CHEBI:137533 - (−)-α-amorphene

ChEBI IDCHEBI:137533
ChEBI Name(−)-α-amorphene
Stars
ASCII Name(-)-alpha-amorphene
DefinitionA 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.
Last Modified22 August 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC15H24
Net Charge0
Average Mass204.357
Monoisotopic Mass204.18780
SMILES[H][C@@]12CCC(C)=C[C@]1([H])[C@H](C(C)C)CC=C2C
InChIInChI=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
InChIKeyQMAYBMKBYCGXDH-SOUVJXGZSA-N
Species of MetaboliteComponentSourceComments
Pelargonium quercetorum (ncbitaxon:158602) cotyledon (BTO:0000300) PubMed (17365684) Obtained from the essential oil
Sabina chinensis (ncbitaxon:50182) leaf (BTO:0000713) PubMed (16830472)
Pinus massoniana (ncbitaxon:88730) amniotic fluid (BTO:0000068) Article (Journal of Xiamen University. Natural science 41, 584-588) Obtained from the essential oil of the needles
Cupressus lusitanica (ncbitaxon:103968) leaf (BTO:0000713) PubMed (16830472)
Kundmannia sicula (ncbitaxon:1094597) aerial part (BTO:0001658) PubMed (18463583) Obtained from the essential oil of the aerial parts
Alseuosmia macrophylla (ncbitaxon:49583) flower (BTO:0000469) DOI (10.1080/10412905.1996.9700590) Obtained from the essential oil of the flowers
Nepeta persica (IPNI:452651-1) root (BTO:0001188) PubMed (20433086) Obtained from the essential oil of the roots
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
(−)-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
UniProt Name  Source
(−)-α-amorpheneUniProt
Manual XrefsDatabases
CPD-8797MetaCyc
Registry NumbersSources
Reaxys:8392869Reaxys
Citations