CHEBI:71688 - 7-epi-zingiberene

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ChEBI Name 7-epi-zingiberene
ChEBI ID CHEBI:71688
ChEBI ASCII Name 7-epi-zingiberene
Definition A sesquiterpene that is 2-methylcyclohexa-1,3-diene in which a hydrogen at the 5 position is substituted (R configuration) by a 6-methyl-hept-5-en-2-yl group (R configuration). 7-Epizingiberene is a specific sesquiterpene with toxic and repellent properties that is produced and stored in glandular trichomes.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information
Download Molfile XML SDF
Formula C15H24
Net Charge 0
Average Mass 204.35110
Monoisotopic Mass 204.18780
InChI InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8-10,14-15H,5,7,11H2,1-4H3/t14-,15-/m1/s1
InChIKey KKOXKGNSUHTUBV-HUUCEWRRSA-N
SMILES [H][C@@]1(CC=C(C)C=C1)[C@H](C)CCC=C(C)C
Roles Classification
Biological Role(s): semiochemical
A molecular messenger released by an organism that affects the behaviour within or between species.
Application(s): insect repellent
An insecticide that acts as a repellent to insects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 7-epi-zingiberene (CHEBI:71688) has role insect repellent (CHEBI:71692)
7-epi-zingiberene (CHEBI:71688) has role semiochemical (CHEBI:26645)
7-epi-zingiberene (CHEBI:71688) is a cycloalkene (CHEBI:33643)
7-epi-zingiberene (CHEBI:71688) is a sesquiterpene (CHEBI:35189)
IUPAC Name
(5R)-2-methyl-5-[(2R)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene
Synonyms Sources
(−)-(4S,7R)-7-epi-zingiberene ChEBI
(−)-(4S,7R)-7-epizingiberene ChEBI
7-epizingiberene UniProt
Manual Xrefs Databases
US2012087889 Patent
WO2009041814 Patent
WO2010099985 Patent
View more database links
Registry Number Type Source
7073837 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21074818 PubMed citation Europe PMC
22563774 PubMed citation Europe PMC
23169639 PubMed citation SUBMITTER
Last Modified
24 January 2013