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CHEBI:71688 - 7-epi-zingiberene

Default Structure
ChEBI IDCHEBI:71688
ChEBI Name7-epi-zingiberene
Stars
ASCII Name7-epi-zingiberene
DefinitionA 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.
Last Modified24 January 2013
SubmitterKAX
DownloadsMolfile
FormulaC15H24
Net Charge0
Average Mass204.357
Monoisotopic Mass204.18780
SMILES[H][C@@]1([C@H](C)CCC=C(C)C)C=CC(C)=CC1
InChIInChI=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
InChIKeyKKOXKGNSUHTUBV-HUUCEWRRSA-N
Roles Classification
Biological Role:
semiochemical  A molecular messenger released by an organism that affects the behaviour within or between species.
Application:
insect repellent  An insecticide that acts as a repellent to insects.
ChEBI Ontology
Outgoing Relation(s)
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  Source
(−)-(4S,7R)-7-epi-zingibereneChEBI
(−)-(4S,7R)-7-epizingibereneChEBI
UniProt Name  Source
7-epizingibereneUniProt
Manual XrefsDatabases
US2012087889Patent
WO2009041814Patent
WO2010099985Patent
Registry NumbersSources
Reaxys:7073837Reaxys
Citations