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M2772

Sigma-Aldrich

Menthol

99%

Synonyme(s) :

2-Isopropyl-5-methylcyclohexanol, Hexahydrothymol

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About This Item

Formule empirique (notation de Hill):
C10H20O
Numéro CAS:
Poids moléculaire :
156.27
Numéro Beilstein :
3194263
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352212
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Pression de vapeur

0.8 mmHg ( 20 °C)

Niveau de qualité

Pureté

99%

Point d'ébullition

216 °C (lit.)

Pf

34-36 °C (lit.)

Densité

0.89 g/mL at 25 °C (lit.)

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Chaîne SMILES 

CC(C)C1CCC(C)CC1O

InChI

1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3

Clé InChI

NOOLISFMXDJSKH-UHFFFAOYSA-N

Informations sur le gène

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Description générale

Menthol (C10H20O) is a terpenoid compound. It is extracted from the plants belonging to Mentha genus in the Lamiaceae family.
Menthol is a cyclic monoterpene alcohol, which is extracted from essential oils of Mentha canadensis and Mentha x piperita. It possesses antimicrobial, anticancer and anti-inflammatory properties. Menthol acts as a transient receptor potential cation channel (TRPM8) agonist. It also exhibits analgesic, antipruritic, anesthetic and cooling effects.

Application

Menthol has been used:
  • to test its antifungal susceptibility
  • to determine its efficacy as an anesthetic in fish
  • to activate transient receptor potential cation channel (TRPM8)
  • as an odorant for measuring sniffing dynamics

Actions biochimiques/physiologiques

Menthol exhibits antifungal action on the membrane permeability and the cell wall consistency, this might leads to cell death or inhibition of the C. albicans filamentation. Therefore, it can be used as a potential therapeutic agent for candidiasis. In addition to antifungal activity, menthol also exhibits anesthetic, antispasmodic, anti-ulcer and antiviral properties. It is considered as a safe compound for animal life. Therefore, Menthol is widely used in pharmaceuticals, cosmetics and food industries.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

204.8 °F

Point d'éclair (°C)

96 °C

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Inhibitory effect of menthol on expression of aspartyl proteinase 1 in fluconazole-resistant Candida albicans
Shahrzad S and Alireza K
Journal of HerbMed Pharmacology, 8(1) (2019)
Inhibitory effect of menthol on expression of aspartyl proteinase 1 in fluconazole-resistant Candida albicans
Shahrzad S and Alireza k
Journal of HerbMed Pharmacology, 8(1) (2019)
Cancer treatment-related neuropathic pain: proof of concept study with menthol?a TRPM8 agonist
Fallon MT, et al
Supportive Care in Cancer : Official Journal of the Multinational Association of Supportive Care in Cancer, 23(9), 2769-2777 (2015)
Spontaneous rapid odor source localization behavior requires interhemispheric communication
Rabell JE, et al.
Current Biology, 27(10), 1542-1548 (2017)

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