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Key Documents

W266590

Sigma-Aldrich

L-Menthol

≥99%, FCC, FG

Sinônimo(s):

(1R,2S,5R)-(−)-Menthol, (−)-Menthol, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol, 5-Methyl-2-(1-methylethyl)cyclohexanol

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About This Item

Fórmula empírica (Notação de Hill):
C10H20O
Número CAS:
Peso molecular:
156.27
Número FEMA:
2665
Beilstein:
1902293
Número CE:
Conselho da Europa nº:
65c
Número MDL:
Código UNSPSC:
12164502
ID de substância PubChem:
Número de Flavis:
02.015
NACRES:
NA.21

fonte biológica

synthetic

Nível de qualidade

grau

FG
Kosher

conformidade reg.

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 172.515

pressão de vapor

0.8 mmHg ( 20 °C)

Ensaio

≥99%

atividade óptica

[α]22/D −49°, c = 10 in 95% ethanol

pb

212 °C (lit.)

pf

41-45 °C (lit.)

densidade

0.89 g/mL at 25 °C (lit.)

aplicação(ões)

flavors and fragrances

Documentação

see Safety & Documentation for available documents

alérgeno alimentar

no known allergens

Organoléptico

cooling; minty; camphoraceous

cadeia de caracteres SMILES

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

InChI

1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1

chave InChI

NOOLISFMXDJSKH-KXUCPTDWSA-N

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Descrição geral

Natural occurrence: Mentha species.
L-Menthol is the principal component of peppermint oil. It is widely used in confectionaries cosmetics and toothpaste for its characteristic peppermint flavor and cooling effect.

Aplicação


  • Chemical Characterization of Terpene-Based Hydrophobic Eutectic Solvents and Their Application for Pb(II) Complexation during Solvent Extraction Procedure.: Explores the use of l-menthol-based hydrophobic eutectic solvents for efficient heavy metal extraction, highlighting its potential in environmental clean-up and recovery of valuable metals from waste streams (Suljkanović et al., 2024).

  • Eco-Friendly Production of Boron Nitride Nanosheets via Deep Eutectic Solvents and Their Application in Enhancing Thermal Conductivity of PVDF Composites.: Investigates l-menthol′s role in synthesizing boron nitride nanosheets using green chemistry approaches, enhancing the material properties of composites used in electronics and engineering applications (Sang et al., 2024).

  • Supramolecular Structure of the β-Cyclodextrin Metal-Organic Framework Optimizes Iodine Stability and Its Co-delivery with l-Menthol for Antibacterial Applications.: Demonstrates the novel use of l-menthol in conjunction with metal-organic frameworks for developing advanced antibacterial delivery systems, offering enhanced stability and efficacy in medical and health care products (Zhao et al., 2024).

  • Acid-based deep eutectic solvents followed by GFAAS for the speciation of As(III), As(V), total inorganic arsenic and total arsenic in rice samples.: Utilizes l-menthol in innovative solvent systems for arsenic speciation, contributing to safer food production and effective monitoring of contaminants in agricultural products (Fattahi et al., 2024).

Ações bioquímicas/fisiológicas

Taste at 25 ppm

Outras notas

The substance W266590 has no REACH registration because the only supported use is the use in medicinal products for human or veterinary use or in food or feedingstuffs according to article 2 of the REACH Regulation (EC) No 1907/2006.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

201.2 °F - closed cup

Ponto de fulgor (°C)

94 °C - closed cup

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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SAFC

1.05995

(-)-Menthol

Levomenthol British Pharmacopoeia (BP) Reference Standard

BP772

Levomenthol

(−)-Menthol primary reference standard

00580590

(−)-Menthol

Menthol European Pharmacopoeia (EP) Reference Standard

M0350000

Menthol

Optimized synthesis of lipase-catalyzed l-menthyl butyrate by Candia rugosa lipase.
Shih L, et al.
Food Chemistry, 100(3), 1223-1228 (2007)
Thomas Voets et al.
Nature chemical biology, 3(3), 174-182 (2007-02-13)
TRPM8, a member of the transient receptor potential (TRP) channel superfamily, is expressed in thermosensitive neurons, in which it functions as a cold and menthol sensor. TRPM8 and most other temperature-sensitive TRP channels (thermoTRPs) are voltage gated; temperature and ligands
Anne-Mette Haahr et al.
Physiology & behavior, 82(2-3), 531-540 (2004-07-28)
During chewing, the oral cavity functions like a bellow, forcing volatile flavour compounds into the exhaling air to the nasal compartment. Accordingly, we hypothesised that flavour release from chewing gum is predominantly governed by chewing frequency (CF), although other oral
Tibor Rohács et al.
Nature neuroscience, 8(5), 626-634 (2005-04-27)
The subjective feeling of cold is mediated by the activation of TRPM8 channels in thermoreceptive neurons by cold or by cooling agents such as menthol. Here, we demonstrate a central role for phosphatidylinositol 4,5-bisphosphate (PI(4,5)P(2)) in the activation of recombinant
A Gelal et al.
Clinical pharmacology and therapeutics, 66(2), 128-135 (1999-08-25)
Menthol is widely used in a variety of commercial products and foods, but its clinical pharmacology is not well studied. To determine the disposition kinetics and to examine subjective and cardiovascular effects of menthol, we conducted a crossover placebo-controlled study

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