All Photos(3)

M2772

Sigma-Aldrich

Menthol

99%

Synonym(s):
2-Isopropyl-5-methylcyclohexanol, Hexahydrothymol
Empirical Formula (Hill Notation):
C10H20O
CAS Number:
Molecular Weight:
156.27
Beilstein:
3194263
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

vapor pressure

0.8 mmHg ( 20 °C)

assay

99%

bp

216 °C (lit.)

mp

34-36 °C (lit.)

density

0.89 g/mL at 25 °C (lit.)

SMILES string

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

InChI key

NOOLISFMXDJSKH-UHFFFAOYSA-N

Gene Information

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General description

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.
Menthol (C10H20O) is a terpenoid compound. It is extracted from the plants belonging to Mentha genus in the Lamiaceae family.

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

Packaging

5, 100, 500 g in poly bottle

Biochem/physiol Actions

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 1

Flash Point F

204.8 °F

Flash Point C

96 °C

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Spontaneous rapid odor source localization behavior requires interhemispheric communication
Rabell JE, et al.
Current Biology, 27(10), 1542-1548 (2017)
Efficacy of Benzocaine, Eugenol, and Menthol as Anesthetics for Freshwater Angelfish
Romaneli RD et al.
Journal of Aquatic Animal Health, 30(3), 210-216 (2018)
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)
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)

Protocols

GC Analysis of Peppermint Essential Oil on SLB®-IL59

Cymene; 4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran; Linalool; Menthol; Menthone; Menthyl acetate; Germacrene D; Bicyclogermacrene; Thymol

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Essential Oil on SLB®-5ms

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GC Analysis of Spearmint Essential Oil on SLB®-IL59

-Cymene; Linalool; Menthol; α-Terpineol; Menthyl acetate

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