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MedKoo Cat#: 406768 | Name: Acoltremon
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Acoltremon (WS-12) is a potent TRPM8 agonist that acts as a cooling agent (EC50 = 193 nM). WS-12 robustly activated TRPM8 in low micromolar concentrations (EC50 12+/-5 microM) thereby displaying a higher potency and efficacy compared to menthol (EC50 196+/-22 microM). The selectivity profile of WS-12, its several-fold higher potency and around two-fold increase in efficacy compared to menthol warrants its potential utility for therapy in chronic neuropathic pain states and as a diagnostic probe in prostate cancer.

Chemical Structure

Acoltremon
Acoltremon
CAS#68489-09-8

Theoretical Analysis

MedKoo Cat#: 406768

Name: Acoltremon

CAS#: 68489-09-8

Chemical Formula: C18H27NO2

Exact Mass: 289.2042

Molecular Weight: 289.42

Elemental Analysis: C, 74.70; H, 9.40; N, 4.84; O, 11.06

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 550.00 2 Weeks
50mg USD 1,150.00 2 Weeks
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Related CAS #
No Data
Synonym
WS 12; WS-12; WS12; acoltremon; AR-15512
IUPAC/Chemical Name
(1R,2S)-2-isopropyl-N-(4-methoxyphenyl)-5-methylcyclohexane-1-carboxamide
InChi Key
HNSGVPAAXJJOPQ-ZMKYACIDSA-N
InChi Code
InChI=1S/C18H27NO2/c1-12(2)16-10-5-13(3)11-17(16)18(20)19-14-6-8-15(21-4)9-7-14/h6-9,12-13,16-17H,5,10-11H2,1-4H3,(H,19,20)/t13?,16-,17+/m0/s1
SMILES Code
O=C([C@H]1[C@H](C(C)C)CCC(C)C1)NC2=CC=C(OC)C=C2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Transient receptor potential melastatin-8 (TRPM8), a cationic ion channel is involved in detection of normal cooling-sensation in mammals. TRPM8 activation by cooling or chemical agonists have been shown to produce profound, mechanistically novel analgesia in chronic pain states such as neuropathic pain in rodents.

