CHEBI:18308 - acrylic acid

ChEBI IDCHEBI:18308
ChEBI Nameacrylic acid
Stars
DefinitionA α,β-unsaturated monocarboxylic acid that is ethene substituted by a carboxy group.
Secondary ChEBI IDsCHEBI:8487, CHEBI:19766, CHEBI:19768, CHEBI:35853, CHEBI:35938, CHEBI:40714
Last Modified31 May 2022
DownloadsMolfile
FormulaC3H4O2
Net Charge0
Average Mass72.063
Monoisotopic Mass72.02113
SMILESC=CC(=O)O
InChIInChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)
InChIKeyNIXOWILDQLNWCW-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(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)
(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)
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)
1-Octen-3-one (CHEBI:88900) 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-(oximinoacetamido)acrylamide (CHEBI:215763) has functional parent acrylic acid (CHEBI:18308)
3-[(1-carboxyvinyl)oxy]benzoic acid (CHEBI:77107) has functional parent acrylic acid (CHEBI:18308)
3-Acrylamidopropyl trimethylammonium (CHEBI:188216) has functional parent acrylic acid (CHEBI:18308)
3-bromo-2E-acrylic acid (CHEBI:195735) has functional parent acrylic acid (CHEBI:18308)
3-chloroacrylic acid (CHEBI:19982) has functional parent acrylic acid (CHEBI:18308)
3-Iodo-2E-acrylic acid (CHEBI:165394) 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)
3,3-dichloroacrylic acid (CHEBI:186566) has functional parent acrylic acid (CHEBI:18308)
3,3-diiodoacrylic acid (CHEBI:176854) 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)
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)
Cis-3-chloroacrylic-acid (CHEBI:194631) has functional parent acrylic acid (CHEBI:18308)
CJ-15,801 (CHEBI:189351) has functional parent acrylic acid (CHEBI:18308)
Enamidin (CHEBI:216602) has functional parent acrylic acid (CHEBI:18308)
Ethyl 3-iodo-2E-acrylate (CHEBI:187432) has functional parent acrylic acid (CHEBI:18308)
Ethyl 3,3-diiodoacrylate (CHEBI:187247) has functional parent acrylic acid (CHEBI:18308)
lauryl acrylate (CHEBI:191951) 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)
α-(4-methoxyphenyl)-6-methyl-2-pyridineacrylic acid (CHEBI:74085) has functional parent acrylic acid (CHEBI:18308)
sulfoacrylate (CHEBI:193093) is a 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  Source
PropenoateKEGG COMPOUND
Acrylic acidKEGG COMPOUND
AcrylateKEGG COMPOUND
2-Propenoic acidKEGG COMPOUND
Vinylformic acidKEGG COMPOUND
ethylenecarboxylic acidNIST Chemistry WebBook
Manual XrefsDatabases
C00511KEGG COMPOUND
AKRPDBeChem
LMFA01030193LIPID MAPS
DB02579DrugBank
Acrylic_acidWikipedia
HMDB0031647HMDB
MY149879MetaCyc
MY148411MetaCyc
Registry NumbersSources
Gmelin:1817Gmelin
Reaxys:635743Reaxys
CAS:79-10-7KEGG COMPOUND
CAS:79-10-7NIST Chemistry WebBook
CAS:79-10-7ChemIDplus
Citations