Nootkatone

Nootkatone
Names
	IUPAC name 4α,5α-Eremophila-1(10),11-dien-2-one
	Systematic IUPAC name (4R,4aS,6R)-4,4a-Dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one
	Other names (+)-nootkatone
Identifiers
CAS Number	4674-50-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:81377 ;
ChEMBL	ChEMBL446299 ;
ChemSpider	1064812 ;
ECHA InfoCard	100.022.840
KEGG	C17914 ;
PubChem CID	1268142;
UNII	IZ2Y119N4J ;
CompTox Dashboard (EPA)	DTXSID8047050 ;
	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 Key: WTOYNNBCKUYIKC-JMSVASOKSA-N ; InChI=1/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 Key: WTOYNNBCKUYIKC-JMSVASOKBQ;
	SMILES O=C2\C=C1\CC[C@@H](C(=C)C)C[C@@]1(C)[C@H](C)C2;
Properties
Chemical formula	C15H22O
Molar mass	218.340 g·mol−1
Appearance	Clear or white crystals, impure samples appear as a viscous yellow liquid
Density	0.968 g/mL
Melting point	36 °C (97 °F; 309 K)
Boiling point	170 °C (338 °F; 443 K)
Solubility in water	Insoluble in water, very soluble in ethanol, dichloromethane, ethyl acetate, soluble in hexanes
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H317
Precautionary statements	P280
Flash point	~ 100 °C (212 °F; 373 K)
Related compounds
Related terpenes	Valencene
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Nootkatone is an organic compound, a sesquiterpenoid, which means that it is a C15 derivative that also contains an oxygen-containing functional group (a ketone). It is the most valuable aroma compound of grapefruit. Nootkatone was originally isolated from the wood of the Alaskan yellow cedar, Cupressus nootkatensis. The species name, nootkatensis, is derived from the language of the Nuu-Chah-Nulth people of Canada (formerly referred to as the Nootka people).