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CHEBI:68667 - (E)-2-epi-β-caryophyllene

ChEBI IDCHEBI:68667
ChEBI Name(E)-2-epi-β-caryophyllene
Stars
ASCII Name(E)-2-epi-beta-caryophyllene
DefinitionA sesquiterpene with a [7.2.0]-bicyclic structure comprising fused 9- and 4-membered rings, with a cis-ring junction, a methylidene group at position 9, and methyl groups at positions 3, 11, and 11.
Secondary ChEBI IDCHEBI:172932
Last Modified4 February 2022
SubmitterKAX, Tereza Calounova
DownloadsMolfile
FormulaC15H24
Net Charge0
Average Mass204.357
Monoisotopic Mass204.18780
SMILES[H][C@@]12CC(C)(C)[C@]1([H])CC/C(C)=C/CCC2=C
InChIInChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14+/m0/s1
InChIKeyNPNUFJAVOOONJE-QWAJQTJBSA-N
Species of MetaboliteComponentSourceComments
Eucalyptus benthamii (ncbitaxon:1711175) - PubMed (23609164)
Euryops arabicus (IPNI:207382-1) aerial part (BTO:0001658) PubMed (21694678)
Vernonia albicans (IPNI:257761-1) aerial part (BTO:0001658) PubMed (25230512)
Roles Classification
Biological Role:
volatile oil component  Any plant metabolite that is found naturally as a component of a volatile oil.
ChEBI Ontology
Outgoing Relation(s)
(E)-2-epi-β-caryophyllene (CHEBI:68667) has role volatile oil component (CHEBI:27311)
(E)-2-epi-β-caryophyllene (CHEBI:68667) is a ortho-fused bicyclic hydrocarbon (CHEBI:35428)
(E)-2-epi-β-caryophyllene (CHEBI:68667) is a sesquiterpene (CHEBI:35189)
IUPAC Name 
(1R,4E,9R)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
Synonyms  Source
2-epi-(E)-β-caryophylleneKEGG COMPOUND
9-epi-caryophylleneChEBI
9-epi-(E)-caryophylleneChEBI
9-epi-β-caryophylleneChEBI
UniProt Name  Source
(E)-2-epi-β-caryophylleneUniProt
Manual XrefsDatabases
4934651ChemSpider
C20478KEGG COMPOUND
CPD-14799MetaCyc
Registry NumbersSources
Reaxys:2501578Reaxys
Citations