FENCHONE, (-)-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C10H16O
Molecular Weight	152.2334
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

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

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://onlinelibrary.wiley.com/doi/10.1002/ffj.2730070314/abstract | https://www.ncbi.nlm.nih.gov/pubmed/23648403

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

Condition	Modality	Targets	Highest Phase	Product
Wounds 15 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28426256	Curative		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Structure of fenchone by broadband rotational spectroscopy.	2016 Aug 21	27544109
Effects of Foeniculum vulgare essential oil compounds, fenchone and limonene, on experimental wound healing.	2017	28426256

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 Created by `admin` on `Sat Dec 16 00:01:30 UTC 2023` Edited by `admin` on `Sat Dec 16 00:01:30 UTC 2023`
Record UNII	K6G5Y2Y3Q2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FENCHONE, (-)-

Common Name

English

(1R)-FENCHONE

Common Name

English

FEMA NO. 4519

Code

English

(-)-FENCHONE

Common Name

English

L-FENCHONE

Common Name

English

L-(-)-FENCHONE

Common Name

English

2-NORBORNANONE, 1,3,3-TRIMETHYL-, (1R,4S)-(-)-

Systematic Name

English

L-.ALPHA.-FENCHONE

Common Name

English

(1R)-(-)-FENCHONE

Common Name

English

BICYCLO(2.2.1)HEPTAN-2-ONE, 1,3,3-TRIMETHYL-, (1R)-

Systematic Name

English

FENCHONE, L-

Common Name

English

BICYCLO(2.2.1)HEPTAN-2-ONE, 1,3,3-TRIMETHYL-, (1R,4S)-

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

232-107-5