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00580590

(−)-Menthol

primary reference standard

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C10H20O
CAS-Nummer:
2216-51-5
Molekulargewicht:
156.27
Beilstein:
1902293
EG-Nummer:
218-690-9
MDL-Nummer:
MFCD00062979
UNSPSC-Code:
85151701
PubChem Substanz-ID:
329747098
NACRES:
NA.24

Qualität

primary reference standard

Haltbarkeit

limited shelf life, expiry date on the label

Hersteller/Markenname

HWI

SMILES String

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

InChIKey

NOOLISFMXDJSKH-KXUCPTDWSA-N

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Allgemeine Beschreibung

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

Anwendung

Reference Standard in the analysis of herbal medicinal products

Sonstige Hinweise

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H315,H319

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

201.2 °F - closed cup

Flammpunkt (°C)

94 °C - closed cup

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

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

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(-)-Menthol EMPROVE® ESSENTIAL, Ph. Eur., BP, JP, USP

SAFC

1.05995

(-)-Menthol

(±)-Menthol racemic, ≥98.0% (GC)

Sigma-Aldrich

63670

(±)-Menthol

(-)-Menthol for synthesis

Sigma-Aldrich

8.14113

(-)-Menthol

L-Menthol natural, ≥99%, FCC, FG

Sigma-Aldrich

W266523

L-Menthol

(−)-Menthol ReagentPlus®, 99%

Sigma-Aldrich

M2780

(−)-Menthol

D-Campher Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1119

D-Campher

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
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
Joshua E Muscat et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 18(1), 35-41 (2009-01-07)
Menthol is a controversial cigarette additive because its physiologic or pharmacologic effects may possibly increase the risk for cancer and its targeted market is the Black community. In a community-based cross-sectional study on 525 Black and White volunteers, we compared
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