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fenchone

Structure via PubChem · Public domain (PubChem)

EntityQ414784· pop 17· linked from 37 articles

Fenchone is an organic compound classified as a monoterpenoid and a ketone. It is a colorless oily liquid. It has a structure and an odor similar to those of camphor. Fenchone is a constituent of absinthe and the essential oil of fennel. Fenchone is used as a flavor in foods and in perfumery.

Chemical data

Formula
C10H16O
Molecular weight
152.23 g/mol
IUPAC name
1,3,3-trimethylbicyclo[2.2.1]heptan-2-one
SMILES
CC1(C2CCC(C2)(C1=O)C)C
InChIKey
LHXDLQBQYFFVNW-UHFFFAOYSA-N
XLogP
2.3
Polar surface area
17.1 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
hydrogen
Mass
152.120115
Show 5 more facts
found in taxon
Myrtaceae
chemical formula
C₁₀H₁₆O
Commons category
Fenchone
canonical SMILES
CC1(C2CCC(C2)(C1=O)C)C
has characteristic
bitterness
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

1 sections
Contents
  • References

Fenchone is an organic compound classified as a monoterpenoid and a ketone. It is a colorless oily liquid. It has a structure and an odor similar to those of camphor. Fenchone is a constituent of absinthe and the essential oil of fennel. Fenchone is used as a flavor in foods and in perfumery.

Other names for fenchone include dl-fenchone and (±)-fenchone. It is a mixture of the enantiomers d-fenchone and l-fenchone. Other names for d-fenchone include (+)-fenchone and (1S,4R)-fenchone. Other names for l-fenchone include (−)-fenchone and (1R,4S)-fenchone. The d-fenchone enantiomer occurs in pure form in wild, bitter and sweet fennel plants and seeds, whereas the l-fenchone enantiomer occurs in pure form in wormwood, tansy, and cedarleaf.

Excerpted from Wikipedia’s “fenchone” article, available under the CC BY-SA 4.0 licence.