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CHEBI:15410 - (−)-menthone

Default Structure
ChEBI IDCHEBI:15410
ChEBI Name(−)-menthone
Stars
ASCII Name(-)-menthone
DefinitionA menthone that is cyclohexanone substituted by a methyl and an isopropyl group at positions 5 and 2 respectively (the 2S,5R-stereoisomer).
Secondary ChEBI IDsCHEBI:102, CHEBI:10780, CHEBI:18494
Last Modified21 September 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC10H18O
Net Charge0
Average Mass154.253
Monoisotopic Mass154.13577
SMILESCC(C)[C@@H]1CC[C@@H](C)CC1=O
InChIInChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1
InChIKeyNFLGAXVYCFJBMK-BDAKNGLRSA-N
Roles Classification
Biological Roles:
volatile oil component  Any plant metabolite that is found naturally as a component of a volatile oil.
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)
(−)-menthone (CHEBI:15410) is a menthone (CHEBI:36503)
(−)-menthone (CHEBI:15410) is enantiomer of (+)-menthone (CHEBI:31)
Incoming Relation(s)
(+)-menthone (CHEBI:31) is enantiomer of (−)-menthone (CHEBI:15410)
IUPAC Name 
(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexanone
Synonyms  Source
(1R,4S)-p-menthan-3-oneIUPAC
(2S,5R)-2-isopropyl-5-methylcyclohexanoneIUPAC
(2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanoneChemIDplus
(2S-trans)-5-methyl-2-(1-methylethyl)cyclohexanoneChemIDplus
l-menthoneChemIDplus
l-MenthoneKEGG COMPOUND
UniProt Name  Source
(1R,4S)-menthoneUniProt
Manual XrefsDatabases
C00000811KNApSAcK
C00843KEGG COMPOUND
LMPR0102090004LIPID MAPS
Registry NumbersSources
Beilstein:2041368Beilstein
Beilstein:3648743Beilstein
Beilstein:3648744Beilstein
CAS:14073-97-3KEGG COMPOUND
CAS:14073-97-3ChemIDplus