(-)-Fenchone

Modify Date: 2025-08-23 01:12:47

(-)-Fenchone Structure
(-)-Fenchone structure
 Common Name (-)-Fenchone
CAS Number 7787-20-4 Molecular Weight 152.233
Density 1.0±0.1 g/cm3 Boiling Point 193.5±0.0 °C at 760 mmHg
Molecular Formula C10H16O Melting Point 5ºC
MSDS Chinese USA Flash Point 52.8±0.0 °C
Symbol GHS02
GHS02		 Signal Word Warning

 Use of (-)-Fenchone


(-)-Fenchone, a bicyclic monoterpene, is widely distributed in plants and found in essential oils from Thuja occidentalis. (-)-Fenchone is oxidized to 6-endo-hydroxyfenchone, 6-exo-hydroxyfenchone and 10-hydroxyfenchone derivatives by CYP2A6 and CYP2B6 in human liver microsomes with CYP2A6 playing a more important role than CYP2B6[1].

 Names

Name (1R,4S)-fenchone
Synonym More Synonyms

 (-)-Fenchone Biological Activity

Description (-)-Fenchone, a bicyclic monoterpene, is widely distributed in plants and found in essential oils from Thuja occidentalis. (-)-Fenchone is oxidized to 6-endo-hydroxyfenchone, 6-exo-hydroxyfenchone and 10-hydroxyfenchone derivatives by CYP2A6 and CYP2B6 in human liver microsomes with CYP2A6 playing a more important role than CYP2B6[1].
Related Catalog
References

[1]. Miyazawa M, et al. Metabolism of (-)-fenchone by CYP2A6 and CYP2B6 in human liver microsomes. Xenobiotica. 2007;37(2):194-204.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 193.5±0.0 °C at 760 mmHg
Melting Point 5ºC
Molecular Formula C10H16O
Molecular Weight 152.233
Flash Point 52.8±0.0 °C
Exact Mass 152.120117
PSA 17.07000
LogP 2.13
Vapour Pressure 0.5±0.3 mmHg at 25°C
Index of Refraction 1.485
InChIKey LHXDLQBQYFFVNW-OIBJUYFYSA-N
SMILES CC12CCC(C1)C(C)(C)C2=O
Storage condition Flammables area

 Safety Information

Symbol GHS02
GHS02
Signal Word Warning
Hazard Statements H226
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Risk Phrases R10
Safety Phrases S16
RIDADR UN 1224 3/PG 3
WGK Germany 3
RTECS RB7875000
Packaging Group III
Hazard Class 3.0

 Articles25

More Articles
[Chemical composition of essential oil obtained from Romanian fennel fruits].

Rev. Med. Chir. Soc. Med. Nat. Iasi. 115(2) , 590-4, (2011)

For therapeutical purposes, fennel (Foeniculum vulgare Mill.), an important aromatic plant, is used for its expectorant, antispasmodic, carminative and diuretic properties. The chemical composition, e...

Biosynthesis of monoterpenes: conversion of the acyclic precursors geranyl pyrophosphate and neryl pyrophosphate to the rearranged monoterpenes fenchol and fenchone by a soluble enzyme preparation from fennel (Foeniculum vulgare).

Arch. Biochem. Biophys. 200(2) , 524-33, (1980)

Kinetics and mechanisms of the tropospheric reactions of menthol, borneol, fenchol, camphor, and fenchone with hydroxyl radicals (OH) and chlorine atoms (Cl).

J. Phys. Chem. A 116(16) , 4097-107, (2012)

Relative kinetic techniques have been used to measure the rate coefficients for the reactions of oxygenated terpenes (menthol, borneol, fenchol, camphor, and fenchone) and cyclohexanol with hydroxyl r...

 Synonyms

(1R,4S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
EINECS 232-107-5
MFCD00151104
(1R)-(-)-Fenchone
2-Norbornanone, 1,3,3-trimethyl-, (1R,4S)-(+)-
(-)-1,3,3-Trimethyl-2-norbornanone
Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1R,4S)-
(+)-FENCHONE
(1R,4S)-fenchone
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