CHEBI:36253 - isocrotonic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name isocrotonic acid
ChEBI ID CHEBI:36253
Definition A but-2-enoic acid having a cis- double bond at C-2.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C4H6O2
Net Charge 0
Average Mass 86.08924
Monoisotopic Mass 86.037
InChI InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2-
InChIKey LDHQCZJRKDOVOX-IHWYPQMZSA-N
SMILES [H]\C(C)=C\C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isocrotonic acid (CHEBI:36253) is a 2-butenoic acid (CHEBI:17217)
isocrotonic acid (CHEBI:36253) is conjugate acid of isocrotonate (CHEBI:36254)
Incoming angelic acid (CHEBI:36431) has functional parent isocrotonic acid (CHEBI:36253)
ethyl (2Z)-but-2-enoate (CHEBI:87334) has functional parent isocrotonic acid (CHEBI:36253)
heliosupine (CHEBI:5641) has functional parent isocrotonic acid (CHEBI:36253)
isocrotonate (CHEBI:36254) is conjugate base of isocrotonic acid (CHEBI:36253)
IUPAC Name
(2Z)-but-2-enoic acid
Synonyms Sources
(Z)-2-Butenoic acid NIST Chemistry WebBook
(Z)-but-2-enoic acid ChEBI
(Z)-Crotonic acid NIST Chemistry WebBook
cis-2-Butenoic Acid NIST Chemistry WebBook
cis-Crotonic Acid NIST Chemistry WebBook
perisocrotonic acid ChEBI
Manual Xref Database
LMFA01030194 LIPID MAPS
View more database links
Registry Numbers Types Sources
1719942 Reaxys Registry Number Reaxys
1719942 Beilstein Registry Number Beilstein
503-64-0 CAS Registry Number ChemIDplus
503-64-0 CAS Registry Number NIST Chemistry WebBook
Last Modified
05 August 2015
General Comment
2011-01-15 An unsaturated fatty acid found in croton oil.