropargylic acid	Generator
Phenylacetylene monocarboxylate	Generator
Phenylacetylenecarboxylate	Generator
Phenylpropynoate	Generator
Phenylpropiolate	Generator
3-Phenyl-2-propynoate	HMDB
3-Phenyl-2-propynoic acid	HMDB
3-Phenyl-propiolate	HMDB
3-Phenyl-propiolic acid	HMDB
Phenyl-(8ci)propiolate	HMDB
Phenyl-(8ci)propiolic acid	HMDB
Phenyl-propiolate	HMDB
Phenyl-propiolic acid	HMDB
Phenylpropioplate	HMDB
Phenylpropioplic acid	HMDB

Chemical Formula

C₉H₆O₂

Average Molecular Weight

146.1427

Monoisotopic Molecular Weight

146.036779436

IUPAC Name

3-phenylprop-2-ynoic acid

Traditional Name

phenylpropiolic acid

CAS Registry Number

637-44-5

SMILES

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

InChI Identifier

InChI=1S/C9H6O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,(H,10,11)

InChI Key

XNERWVPQCYSMLC-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

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

Not Available

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	136 - 139 °C	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	1.7	ALOGPS
logP	2.15	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.77	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	2	ChemAxon
Refractivity	38.45 m³·mol⁻¹	ChemAxon
Polarizability	14.96 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1900000000-f3dcdea0585a8167ee36	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0uk9-9830000000-feb73790a25f137386f9	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00mk-3900000000-03289f4e383657772129	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-004i-9800000000-ebfac1366623441b4fab	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-004i-9100000000-b111b793437863f24a8c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0fb9-9100000000-480dfc61257dac300724	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00os-3900000000-c7f3388a9ad322e37bba	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9800000000-03950939b02a4a226b5d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-9ccdda8aa55c7fd5f179	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fb9-0900000000-39ffafabcb71dd5e4fb9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-2900000000-a61c9be6ba2e3e672a4b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-53fd8625b272fb8c0874	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-c01f026883e9d8371e78	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0900000000-d89d4873b06625bc98b2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-6044d949db2e286e5440	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-1f23da2395d60c767582	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ufr-6900000000-eef250719433f4e47416	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udj-0900000000-e164e953b1394208fd0d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-b63c162ca0b38a8b1bb0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-4900000000-87bc643c2fbf1a8525c5	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0002359

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022977

KNApSAcK ID

Not Available

Chemspider ID

62682

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phenylpropiolic_acid

METLIN ID

6644

PubChem Compound

69475

PDB ID

Not Available

ChEBI ID

90355

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Phenylpropiolic acid (BMDB0002359)

Structure for BMDB0002359 (Phenylpropiolic acid)