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Details

Stereochemistry RACEMIC
Molecular Formula C10H16O
Molecular Weight 152.2334
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENCHONE, (±)-

SMILES

CC1(C)[C@H]2CC[C@](C)(C2)C1=O

InChI

InChIKey=LHXDLQBQYFFVNW-OIBJUYFYSA-N
InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H16O
Molecular Weight 152.2334
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Fenchone is a monoterpene found in nature. The two enantiomers of fenchone occur in a number of essential oils. (+)-Fenchone was reported to exist in fennel seed oil (Foeniculum vulgare Mill.) and in the oil of Lavandula stoechas, whereas (-)-fenchone is a constituent of the oil of cedar leaf (Thuja occidentalis). (-)-Fenchone is used in wound healing. (+)-Fenchone is used as a food flavor and in parfumes.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Fenchone ((-)-form) was applied topically to the wounds once daily, for 10 days.
Route of Administration: Topical
In Vitro Use Guide
Antimicrobial activity of the essential oil of Tetradenia riparia (contains 6.2% of fenchone) was tested against cariogenic bacteris. Tetradenia riparia essential oil displayed MIC values between 31.2 and 500 ug/mL, with the lowest MIC value being obtained against Streptococcus mitis (31.2 ug/mL), S. mutans (62.5 ug/mL), S. sobrinus (31.2 ug/mL), and Lactobacillus casei (62.5 ug/mL).
Substance Class Chemical
Record UNII
4Q6W8568TG
Record Status Validated (UNII)
Record Version