(+)-nootkatone (CHEBI:81377)

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ChEBI Name	(+)-nootkatone

ChEBI ID	CHEBI:81377

Definition	A sesquiterpenoid that is 4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one which is substituted by methyl groups at positions 4 and 4a, and by an isopropenyl group at position 6 (the 4R,4aS,6R stereoisomer).

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

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Formula

C15H22O

Net Charge

Average Mass

218.335

Monoisotopic Mass

218.16707

InChI

InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1

InChIKey

WTOYNNBCKUYIKC-JMSVASOKSA-N

SMILES

[C@@]12(C(CC[C@H](C1)C(C)=C)=CC(C[C@H]2C)=O)C

Metabolite of Species	Details
Citrus x paradisi (NCBI:txid37656)	See: PubMed
Cyperus rotundus (NCBI:txid512623)	See: PubMed
Callitropsis nootkatensis (NCBI:txid85954)	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.

Application(s):	fragrance A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. insect repellent An insecticide that acts as a repellent to insects.

ChEBI Ontology
Outgoing	(+)-nootkatone (CHEBI:81377) has role fragrance (CHEBI:48318) (+)-nootkatone (CHEBI:81377) has role insect repellent (CHEBI:71692) (+)-nootkatone (CHEBI:81377) has role plant metabolite (CHEBI:76924) (+)-nootkatone (CHEBI:81377) is a carbobicyclic compound (CHEBI:36785) (+)-nootkatone (CHEBI:81377) is a enone (CHEBI:51689) (+)-nootkatone (CHEBI:81377) is a sesquiterpenoid (CHEBI:26658)

IUPAC Name

(4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one

Last Modified

04 September 2018