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CHEBI:63190 - (+)-β-caryophyllene

ChEBI IDCHEBI:63190
ChEBI Name(+)-β-caryophyllene
Stars
ASCII Name(+)-beta-caryophyllene
DefinitionA β-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has R configuration while the remaining stereocentre has S configuration. It is the enantiomer of (−)-β-caryophyllene, which occurs much more widely than the (+)-form.
Last Modified5 October 2022
SubmitterGareth Owen
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-IOMPXFEGSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
(+)-β-caryophyllene (CHEBI:63190) has role metabolite (CHEBI:25212)
(+)-β-caryophyllene (CHEBI:63190) is a β-caryophyllene (CHEBI:63191)
(+)-β-caryophyllene (CHEBI:63190) is enantiomer of (−)-β-caryophyllene (CHEBI:10357)
Incoming Relation(s)
(−)-β-caryophyllene (CHEBI:10357) is enantiomer of (+)-β-caryophyllene (CHEBI:63190)
IUPAC Name 
(1S,4E,9R)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene
Synonyms  Source
(+)-caryophylleneChEBI
trans-(1S,9R)-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undec-4-eneChEBI
UniProt Name  Source
(+)-(E)-β-caryophylleneUniProt
Registry NumbersSources
Reaxys:6767547Reaxys
Citations