CHEBI:23316 - citral

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ChEBI Name citral
ChEBI ID CHEBI:23316
Definition An enal that consists of octa-2,6-dienal bearing methyl substituents at positions 3 and 7. A mixture of the two geometric isomers geranial and neral, it is the major constituent (75-85%) of oil of lemon grass, the volatile oil of Cymbopogon citratus, or of C. flexuosus. It also occurs in oils of verbena, lemon, and orange.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H16O
Net Charge 0
Average Mass 152.23344
Monoisotopic Mass 152.12012
InChI InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3
InChIKey WTEVQBCEXWBHNA-UHFFFAOYSA-N
SMILES [H]C(C=O)=C(C)CCC=C(C)C
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
flavouring agent
A food additive that is used to added improve the taste or odour of a food.
EC 1.2.3.1 (aldehyde oxidase) inhibitor
An EC 1.2.3.* (oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor) inhibitor which interferes with the action of aldehyde oxidase (EC 1.2.3.1).
Application(s): flavouring agent
A food additive that is used to added improve the taste or odour of a food.
fragrance
A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.
insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
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ChEBI Ontology
Outgoing citral (CHEBI:23316) has part geranial (CHEBI:16980)
citral (CHEBI:23316) has part neral (CHEBI:29020)
citral (CHEBI:23316) has role EC 1.2.3.1 (aldehyde oxidase) inhibitor (CHEBI:62872)
citral (CHEBI:23316) has role flavouring agent (CHEBI:35617)
citral (CHEBI:23316) has role fragrance (CHEBI:48318)
citral (CHEBI:23316) has role insecticide (CHEBI:24852)
citral (CHEBI:23316) has role metabolite (CHEBI:25212)
citral (CHEBI:23316) is a mixture (CHEBI:60004)
Incoming citral dimethyl acetal (CHEBI:132331) has functional parent citral (CHEBI:23316)
IUPAC Name
3,7-dimethylocta-2,6-dienal
Synonyms Sources
3,7-dimethyl-2,6-octadienal ChEBI
cis,trans-Citral NIST Chemistry WebBook
citral UniProt
Manual Xrefs Databases
Citral Wikipedia
US2661368 Patent
View more database links
Registry Numbers Types Sources
1721871 Beilstein Registry Number ChemIDplus
5392-40-5 CAS Registry Number NIST Chemistry WebBook
970018 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20303242 PubMed citation Europe PMC
21174108 PubMed citation Europe PMC
21209212 PubMed citation Europe PMC
21316719 PubMed citation Europe PMC
21366054 PubMed citation Europe PMC
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21517071 PubMed citation Europe PMC
21525620 PubMed citation Europe PMC
21596542 PubMed citation Europe PMC
21713095 PubMed citation Europe PMC
21782918 PubMed citation Europe PMC
21826789 PubMed citation Europe PMC
Last Modified
15 January 2019
General Comment
2004-12-10 Citral obtained from natural sources is a 2:1 mixture of geranial [CHEBI:16980] and neral [CHEBI:29020].