Showing Compound Acrylic acid (FDB008302)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:01 UTC

Update date

2020-02-24 19:10:52 UTC

Primary ID

FDB008302

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Acrylic acid

Description

Acrylic acid, also known as 2-propenoic acid or acrylate, belongs to the class of organic compounds known as acrylic acids. These are organic compounds containing acrylic acid CH2=CHCO2H. Acrylic acid exists in all living organisms, ranging from bacteria to humans. Acrylic acid has been detected, but not quantified in, pineapples (Ananas comosus). This could make acrylic acid a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Acrylic acid.

CAS Number

79-10-7

Structure

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

Synonyms

Synonym	Source
2-Propenoic acid	ChEBI
Acroleic acid	ChEBI
Acrylate	ChEBI
Ethylenecarboxylic acid	ChEBI
Propenoate	ChEBI
Propenoic acid	ChEBI
Vinylformic acid	ChEBI
Polyacrylic acid	Kegg
Carbopol 1342	Kegg
2-Propenoate	Generator
Acroleate	Generator
Ethylenecarboxylate	Generator
Vinylformate	Generator
Polyacrylate	Generator
Hystoacril	MeSH
Acrylic acid, ca (2:1) salt	MeSH
Acrylic acid, ca (2:1) salt, dihydrate	MeSH
Acrylic acid, fe (3+) salt	MeSH
Acrylic acid, aluminum salt	MeSH
Acrylic acid, ammonium salt	MeSH
Acrylic acid, cobalt (2+) salt	MeSH
Acrylic acid, magnesium salt	MeSH
Acrylic acid, potassium salt	MeSH
Acrylic acid, silver salt	MeSH
Acrylic acid, sodium salt	MeSH
Acrylic acid, zinc salt	MeSH
Magnesium acrylate	MeSH
Prop-2-enoic acid	HMDB
Propene acid	HMDB
Acrylic acid	db_source

Predicted Properties

Property	Value	Source
Water Solubility	123 g/L	ALOGPS
logP	0.46	ALOGPS
logP	0.53	ChemAxon
logS	0.23	ALOGPS
pKa (Strongest Acidic)	4.72	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	1	ChemAxon
Refractivity	17.29 m³·mol⁻¹	ChemAxon
Polarizability	6.38 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C3H4O2

IUPAC name

prop-2-enoic acid

InChI Identifier

InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)

InChI Key

NIXOWILDQLNWCW-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)C=C

Average Molecular Weight

72.0627

Monoisotopic Molecular Weight

72.021129372

Classification

Description

Belongs to the class of organic compounds known as acrylic acids. These are organic compounds containing acrylic acid CH2=CHCO2H.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Acrylic acids and derivatives

Direct Parent

Acrylic acids

Alternative Parents

Substituents

Acrylic acid
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha,beta-unsaturated monocarboxylic acid (CHEBI:18308 )
Unsaturated fatty acids (LMFA01030193 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	liquid
Physical Description	Not Available
Mass Composition	C 50.00%; H 5.59%; O 44.40%	DFC
Melting Point	Mp 13°	DFC
Boiling Point	Bp 141° (polymerises)	DFC
Experimental Water Solubility	1000 mg/mL	RIDDICK,JA et al. (1986)
Experimental logP	0.35	HANSCH,C ET AL. (1995)
Experimental pKa	pKa 4.25 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d164 1.06	DFC
Refractive Index	n20D 1.4424	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Acrylic acid, non-derivatized, GC-MS Spectrum	splash10-00b9-9000000000-ebdb7274700971cd6f14	Spectrum
GC-MS	Acrylic acid, non-derivatized, GC-MS Spectrum	splash10-00b9-9000000000-ebdb7274700971cd6f14	Spectrum
Predicted GC-MS	Acrylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-9000000000-0699bc1a72211c124b60	Spectrum
Predicted GC-MS	Acrylic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05di-9100000000-9bb15bc91b0dbc41366e	Spectrum
Predicted GC-MS	Acrylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-9000000000-cc4e478e1301778cd785	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-9000000000-e516a2a0fc66993edc39	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fr-9000000000-03ea2b65243048d48e73	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0adi-9000000000-930c69d5a821060550f7	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9000000000-325d5750ffad7fd1e4db	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-1692fe79b4f0bd127e1a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-145a2180b79b5fc678c8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-9000000000-8ef27af021e3e37a326d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-85ee1d7f8db31720e3cf	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-85ee1d7f8db31720e3cf	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-4e32b50451337c7993fb	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-03b32f0d2a31bee0e617	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-03b32f0d2a31bee0e617	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-03b32f0d2a31bee0e617	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

C00511

Pubchem Compound ID

6581

Pubchem Substance ID

Not Available

ChEBI ID

18308

Phenol-Explorer ID

Not Available

DrugBank ID

DB02579

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

DFS27-M:DFS27-M

EAFUS ID

Not Available

Dr. Duke ID

ACRYLIC-ACID

BIGG ID

Not Available

KNApSAcK ID

C00034423

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Acrylic_acid

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti bacterial	33282	A substance that kills or slows the growth of bacteria.	DUKE
anti septic	33281	A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.	DUKE