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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H18O
Molecular Weight 154.2493
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MENTHONE, (-)-

SMILES

CC(C)[C@@H]1CC[C@@H](C)CC1=O

InChI

InChIKey=NFLGAXVYCFJBMK-BDAKNGLRSA-N
InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H18O
Molecular Weight 154.2493
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://www.takasago.com/cgi-bin/pdf/menthonenatural.pdf https://www.bibra-information.co.uk/downloads/toxicity-profile-for-menthone-and-isomenthone-2000/

Menthone is a naturally occurring organic compound. It is found in oils of peppermint, Japanese mint, pennyroyal, Micromeria abyssinica benth, geranium and other oils. It is widely used as fragrances and flavors in the cosmetic, perfume, drug, and food industries. Menthone is a naturally occurring pesticide. Menthone and isomenthone were mild skin irritants and of low acute dermal toxicity in rabbits. Neither showed any sensitizing potential in volunteer studies with dilute solutions. In rats, menthone demonstrated a moderate to low acute oral toxicity. On repeated oral administration, menthone produced increases in liver, kidney and spleen weights of rats. Mutagenic activity was reported for menthone in the bacterium Salmonella typhimurium (Ames test) and in fruitflies.

Originator

Sources: DOI: 10.1039/CT8813900077

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Phenolic and Volatile Composition of a Dry Spearmint (Mentha spicata L.) Extract.
2016-08-03
Sustainable Chiral Polyamides with High Melting Temperature via Enhanced Anionic Polymerization of a Menthone-Derived Lactam.
2016-05
Comparative Chemical Analysis of Mentha piperita and M. spicata and a Fast Assessment of Commercial Peppermint Teas.
2016-04
In vitro induction of α-pinene, pulegone, menthol, menthone and limonene in cell suspension culture of pennyroyal (Mentha pulegium).
2016-03-20
Anti-Inflammatory Properties of Menthol and Menthone in Schistosoma mansoni Infection.
2016
Patents

Sample Use Guides

15 and 30 mg/kg for 3 weeks
Route of Administration: Oral
The MIC50 of menthone for C. tropicalis was 0.06% and for C. glabrata was 0.12%. This compound was active against those species such as C. glabrata and C. krusei including isolates categorized as susceptible-dose dependent (2 or 5 out of 10 C. glabrata at 24 or 48 h, respectively) and resistant (1 C. krusei) to fluconazole.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:37:30 GMT 2025
Edited
by admin
on Mon Mar 31 18:37:30 GMT 2025
Record UNII
5F709W4OG4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MENTHONE, (-)-
Common Name English
L-MENTHONE
MI  
Preferred Name English
FEMA NO. 2667
Common Name English
(-)-MENTHONE [FCC]
Common Name English
CYCLOHEXANONE, 5-METHYL-2-(1-METHYLETHYL)-, (2S,5R)-
Systematic Name English
(-)-MENTHONE
FCC  
Common Name English
(1R,4S)-(-)-P-MENTHAN-3-ONE
Systematic Name English
1-METHYL-4-ISOPROPYLCYCLOHEXAN-3-ONE
Systematic Name English
(2S,5R)-5-METHYL-2-(PROPAN-2-YL)CYCLOHEXANONE
Systematic Name English
L-MENTHONE [MI]
Common Name English
(2S-TRANS)-5-METHYL-2-(1-METHYLETHYL)CYCLOHEXANONE
Systematic Name English
MENTHONE [FHFI]
Common Name English
MENTHONE, L-
Common Name English
Code System Code Type Description
JECFA MONOGRAPH
428
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
PRIMARY
EVMPD
SUB37984
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
PRIMARY
CAS
14073-97-3
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
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EPA CompTox
DTXSID3044384
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
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ECHA (EC/EINECS)
237-926-1
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
PRIMARY
CHEBI
15410
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
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SMS_ID
100000129268
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
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FDA UNII
5F709W4OG4
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
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MERCK INDEX
m7176
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
PRIMARY Merck Index
PUBCHEM
26447
Created by admin on Mon Mar 31 18:37:30 GMT 2025 , Edited by admin on Mon Mar 31 18:37:30 GMT 2025
PRIMARY