(-)-MentholA cooling agent that strongly activates TRPM8

(-)-Menthol (CAS 2216-51-5)

(-)-Menthol | CAS 2216-51-5 is rated 5.0 out of 5 by 1.
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Synonym: (1R,2S,5R)-Menthol
Application: A cooling agent that strongly activates TRPM8
CAS Number: 2216-51-5
Purity: >98%
Molecular Weight: 156.27
Molecular Formula: C10H20O
* Refer to Certificate of Analysis for lot specific data (including water content).
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(-)-Menthol is a cooling agent. Strongly activates TRPM8 (cold menthol receptor 1; CMR1) and ANKTM1(TRPA1).


References

1. McKemy, D.D., et al. 2002. Nature. 416: 52-58. PMID: 11882888
2. Andersson, D.A., et al. 2004. J. Neurosci. 24: 5364-5369. PMID: 15190109
3. Voets, T., et al. 2005. Nat. Chem. Biol. 1: 85-92. PMID: 16408004
4. Proudfoot, C.J., et al. 2006. Curr. Biol. 16: 1591-1605. PMID: 16920620
5. Karashima, Y., et al. 2007. J. Neurosci. 27: 9874-9884. PMID: 17855602
6. Bautista, D.M., et al. 2007. Nature. 448: 204-408. PMID: 17538622

Physical State :
Solid
Solubility :
Soluble in water (0.46 mg/ml at 25 °C), 100% ethanol, methanol (100 mg/ml), ether, and chloroform.
Storage :
Store at -20° C
Melting Point :
42-45° C
Boiling Point :
212-216° C
Density :
0.89 g/cm3 at 20° C
Refractive Index :
n20D 1.46 (Predicted)
Optical Activity :
α20/D -50°±1°, c = 10 in ethanol
IC50 :
TRPM8: IC50 = 92 µM (human); Transient receptor potential cation channel subfamily A member 1: IC50 = 1 mM (mouse)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
OT0700000
PubChem CID :
16666
Merck Index :
14: 5837
MDL Number :
MFCD00062979
EC Number :
218-690-9
Beilstein Registry :
1902293
SMILES :
C[C@@H]1CC[C@H]([C@@H](C1)O)C(C)C

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(-)-Menthol  Product Citations

See how others have used (-)-Menthol. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 17855602  Karashima, Y. et al. 2007. J. Neurosci. 37: 9874=9884.

PMID: # 11567085  Kahlow, UH. et al. 2001. Protein Sci. 10: 1942-1952.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Karashima et al Karashima et al. (PubMed ID 17855602) found (-) methanol to be the most potent activator of TRPA1 among several menthol isomers.-SCBT Publication Review
Date published: 2015-06-11
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