(R)-(+)-verbenone (CHEBI:9955)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	(R)-(+)-verbenone

ChEBI ID	CHEBI:9955

ChEBI ASCII Name	(R)-(+)-verbenone

Definition	A 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one in which both chiral centres have R configuration. It is a component of Spanish verbena oil, from Verbena triphylla.

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

Supplier Information

Download	Molfile XML SDF

Wikipedia	License

Read full article at Wikipedia

Formula

C10H14O

Net Charge

Average Mass

150.21760

Monoisotopic Mass

150.10447

InChI

InChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m1/s1

InChIKey

DCSCXTJOXBUFGB-SFYZADRCSA-N

SMILES

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

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	(R)-(+)-verbenone (CHEBI:9955) has role plant metabolite (CHEBI:76924) (R)-(+)-verbenone (CHEBI:9955) is a 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one (CHEBI:78315) (R)-(+)-verbenone (CHEBI:9955) is a terpenoid (CHEBI:26873) (R)-(+)-verbenone (CHEBI:9955) is enantiomer of (S)-(−)-verbenone (CHEBI:78316)

Incoming	(S)-(−)-verbenone (CHEBI:78316) is enantiomer of (R)-(+)-verbenone (CHEBI:9955)

IUPAC Name

(1R,5R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one

Synonyms	Sources
(+)-verbenone	ChEBI
(1R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one	NIST Chemistry WebBook
(1R,5R)-(+)-2-pinen-4-one	ChEBI
(1R,5R)-(+)-pin-2-en-4-one	ChEBI
(1R,5R)-2-pinen-4-one	ChEBI
(1R,5R)-pin-2-en-4-one	ChEBI
(1R-cis)-4,6,6-trimethylbicyclo(3.1.1)hept-3-en-2-one	ChemIDplus
d-verbenone	ChemIDplus
Verbenone	KEGG COMPOUND

Citation	Type	Source
24339334	PubMed citation	Europe PMC

Last Modified

23 April 2014