Preparing Stock Solutions

The following data is based on the product molecular weight 289.42 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Wu Z, Peng S, Huang W, Zhang Y, Liu Y, Yu X, Shen L. The Role and Function of TRPM8 in the Digestive System. Biomolecules. 2024 Jul 21;14(7):877. doi: 10.3390/biom14070877. PMID: 39062591; PMCID: PMC11275170. 2: Li WW, Zhao Y, Liu HC, Liu J, Chan SO, Zhong YF, Zhang TY, Liu Y, Zhang W, Xia YQ, Chi XC, Xu J, Wang Y, Wang J. Roles of Thermosensitive Transient Receptor Channels TRPV1 and TRPM8 in Paclitaxel-Induced Peripheral Neuropathic Pain. Int J Mol Sci. 2024 May 27;25(11):5813. doi: 10.3390/ijms25115813. PMID: 38892000; PMCID: PMC11171746. 3: Pertusa M, Solorza J, Madrid R. Molecular determinants of TRPM8 function: key clues for a cool modulation. Front Pharmacol. 2023 Jun 14;14:1213337. doi: 10.3389/fphar.2023.1213337. PMID: 37388453; PMCID: PMC10301734. 4: Hooper JS, Taylor-Clark TE. Irritant-evoked reflex tachyarrhythmia in spontaneously hypertensive rats is reduced by inhalation of TRPM8 agonists l-menthol and WS-12. J Appl Physiol (1985). 2023 Feb 1;134(2):307-315. doi: 10.1152/japplphysiol.00495.2022. Epub 2023 Jan 5. PMID: 36603045; PMCID: PMC9886351. 5: Leeman TM, Knight BG, Fein EC. The relationship among openness, wisdom, and humor: a preliminary mediation model. Int Psychogeriatr. 2022 Jul;34(7):627-636. doi: 10.1017/S1041610222000400. Epub 2022 May 12. PMID: 35548875. 6: Wu Z, Jiang Z, Wang Z, Ji Y, Wang F, Ross B, Sun X, Liu Z, Long Y. Association Between Wisdom and Psychotic-Like Experiences in the General Population: A Cross-Sectional Study. Front Psychiatry. 2022 Apr 18;13:814242. doi: 10.3389/fpsyt.2022.814242. PMID: 35509888; PMCID: PMC9058059. 7: Wang G. Ligand-stereoselective allosteric activation of cold-sensing TRPM8 channels by an H-bonded homochiral menthol dimer with head-to-head or head-to- tail. Chirality. 2021 Nov;33(11):783-796. doi: 10.1002/chir.23364. Epub 2021 Oct 1. Erratum in: Chirality. 2021 Dec;33(12):951. doi: 10.1002/chir.23389. PMID: 34596287. 8: Rivera B, Moreno C, Lavanderos B, Hwang JY, Fernández-Trillo J, Park KS, Orio P, Viana F, Madrid R, Pertusa M. Constitutive Phosphorylation as a Key Regulator of TRPM8 Channel Function. J Neurosci. 2021 Oct 13;41(41):8475-8493. doi: 10.1523/JNEUROSCI.0345-21.2021. Epub 2021 Aug 26. PMID: 34446569; PMCID: PMC8513697. 9: Cheng J, Shao S, Chen W, Zheng N. Application of Diffusion Kurtosis Imaging and Dynamic Contrast-Enhanced Magnetic Resonance Imaging in Differentiating Benign and Malignant Head and Neck Lesions. J Magn Reson Imaging. 2022 Feb;55(2):414-423. doi: 10.1002/jmri.27885. Epub 2021 Aug 10. PMID: 34378259. 10: Fouad A, Matsumoto K, Amagase K, Yasuda H, Tominaga M, Kato S. Protective Effect of TRPM8 against Indomethacin-Induced Small Intestinal Injury via the Release of Calcitonin Gene-Related Peptide in Mice. Biol Pharm Bull. 2021;44(7):947-957. doi: 10.1248/bpb.b21-00045. PMID: 34193690. 11: Nomura D, Abe R, Tsukimoto M. Involvement of TRPM8 Channel in Radiation- Induced DNA Damage Repair Mechanism Contributing to Radioresistance of B16 Melanoma. Biol Pharm Bull. 2021 May 1;44(5):642-652. doi: 10.1248/bpb.b20-00934. Epub 2021 Mar 4. PMID: 33658452. 12: Rodríguez-Arévalo S, Pujol E, Abás S, Galdeano C, Escolano C, Vázquez S. Synthesis, Characterization and HPLC Analysis of the (1S,2S,5R)-Diastereomer and the Enantiomer of the Clinical Candidate AR-15512. Molecules. 2021 Feb 9;26(4):906. doi: 10.3390/molecules26040906. PMID: 33572112; PMCID: PMC7914790. 13: Alaimo A, Lorenzoni M, Ambrosino P, Bertossi A, Bisio A, Macchia A, Zoni E, Genovesi S, Cambuli F, Foletto V, De Felice D, Soldovieri MV, Mosca I, Gandolfi F, Brunelli M, Petris G, Cereseto A, Villarroel A, Thalmann G, Carbone FG, Kruithof-de Julio M, Barbareschi M, Romanel A, Taglialatela M, Lunardi A. Calcium cytotoxicity sensitizes prostate cancer cells to standard-of-care treatments for locally advanced tumors. Cell Death Dis. 2020 Dec 7;11(12):1039. doi: 10.1038/s41419-020-03256-5. PMID: 33288740; PMCID: PMC7721710. 14: Siddiqui MA, Farshori NN, Al-Oqail MM, Pant AB, Al-Khedhairy AA. Neuroprotective Effects of Withania somnifera on 4-Hydroxynonenal Induced Cell Death in Human Neuroblastoma SH-SY5Y Cells Through ROS Inhibition and Apoptotic Mitochondrial Pathway. Neurochem Res. 2021 Feb;46(2):171-182. doi: 10.1007/s11064-020-03146-4. Epub 2020 Oct 14. PMID: 33052512. 15: Moritz S, Halawi A, Proksch C, Werner JM, Paulsson M, Rothschild M, Stosch C. Studies on acceptance, evaluation and impact of the Cologne program "Research and Medical Studies". GMS J Med Educ. 2020 Feb 17;37(1):Doc5. doi: 10.3205/zma001298. PMID: 32270019; PMCID: PMC7105762. 16: Grolez GP, Hammadi M, Barras A, Gordienko D, Slomianny C, Völkel P, Angrand PO, Pinault M, Guimaraes C, Potier-Cartereau M, Prevarskaya N, Boukherroub R, Gkika D. Encapsulation of a TRPM8 Agonist, WS12, in Lipid Nanocapsules Potentiates PC3 Prostate Cancer Cell Migration Inhibition through Channel Activation. Sci Rep. 2019 May 28;9(1):7926. doi: 10.1038/s41598-019-44452-4. PMID: 31138874; PMCID: PMC6538610. 17: Agarwalla A, Puzzitiello RN, Leong NL, Shewman EF, Verma NN, Romeo AA, Forsythe B. A biomechanical comparison of two arthroscopic suture techniques in biceps tenodesis: whip-stitch vs. simple suture techniques. J Shoulder Elbow Surg. 2019 Aug;28(8):1531-1536. doi: 10.1016/j.jse.2019.01.004. Epub 2019 Apr 2. PMID: 30948215. 18: Yin Y, Le SC, Hsu AL, Borgnia MJ, Yang H, Lee SY. Structural basis of cooling agent and lipid sensing by the cold-activated TRPM8 channel. Science. 2019 Mar 1;363(6430):eaav9334. doi: 10.1126/science.aav9334. Epub 2019 Feb 7. PMID: 30733385; PMCID: PMC6478609. 19: Peixoto-Neves D, Soni H, Adebiyi A. Oxidant-induced increase in norepinephrine secretion from PC12 cells is dependent on TRPM8 channel-mediated intracellular calcium elevation. Biochem Biophys Res Commun. 2018 Nov 30;506(3):709-715. doi: 10.1016/j.bbrc.2018.10.120. Epub 2018 Oct 28. PMID: 30376995. 20: Maciel JG, Sugio CYC, de Campos Chaves G, Procópio ALF, Urban VM, Neppelenbroek KH. Determining acceptable limits for water sorption and solubility of interim denture resilient liners. J Prosthet Dent. 2019 Feb;121(2):311-316. doi: 10.1016/j.prosdent.2018.03.007. Epub 2018 Jul 20. PMID: 30037694.