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Details

Stereochemistry RACEMIC
Molecular Formula C10H16O
Molecular Weight 152.2338
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

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

SMILES

CC1(C)[C@@]2([H])CC[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 152.2338
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
PubMed

PubMed

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

Sample Use Guides

Fenchone ((-)-form) was applied topically to the wounds once daily, for 10 days.
Route of Administration: Topical
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 Jun 26 08:58:51 UTC 2021
Edited
by admin
on Sat Jun 26 08:58:51 UTC 2021
Record UNII
4Q6W8568TG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FENCHONE, (+/-)-
Common Name English
2-NORBORNANONE, 1,3,3-TRIMETHYL-
Systematic Name English
1,3,3-TRIMETHYLNORCAMPHOR
Common Name English
(+/-)-FENCHONE
Common Name English
3,3-DIMETHYL-8,9-DINORBORNAN-2-ONE
Common Name English
FENCHON
Common Name English
1,3,3-TRIMETHYL-2-NORBORNANONE
Systematic Name English
DL-FENCHONE
Common Name English
1,3,3-TRIMETHYLBICYCLO(2.2.1)HEPTAN-2-ONE
Systematic Name English
1,3,3-TRIMETHYL-2-NORCAMPHANONE
Systematic Name English
BICYCLO(2.2.1)HEPTAN-2-ONE, 1,3,3-TRIMETHYL-
Systematic Name English
NSC-122687
Code English
NSC-8896
Code English
Code System Code Type Description
FDA UNII
4Q6W8568TG
Created by admin on Sat Jun 26 08:58:51 UTC 2021 , Edited by admin on Sat Jun 26 08:58:51 UTC 2021
PRIMARY
ECHA (EC/EINECS)
214-804-6
Created by admin on Sat Jun 26 08:58:51 UTC 2021 , Edited by admin on Sat Jun 26 08:58:51 UTC 2021
PRIMARY
CAS
1195-79-5
Created by admin on Sat Jun 26 08:58:51 UTC 2021 , Edited by admin on Sat Jun 26 08:58:51 UTC 2021
PRIMARY
EPA CompTox
1195-79-5
Created by admin on Sat Jun 26 08:58:51 UTC 2021 , Edited by admin on Sat Jun 26 08:58:51 UTC 2021
PRIMARY
WIKIPEDIA
Fenchone
Created by admin on Sat Jun 26 08:58:51 UTC 2021 , Edited by admin on Sat Jun 26 08:58:51 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Monoterpene Class
PARENT -> CONSTITUENT ALWAYS PRESENT