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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:18308 - acrylic acid
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ChEBI Ontology
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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
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formula
C3H4O2
Net Charge
0
Average Mass
72.06266
Monoisotopic Mass
72.02113
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 (Br
o
nsted 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
)
(2
E
)-3-[(2
S
,3a
R
,7a
S
)-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
)
(2
Z
)-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
)
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
)
3,3-dichloroacrylic acid (
CHEBI:186566
)
has functional parent
acrylic acid (
CHEBI:18308
)
3,3-diiodoacrylic acid (
CHEBI:176854
)
has functional parent
acrylic acid (
CHEBI:18308
)
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
)
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
)
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 3,3-diiodoacrylate (
CHEBI:187247
)
has functional parent
acrylic acid (
CHEBI:18308
)
Ethyl 3-iodo-2E-acrylate (
CHEBI:187432
)
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
)
phospho
enol
pyruvic 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
)
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
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
Manual Xrefs
Databases
Acrylic_acid
Wikipedia
AKR
PDBeChem
C00511
KEGG COMPOUND
DB02579
DrugBank
HMDB0031647
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
Types
Sources
24650085
PubMed citation
Europe PMC
24673501
PubMed citation
Europe PMC
Last Modified
31 May 2022