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CHEBI:63191 - β-caryophyllene

ChEBI IDCHEBI:63191
ChEBI Nameβ-caryophyllene
Stars
ASCII Namebeta-caryophyllene
DefinitionA sesquiterpene with a [7.2.0]-bicyclic structure comprising fused 9- and 4-membered rings, with a trans-ring junction, a trans-double bond between the 4- and 5-positions of the 9-membered ring, a methylidene group at position 9, and methyl groups at positions 3, 11, and 11. The most commonly occurring form is the (1R,9S)-(−)-enantiomer, which is found in many essential oils, particularly clove oil.
Last Modified14 August 2024
SubmitterGareth Owen
DownloadsMolfile
FormulaC15H24
Net Charge0
Average Mass204.357
Monoisotopic Mass204.18780
SMILESC=C1CC/C=C(\C)CCC2C1CC2(C)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+
InChIKeyNPNUFJAVOOONJE-IZZDOVSWSA-N
ChEBI Ontology
Outgoing Relation(s)
β-caryophyllene (CHEBI:63191) is a ortho-fused bicyclic hydrocarbon (CHEBI:35428)
β-caryophyllene (CHEBI:63191) is a sesquiterpene (CHEBI:35189)
Incoming Relation(s)
(+)-β-caryophyllene (CHEBI:63190) is a β-caryophyllene (CHEBI:63191)
(−)-β-caryophyllene (CHEBI:10357) is a β-caryophyllene (CHEBI:63191)
IUPAC Name 
(4E)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
UniProt Name  Source
β-caryophylleneUniProt