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CHEBI:132796 - paeonilactinone

ChEBI IDCHEBI:132796
ChEBI Namepaeonilactinone
Stars
DefinitionA cyclic monoterpene ketone that is bicyclo[3.1.1]heptan-2-one which is substituted at positions 4, 6, and 6 by hydroxymethyl, methyl, and methyl groups (the 1R,4S,5R stereoisomer). It has been found in Japanese Paeoniae Radix, which has been used in various Chinese medicinal preparations as an anodyne, sedative, antispasmodic, and astringent.
Last Modified21 July 2016
Submitterliuqingping
DownloadsMolfile
FormulaC10H16O2
Net Charge0
Average Mass168.236
Monoisotopic Mass168.11503
SMILES[H][C@]1(CO)CC(=O)[C@]2([H])C[C@@]1([H])C2(C)C
InChIInChI=1S/C10H16O2/c1-10(2)7-4-8(10)9(12)3-6(7)5-11/h6-8,11H,3-5H2,1-2H3/t6-,7-,8+/m1/s1
InChIKeyZRBRUAVSMJRQMW-PRJMDXOYSA-N
Species of MetaboliteComponentSourceComments
Paeonia lactiflora (ncbitaxon:35924) root (BTO:0001188) PubMed (27313650)
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)
paeonilactinone (CHEBI:132796) has role plant metabolite (CHEBI:76924)
paeonilactinone (CHEBI:132796) is a carbobicyclic compound (CHEBI:36785)
paeonilactinone (CHEBI:132796) is a cyclic monoterpene ketone (CHEBI:23446)
paeonilactinone (CHEBI:132796) is a monoterpenoid (CHEBI:25409)
paeonilactinone (CHEBI:132796) is a primary alcohol (CHEBI:15734)
IUPAC Name 
(1R,4S,5R)-4-(hydroxymethyl)-6,6-dimethylbicyclo[3.1.1]heptan-2-one
Manual XrefsDatabases
68588302PubChem Compound
Citations