CHEBI:18308 - acrylic acid

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ChEBI Name acrylic acid
ChEBI ID CHEBI:18308
Definition A α,β-unsaturated monocarboxylic acid that is ethene substituted by a carboxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:35853, CHEBI:35938, CHEBI:40714, CHEBI:8487, CHEBI:19766, CHEBI:19768
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Formula C3H4O2
Net Charge 0
Average Mass 72.06266
Monoisotopic Mass 72.021
InChI InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)
InChIKey NIXOWILDQLNWCW-UHFFFAOYSA-N
SMILES OC(=O)C=C
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing acrylic acid (CHEBI:18308) has role metabolite (CHEBI:25212)
acrylic acid (CHEBI:18308) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
acrylic acid (CHEBI:18308) is conjugate acid of acrylate (CHEBI:37080)
Incoming α-(4-methoxyphenyl)-6-methyl-2-pyridineacrylic acid (CHEBI:74085) has functional parent acrylic acid (CHEBI:18308)
(2E)-3-[(2S,3aR,7aS)-4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2,3,3a,7a-tetrahydro-1-benzofuran-2-yl]prop-2-enoic acid (CHEBI:43613) has functional parent acrylic acid (CHEBI:18308)
(2Z)-2,3-dihydroxyacrylic acid (CHEBI:131382) has functional parent acrylic acid (CHEBI:18308)
(E)-3-(indol-2-yl)acrylic acid (CHEBI:90333) has functional parent acrylic acid (CHEBI:18308)
(E)-3-(indol-3-yl)acrylic acid (CHEBI:132244) has functional parent acrylic acid (CHEBI:18308)
(Z)-3-aminoacrylic acid (CHEBI:59893) has functional parent acrylic acid (CHEBI:18308)
(Z)-3-aminoperacrylic acid (CHEBI:59892) has functional parent acrylic acid (CHEBI:18308)
1-Octen-3-one (CHEBI:88900) has functional parent acrylic acid (CHEBI:18308)
1-Penten-3-one (CHEBI:89945) has functional parent acrylic acid (CHEBI:18308)
2-(4-chlorophenyl)-3,3-dichloropropenoic acid (CHEBI:28983) has functional parent acrylic acid (CHEBI:18308)
2-chloroacrylic acid (CHEBI:73963) has functional parent acrylic acid (CHEBI:18308)
2-ethylacrylic acid (CHEBI:84978) has functional parent acrylic acid (CHEBI:18308)
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoic acid (CHEBI:27683) has functional parent acrylic acid (CHEBI:18308)
2-hydroxyacrylic acid (CHEBI:86354) has functional parent acrylic acid (CHEBI:18308)
3-(4,6-dihydroxy-3-oxocyclohexa-1,4-dien-1-yl)acrylic acid (CHEBI:133314) has functional parent acrylic acid (CHEBI:18308)
3-[(1-carboxyvinyl)oxy]benzoic acid (CHEBI:77107) has functional parent acrylic acid (CHEBI:18308)
3-chloroacrylic acid (CHEBI:19982) has functional parent acrylic acid (CHEBI:18308)
3-Methyl-3-buten-2-one (CHEBI:88437) has functional parent acrylic acid (CHEBI:18308)
3-nitroacrylic acid (CHEBI:17610) has functional parent acrylic acid (CHEBI:18308)
3-Octen-2-one (CHEBI:89712) has functional parent acrylic acid (CHEBI:18308)
4-Hexen-3-one (CHEBI:89801) has functional parent acrylic acid (CHEBI:18308)
4-Methyl-3-penten-2-one, 9CI (CHEBI:89993) has functional parent acrylic acid (CHEBI:18308)
6-Methyl-3,5-heptadien-2-one (CHEBI:89984) has functional parent acrylic acid (CHEBI:18308)
enol-phenylpyruvic acid (CHEBI:32815) has functional parent acrylic acid (CHEBI:18308)
O-acryloyl-L-carnitine (CHEBI:85466) has functional parent acrylic acid (CHEBI:18308)
O-propenoylcarnitine (CHEBI:86073) has functional parent acrylic acid (CHEBI:18308)
acrylamide (CHEBI:28619) has functional parent acrylic acid (CHEBI:18308)
acryloyl-CoA (CHEBI:15513) has functional parent acrylic acid (CHEBI:18308)
butyl acrylate (CHEBI:3245) has functional parent acrylic acid (CHEBI:18308)
caffeic acid quinone (CHEBI:133316) has functional parent acrylic acid (CHEBI:18308)
methacrylic acid (CHEBI:25219) has functional parent acrylic acid (CHEBI:18308)
phosphoenolpyruvic acid (CHEBI:44897) has functional parent acrylic acid (CHEBI:18308)
ureidoacrylic acid (CHEBI:59890) has functional parent acrylic acid (CHEBI:18308)
ureidoperacrylic acid (CHEBI:59889) has functional parent acrylic acid (CHEBI:18308)
valanimycin (CHEBI:133621) has functional parent acrylic acid (CHEBI:18308)
acrylate (CHEBI:37080) is conjugate base of acrylic acid (CHEBI:18308)
acryloyl group (CHEBI:48077) is substituent group from acrylic acid (CHEBI:18308)
IUPAC Name
prop-2-enoic acid
Synonyms Sources
2-Propenoic acid KEGG COMPOUND
acroleic acid ChemIDplus
Acrylate KEGG COMPOUND
Acrylic acid KEGG COMPOUND
ACRYLIC ACID PDBeChem
ethylenecarboxylic acid NIST Chemistry WebBook
Propenoate KEGG COMPOUND
Propenoate KEGG COMPOUND
Propenoic acid ChemIDplus
Vinylformic acid KEGG COMPOUND
Database Links Databases
Acrylic_acid Wikipedia
AKR PDBeChem
C00511 KEGG COMPOUND
DB02579 DrugBank
HMDB31647 HMDB
LMFA01030193 LIPID MAPS
MY148411 MetaCyc
MY149879 MetaCyc
View more database links
Registry Numbers Types Sources
1817 Gmelin Registry Number Gmelin
635743 Reaxys Registry Number Reaxys
635743 Beilstein Registry Number Beilstein
79-10-7 CAS Registry Number NIST Chemistry WebBook
79-10-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24650085 PubMed citation Europe PMC
24673501 PubMed citation Europe PMC
Last Modified
20 February 2017