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

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 GMT 2023` Edited by `admin` on `Sat Dec 16 00:01:30 GMT 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