(1S,4R)-fenchone (CHEBI:165)

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ChEBI Name	(1S,4R)-fenchone

ChEBI ID	CHEBI:165

ChEBI ASCII Name	(1S,4R)-fenchone

Definition	A fenchone that has 1S,4R stereochemistry. A colourless, oily liquid found in fennel oil, it is used in perfumery and as flavour in foods.

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

Submitter	Kristian Axelsen

Secondary ChEBI IDs	CHEBI:63901

Supplier Information

Download	Molfile XML SDF

Formula

C10H16O

Net Charge

Average Mass

152.23340

Monoisotopic Mass

152.12012

InChI

InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m1/s1

InChIKey

LHXDLQBQYFFVNW-XCBNKYQSSA-N

SMILES

CC1(C)[C@@H]2CC[C@@](C)(C2)C1=O

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. (via fenchone )

ChEBI Ontology
Outgoing	(1S,4R)-fenchone (CHEBI:165) is a fenchone (CHEBI:4999) (1S,4R)-fenchone (CHEBI:165) is enantiomer of (1R,4S)-fenchone (CHEBI:36612)

Incoming	(1R,4S)-fenchone (CHEBI:36612) is enantiomer of (1S,4R)-fenchone (CHEBI:165)

IUPAC Name

(1S,4R)-fenchan-2-one

Synonyms	Sources
(+)-2-fenchanone	ChEBI
(+)-fenchan-2-one	ChEBI
(+)-fenchone	ChemIDplus
(1S)-(+)-fenchone	ChEBI
(1S)-fenchone	ChEBI
(1S,4R)-(+)-2-fenchanone	ChEBI
(1S,4R)-(+)-fenchan-2-one	ChEBI
(1S,4R)-(+)-fenchone	ChEBI
(1S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-one	IUPAC
(1S,4R)-2-fenchanone	ChEBI
(1S,4R)-fenchan-2-one	ChEBI
(1S,4R)-fenchone	UniProt
d-fenchone	ChemIDplus

Last Modified

10 March 2012

General Comment
2012-02-15	Needed for the new IUBMB reaction: (−)-endo-fenchol + NAD(P)+ = (+)-fenchone + NAD(P)H + H+. Published in: Croteau, R. and Felton, N.M. Substrate specificity of monoterpenol dehydrogenases from Foeniculum vulgare and Tanacetum vulgare. Phytochemistry 19 (1980) 1343-1347.