(-)-alpha-amorphene (CHEBI:137533)

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ChEBI Name	(−)-α-amorphene

ChEBI ID	CHEBI:137533

ChEBI ASCII Name	(-)-alpha-amorphene

Definition	A member of the cadinene family of sesquiterpenes having a 4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene skeleton with 1S,4aR,8aS-stereochemistry. It is isolated from the essential oils of several plant species.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C15H24

Net Charge

Average Mass

204.352

Monoisotopic Mass

204.18780

InChI

InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h6,9-10,13-15H,5,7-8H2,1-4H3/t13-,14-,15+/m0/s1

InChIKey

QMAYBMKBYCGXDH-SOUVJXGZSA-N

SMILES

C1CC(=C[C@]2([C@@]1(C(=CC[C@H]2C(C)C)C)[H])[H])C

Metabolite of Species	Details
Nepeta persica (IPNI:452651-1)	Found in root (BTO:0001188). Obtained from the essential oil of the roots See: PubMed
Cupressus lusitanica (NCBI:txid103968)	Found in leaf (BTO:0000713). See: PubMed
Kundmannia sicula (NCBI:txid1094597)	Found in aerial part (BTO:0001658). Obtained from the essential oil of the aerial parts See: PubMed
Pelargonium quercetorum (NCBI:txid158602)	Found in cotyledon (BTO:0000300). Obtained from the essential oil See: PubMed
Alseuosmia macrophylla (NCBI:txid49583)	Found in flower (BTO:0000469). Obtained from the essential oil of the flowers See: DOI
Sabina chinensis (NCBI:txid50182)	Found in leaf (BTO:0000713). See: PubMed
Pinus massoniana (NCBI:txid88730)	Found in amniotic fluid (BTO:0000068). Obtained from the essential oil of the needles See: Journal of Xiamen University. Natural science 41, 584-588

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. volatile oil component Any plant metabolite that is found naturally as a component of a volatile oil. (via cadinene )

ChEBI Ontology
Outgoing	(−)-α-amorphene (CHEBI:137533) has role plant metabolite (CHEBI:76924) (−)-α-amorphene (CHEBI:137533) is a cadinene (CHEBI:22976) (−)-α-amorphene (CHEBI:137533) is a polycyclic olefin (CHEBI:35714)

IUPAC Name

(1S,4aR,8aS)-4,7-dimethyl-1-(propan-2-yl)-1,2,4a,5,6,8a-hexahydronaphthalene

Synonym	Source
(−)-α-amorphene	UniProt

Registry Number	Type	Source
8392869	Reaxys Registry Number	Reaxys

Last Modified

22 August 2017