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CHEBI:9577 - (−)-α-thujone

ChEBI IDCHEBI:9577
ChEBI Name(−)-α-thujone
Stars
ASCII Name(-)-alpha-thujone
DefinitionThe (1S,4R,5R)-stereoisomer of α-thujone.
Last Modified28 July 2014
DownloadsMolfile
FormulaC10H16O
Net Charge0
Average Mass152.237
Monoisotopic Mass152.12012
SMILES[H][C@]12C[C@@]1(C(C)C)CC(=O)[C@@H]2C
InChIInChI=1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8-,10+/m1/s1
InChIKeyUSMNOWBWPHYOEA-MRTMQBJTSA-N
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
(−)-α-thujone (CHEBI:9577) is a α-thujone (CHEBI:50042)
(−)-α-thujone (CHEBI:9577) is enantiomer of (+)-α-thujone (CHEBI:50043)
Incoming Relation(s)
(+)-α-thujone (CHEBI:50043) is enantiomer of (−)-α-thujone (CHEBI:9577)
IUPAC Names 
(1S,4R,5R)-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-one
(1S,4R,5R)-thujan-3-one
Synonyms  Source
ThujoneKEGG COMPOUND
(1S,4R,5R)-1-isopropyl-4-methylbicyclo[3.1.0]hexan-3-oneIUPAC
(1S,4R,5R)-(−)-3-thujanoneNIST Chemistry WebBook
[1S-(1α,4α,5α)]-4-methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-oneNIST Chemistry WebBook
ThujonChemIDplus
(−)-3-thujanoneNIST Chemistry WebBook
Manual XrefsDatabases
C09906KEGG COMPOUND
LMPR0102120019LIPID MAPS
CPD-14067MetaCyc
C00000804KNApSAcK
C00003064KNApSAcK
Registry NumbersSources
Reaxys:4660369Reaxys
CAS:546-80-5KEGG COMPOUND
CAS:546-80-5NIST Chemistry WebBook
CAS:546-80-5ChemIDplus
Citations