paeonilactinone (CHEBI:132796)

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ChEBI Name	paeonilactinone

ChEBI ID	CHEBI:132796

Definition	A 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.

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

Submitter	qingping liu

Supplier Information

Download	Molfile XML SDF

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Formula

C10H16O2

Net Charge

Average Mass

168.233

Monoisotopic Mass

168.11503

InChI

InChI=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

InChIKey

ZRBRUAVSMJRQMW-PRJMDXOYSA-N

SMILES

CC1(C)[C@]2([C@](CC([C@@]1(C2)[H])=O)(CO)[H])[H]

Metabolite of Species	Details
Paeonia lactiflora (NCBI:txid35924)	Found in root (BTO:0001188). See: PubMed

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.

ChEBI Ontology
Outgoing	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

Last Modified

21 July 2016