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00580590

(−)-Menthol

primary reference standard

Synonyme(s) :

5-méthyl-2-(1-méthyléthyl)cyclohexanol

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About This Item

Formule empirique (notation de Hill):
C10H20O
Numéro CAS:
2216-51-5
Poids moléculaire :
156.27
Numéro Beilstein :
1902293
Numéro CE :
218-690-9
Numéro MDL:
MFCD00062979
Code UNSPSC :
85151701
ID de substance PubChem :
329747098
Nomenclature NACRES :
NA.24

Qualité

primary reference standard

Durée de conservation

limited shelf life, expiry date on the label

Fabricant/nom de marque

HWI

Chaîne 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

Clé InChI

NOOLISFMXDJSKH-KXUCPTDWSA-N

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Catégories apparentées

Description générale

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference Standard in the analysis of herbal medicinal products

Autres remarques

This compound is commonly found in plants of the genus: mentha

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319

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)

201.2 °F - closed cup

Point d'éclair (°C)

94 °C - closed cup

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Certificats d'analyse (COA)

Lot/Batch Number
HWI00289-5
HWI00289-4
HWI00289-3
HWI00289-2
HWI00289-1

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SAFC

1.05995

(-)-Menthol

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Sigma-Aldrich

63670

(±)-Menthol

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Sigma-Aldrich

8.14113

(-)-Menthol

L-Menthol natural, ≥99%, FCC, FG

Sigma-Aldrich

W266523

L-Menthol

(1R,2S,5R)-(−)-Menthol ReagentPlus®, 99%

Sigma-Aldrich

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(1R,2S,5R)-(−)-Menthol

D-Camphor Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1119

D-Camphor

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
H G Grigoleit et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 12(8), 612-616 (2005-08-27)
The principal pharmacodynamic effect of peppermint oil relevant to the gastrointestinal tract is a dose-related antispasmodic effect on the smooth musculature due to the interference of menthol with the movement of calcium across the cell membrane. The choleretic and antifoaming
Sunil T K Narishetty et al.
Journal of controlled release : official journal of the Controlled Release Society, 102(1), 59-70 (2005-01-18)
The aim of this investigation was to study the effect of 1,8-cineole and L-menthol on phase behavior and molecular organization of Stratum corneum (SC) lipids and permeation of zidovudine (AZT) across human cadaver skin (HCS). Permeation studies were conducted across
H F Stich et al.
Cancer letters, 15(3), 193-202 (1982-03-01)
Saliva of volunteers chewing betel quid, cured betel nut (Areca catechu), betel leaves (Piper betle), a mixture of quid ingredients (dried betel nut flakes, catechu, cardamon, lime, copra and menthol) and Indian tobacco was collected and examined for its genotoxic
Robert J Stein et al.
The Journal of urology, 172(3), 1175-1178 (2004-08-18)
Overactive bladder symptoms due to various etiologies have been successfully treated with capsaicin by desensitization of the temperature sensitive vanilloid receptor TRPV1. Recently another temperature sensitive receptor, TRPM8, activated by menthol and cool temperatures (8C to 28C) was described that
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