Ligand id: 2430

Name: (-)-menthol

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 20.23
Molecular weight 156.15
XLogP 3.21
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

1. Andersson DA, Chase HW, Bevan S. (2004)
TRPM8 activation by menthol, icilin, and cold is differentially modulated by intracellular pH.
J. Neurosci., 24 (23): 5364-9. [PMID:15190109]
2. Behrendt HJ, Germann T, Gillen C, Hatt H, Jostock R. (2004)
Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay.
Br. J. Pharmacol., 141 (4): 737-45. [PMID:14757700]
3. Karashima Y, Damann N, Prenen J, Talavera K, Segal A, Voets T, Nilius B. (2007)
Bimodal action of menthol on the transient receptor potential channel TRPA1.
J. Neurosci., 27 (37): 9874-84. [PMID:17855602]
4. Macpherson LJ, Hwang SW, Miyamoto T, Dubin AE, Patapoutian A, Story GM. (2006)
More than cool: promiscuous relationships of menthol and other sensory compounds.
Mol. Cell. Neurosci., 32 (4): 335-43. [PMID:16829128]
5. McKemy DD, Neuhausser WM, Julius D. (2002)
Identification of a cold receptor reveals a general role for TRP channels in thermosensation.
Nature, 416 (6876): 52-8. [PMID:11882888]
6. Voets T, Droogmans G, Wissenbach U, Janssens A, Flockerzi V, Nilius B. (2004)
The principle of temperature-dependent gating in cold- and heat-sensitive TRP channels.
Nature, 430 (7001): 748-54. [PMID:15306801]
7. Xiao B, Dubin AE, Bursulaya B, Viswanath V, Jegla TJ, Patapoutian A. (2008)
Identification of transmembrane domain 5 as a critical molecular determinant of menthol sensitivity in mammalian TRPA1 channels.
J. Neurosci., 28 (39): 9640-51. [PMID:18815250]