CHEBI:38358 - (2E,4E)-hexa-2,4-dienoic acid

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ChEBI Name (2E,4E)-hexa-2,4-dienoic acid
ChEBI ID CHEBI:38358
ChEBI ASCII Name (2E,4E)-hexa-2,4-dienoic acid
Definition A sorbic acid having trans-double bonds at positions 2 and 4; a food preservative that can induce cutaneous vasodilation and stinging upon topical application to humans. It is the most thermodynamically stable of the four possible geometric isomers possible, as well as the one with the highest antimicrobial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C6H8O2
Net Charge 0
Average Mass 112.12652
Monoisotopic Mass 112.052
InChI InChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+
InChIKey WSWCOQWTEOXDQX-MQQKCMAXSA-N
SMILES C\C=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 (2E,4E)-hexa-2,4-dienoic acid (CHEBI:38358) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
(2E,4E)-hexa-2,4-dienoic acid (CHEBI:38358) is a sorbic acid (CHEBI:35962)
(2E,4E)-hexa-2,4-dienoic acid (CHEBI:38358) is conjugate acid of (E,E)-sorbate (CHEBI:77869)
Incoming trans,trans-2,4-hexadienoyl-CoA (CHEBI:85439) has functional parent (2E,4E)-hexa-2,4-dienoic acid (CHEBI:38358)
nigragillin (CHEBI:133753) has functional parent (2E,4E)-hexa-2,4-dienoic acid (CHEBI:38358)
(E,E)-sorbate (CHEBI:77869) is conjugate base of (2E,4E)-hexa-2,4-dienoic acid (CHEBI:38358)
IUPAC Name
(2E,4E)-hexa-2,4-dienoic acid
Synonyms Sources
(2E,4E)-2,4-hexadienoic acid NIST Chemistry WebBook
(E,E)-1,3-pentadiene-1-carboxylic acid ChEBI
(E,E)-2,4-hexadienoic acid NIST Chemistry WebBook
(E,E)-SA ChEBI
(E,E)-sorbic acid ChemIDplus
1,3-pentadiene-1-carboxylic acid ChEBI
α-trans-γ-trans-sorbic acid NIST Chemistry WebBook
SA ChEBI
trans,trans-2,4-hexadienoic acid NIST Chemistry WebBook
trans,trans-SA ChEBI
trans,trans-sorbic acid ChemIDplus
Database Link Database
LMFA01030100 LIPID MAPS
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Registry Numbers Types Sources
1098547 Beilstein Registry Number Beilstein
110-44-1 CAS Registry Number ChemIDplus
110-44-1 CAS Registry Number NIST Chemistry WebBook
260824 Gmelin Registry Number Gmelin
3063 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
11206806 PubMed citation Europe PMC
7979442 PubMed citation Europe PMC
Last Modified
31 October 2016