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63680

Sigma-Aldrich

Menthone

mixture of isomers, ≥97.0% (GC)

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Synonym(s):
2-Isopropyl-5-methylcyclohexanone
Empirical Formula (Hill Notation):
C10H18O
CAS Number:
Molecular Weight:
154.25
Beilstein:
774527
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (GC)

bp

85-88 °C/12 mmHg (lit.)

density

0.896 g/mL at 20 °C (lit.)

SMILES string

CC(C)C1CCC(C)CC1=O

InChI

1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3

InChI key

NFLGAXVYCFJBMK-UHFFFAOYSA-N

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General description

Menthone is a cyclic oxygenated terpene and its antioxidant potential has been evaluated. It is one of the key active component of Danshu capsule (DSC), a medicinal compound in traditional Chinese medicine.

Application

Menthone has been used in the following studies:
  • To prepare the model flavor mix in a study to investigate the release of various aroma compounds in xanthan-thickened food model systems having different viscosities.
  • As standard in the quantification of volatile constituents and odour-activity value (OAV) in ′Marion′ and ′Black Diamond′.
  • Modified semisolid agar antifungal susceptibility method (SAAS) to investigate the anti-fungal activities of various cyclic terpenes against Fusarium verticillioides MRC 826.

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Resp. Sens. 1

WGK

WGK 1

Flash Point(F)

156.2 °F

Flash Point(C)

69 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Liza G Riachi et al.
Food chemistry, 176, 72-81 (2015-01-28)
This review discusses the relationship between the chemical composition and antioxidant property of peppermint tisane and essential oil. Phenolic acids (e.g. rosmarinic and caffeic acids), flavones (e.g. luteolin derivatives) and flavanones (e.g. eriocitrin derivatives) are possibly the major infusion antioxidants.
Du X, et al.
Food Chemistry, 119(3), 1127-1134 (2010)
J S Dambolena et al.
Toxicon : official journal of the International Society on Toxinology, 51(1), 37-44 (2007-11-27)
The minimum inhibitory concentration (MIC) of cyclic terpenes (limonene, menthol, menthone and thymol) against Fusarium verticillioides MRC 826 was assessed by using the semisolid agar antifungal susceptibility (SAAS) technique. Limonene, menthol, menthone and thymol were evaluated at final concentrations of
Egle Bylaite et al.
Journal of agricultural and food chemistry, 53(9), 3577-3583 (2005-04-28)
The influence of xanthan concentration (0, 0.02, 0.1, 0.4, and 0.8% w/w) and bulk viscosity on the release of 20 aroma compounds of different chemical classes (5 aldehydes, 4 esters, 5 ketones, 3 alcohols, and 3 terpenes) was evaluated in
Guanying Hu et al.
International immunopharmacology, 24(2), 191-197 (2014-12-17)
Danshu capsule (DSC) is a medicinal compound in traditional Chinese medicine (TCM). It is commonly used for the treatment of acute & chronic cholecystitis as well as choleithiasis. To study its choleretic effect, healthy rats were randomly divided into DSC

Articles

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

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