(-)-menthone is a menthone that is cyclohexanone substituted by a methyl and an isopropyl group at positions 5 and 2 respectively (the 2S,5R-stereoisomer).
Definition
(-)-menthone is a menthone that is cyclohexanone substituted by a methyl and an isopropyl group at positions 5 and 2 respectively (the 2S,5R-stereoisomer). It is an enantiomer of a (+)-menthone.
Source: PubChem
US FDA substance register · UNII 9NH5J4V8FN · registered name MENTHONE, (±)- · mixture
Cosmetic roles
Safety & regulatory references
Other restriction: ban substances that deplete the ozone layer
Source: EU CosIng ingredient list
More data — names, identifiers, properties, test records, literature
Official labels & definitions
JCIA labelling name メントン: 本品は、次の化学式で表される有機化合物である。
Source: JCIA labelling names (Japan)
Names & identifiers
- CAS No.chemical registry number
- 491-07-6
- CAS No.chemical registry number
- 89-80-5
- EC No.EU chemical inventory number
- 201-941-1
- DTXSIDUS EPA chemical ID
- DTXSID2044478
- DTXCIDUS EPA compound ID
- DTXCID201770739
- IUPAC
- (2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexan-1-one
- Molecular formula
- C10H18O
- Molecular weight
- 154.253 g/mol
Measured properties
- Appearance
- Liquid · Colorless liquid with a mild odor of peppermint, [Hawley]
- Odour
- Slight peppermint odor · CHARACTERISTIC ODOR SIMILAR TO MENTHOL
- Boiling point
- 210 °C · 207.00 to 210.00 °C. @ 760.00 mm Hg
- Melting point
- -6 °C
- Solubility
- Slightly sol in water, sol in org solvents /L-form/ · SOL IN ALC, ETHER, ACETONE, ACETIC ACID, ALL PROP IN BENZENE, SLIGHTLY SOL IN WATER /D & DL-FORMS/
- Density
- 0.888-0.895
Values measured on the substance itself, not a specification for a commercial raw material.
Source: PubChem
What products actually use it for
What the 48 products reported to the US EPA with this ingredient use it for. Products outside cosmetics are included, so the top few rows are its main uses.
- Fragrance45
- Flavouring and nutrient3
Source: US EPA CompTox dashboard
Irritation and sensitisation studies
3 skin studies and 1 eye studies are on record.
The studies disagree (the most common conclusion covers 20%), so they do not establish that this ingredient is irritating. These tests are on the raw material itself; irritation at the amount in a finished product is a different question.
See all 4 studies
- Not likely to be sensitizing
skin sensitisation · Screening · according to other guideline: as mentioned below - Studies Indicate No Significant Irritation
skin irritation: in vivo · Screening · other guideline: as mentioned below according to - Moderate or Mild Irritation
skin irritation: in vivo · Screening · other guideline: as mentioned below according to - Studies Indicate No Significant Irritation
eye irritation: in vivo · Screening · other guideline: as mentioned below according to
Source: US EPA CompTox dashboard
Related literature
- Peppermint essential oil: its phytochemistry, biological activity, pharmacological effect and application. · 2022
- QUANTITY AND QUALITY YIELD OF ESSENTIAL OIL FROM Mentha × piperita L. UNDER FOLIAR-APPLIED CHITOSAN AND INOCULA-TION OF ARBUSCULAR MYCORRHIZAL FUNGI · 2021
- Menthol, Balance of Menthol/Menthone, and Essential Oil Contents of Mentha × Piperita L. under Foliar-Applied Chitosan and Inoculation of Arbuscular Mycorrhizal Fungi · 2020
- Effect of Different Skin Penetration Promoters in Halobetasol Propionate Permeation and Retention in Human Skin · 2017
- The application of anethole, menthone, and eugenol in transdermal penetration of valsartan: Enhancement and mechanistic investigation · 2016
Linked databases 16
- Australian Industrial Chemicals Inventory (AICIS)
- ChEBI
- ChEMBL
- EU CosIng ingredient list 2
- JCIA labelling names (Japan)
- Korea Cosmetic Association ingredient dictionary
- MFDS (Korea) cosmetic ingredient register 2
- NIST Chemistry WebBook
- PubChem 2
- Tlooto literature search 2 3 4 5
- US EPA CompTox dashboard 2
- US EPA DSSTox chemical database
- US FDA substance registration (GSRS)
- US FDA Unique Ingredient Identifier (UNII)
- Wikidata
- Wikipedia · Korean · English · Japanese · Chinese