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Nootkatone

Nootkatone

General
Systematic name	4-alpha,5-dimethyl-1,2,3,4,4alpha,5,6,7- octahydro-7-keto-3-isopropenylnaphthalene
Other names	(+)-nootkatone
Molecular formula	C₁₅H₂₂O
Molar mass	218.55 g/mol
Appearance	Viscous yellow in its liquid form
CAS number	[4674-50-4]
Properties
Density and phase	? g/cm³, ?
Solubility in water	? g/100 ml (?°C)
Melting point	36°C (309 K)
Boiling point	170°C (443 K)
Acidity (pK_a)	?
Basicity (pK_b)	?
Chiral rotation [α]_D	?°
Viscosity	? cP at ?°C
Structure
Molecular shape	?
Coordination geometry	?
Crystal structure	?
Dipole moment	? D
Hazards
MSDS	External MSDS
Main hazards	?
NFPA 704
Flash point	~ 100°C
R/S statement	R: - S: 23, 24, 25
RTECS number	?
Supplementary data page
Structure and properties	n, ε_r, etc.
Thermodynamic data	Phase behaviour Solid, liquid, gas
Spectral data	UV, IR, NMR, MS
Related compounds
Other anions	?
Other cations	?
Related Terpenes	Valencene
Related compounds	?
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Nootkatone is a natural organic compound and is the most important and expensive aromatic of grapefruit^[1] . It is a sesquiterpene and a ketone.

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Nootkatone is one of the main chemical components of the smell and flavour of grapefruits. In its solid form it is usually found as crystals. As a liquid, it is viscous and yellow. Nootkatone is typically extracted from grapefruit, but can also be manufactured with genetically modified organisms, or through the chemical or biochemical oxidation of valencene.

References

^ Furusawa, Mai; Toshihiro Hashimoto, Yoshiaki Noma, and Yoshinori Asakawa (November 2005). "Highly Efficient Production of Nootkatone, the Grapefruit Aroma from Valencene, by Biotransformation". Chem. Pharm. Bull. 53 (11): 1513-1514.

Category: Terpenes and terpenoids