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M2772

Menthol

99%

Menthol

Synonym(e):

2-Isopropyl-5-methyl-cyclohexanol, Hexahydrothymol

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Empirische Formel (Hill-System):
C10H20O
CAS-Nummer:
Molekulargewicht:
156.27
UNSPSC Code:
12352212
NACRES:
NA.25
PubChem Substance ID:
EC Number:
201-939-0
Beilstein/REAXYS Number:
3194263
MDL number:

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Produktname

Menthol, 99%

InChI key

NOOLISFMXDJSKH-UHFFFAOYSA-N

InChI

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

SMILES string

CC(C)C1CCC(C)CC1O

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.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

Gene Information

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Dieser Artikel
6367015785W266590
assay

99%

assay

≥98.0% (GC)

assay

98.0-102.0%

assay

≥99%

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

pharmaceutical (small molecule)

application(s)

flavors and fragrances

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

400

vapor pressure

0.8 mmHg ( 20 °C)

vapor pressure

0.8 mmHg ( 20 °C)

vapor pressure

-

vapor pressure

0.8 mmHg ( 20 °C)

bp

216 °C (lit.)

bp

216 °C (lit.)

bp

-

bp

212 °C (lit.)

mp

34-36 °C (lit.)

mp

34-36 °C (lit.)

mp

41-44 °C

mp

41-45 °C (lit.)

Application

Menthol has been used:
  • to test its antifungal susceptibility[1]
  • to determine its efficacy as an anesthetic in fish[2]
  • to activate transient receptor potential cation channel (TRPM8)[3][4]
  • as an odorant for measuring sniffing dynamics[5]

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.[6] 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.[2]

General description

Menthol (C10H20O) is a terpenoid compound. It is extracted from the plants belonging to Mentha genus in the Lamiaceae family.[6]
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.[7] Menthol acts as a transient receptor potential cation channel (TRPM8) agonist.[8] It also exhibits analgesic, antipruritic, anesthetic and cooling effects.[7]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Lagerklasse

11 - Combustible Solids

wgk

WGK 1

flash_point_f

204.8 °F

flash_point_c

96 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

TRP channels in brown and white adipogenesis from human progenitors: new therapeutic targets and the caveats associated with the common antibiotic, streptomycin
Goralczyk A, et al
Faseb Journal, 31(8), 3251-3266 (2017)
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)
Spontaneous rapid odor source localization behavior requires interhemispheric communication
Rabell JE, et al.
Current Biology, 27(10), 1542-1548 (2017)
TRP channel mediated neuronal activation and ablation in freely behaving zebrafish
Chen S, et al.
Nature Methods, 13(2), 147-147 (2015)

Fragen

1-4 von 4 Fragen  
  1. What is the portion of D-menthol and L-menthol in this product?

    1 Antwort
    1. The determination of the portion of the product that comprises D-menthol vs L-menthol is not a quality specification and, thus, is not measured.

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 Antwort
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  3. How can I know the biological source of a certain product when this information is not indicated in the Section of "Properties"?

    1 Antwort
    1. The source of this material is reported in the lot specific Certificate of Origin. A review of recent lots reveals that this product is of synthetic origin and not derived from any animal source components. Please see the link below to review a lot specific Cerificate:
      https://www.sigmaaldrich.com/product/sigma/m2772#product-documentation

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  4. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 Antwort
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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