GCN-83108

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

MedKoo CAT#: 464625

CAS#: 110683-10-8

Description: GCN-83108 is an inhibitor of transient receptor potential melastatin 2 (TRPM2) channel, also targeting TRPM8, and TRPC6. This product has no formal name at the moment. For the convenience of communication, a temporary code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).

Chemical Structure

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GCN-83108
CAS# 110683-10-8
Instruction

Theoretical Analysis

MedKoo Cat#: 464625
Name: GCN-83108
CAS#: 110683-10-8
Chemical Formula: C21H23NO3
Exact Mass: 337.17
Molecular Weight: 337.419
Elemental Analysis: C, 74.75; H, 6.87; N, 4.15; O, 14.22

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Synonym: GCN-83108; GCN83108; GCN 83108; TRPM2 inhibitor ACA;

IUPAC/Chemical Name: (E)-2-(3-(4-pentylphenyl)acrylamido)benzoic acid

InChi Key: GAMRBCZMOOMBSQ-CCEZHUSRSA-N

InChi Code: InChI=1S/C21H23NO3/c1-2-3-4-7-16-10-12-17(13-11-16)14-15-20(23)22-19-9-6-5-8-18(19)21(24)25/h5-6,8-15H,2-4,7H2,1H3,(H,22,23)(H,24,25)/b15-14+

SMILES Code: O=C(O)C1=CC=CC=C1NC(/C=C/C2=CC=C(CCCCC)C=C2)=O

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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

Product Data:
Product Data
Instruction:
View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 337.419000000000000000000000000000 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

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1: Zhang H, Yu P, Lin H, Jin Z, Zhao S, Zhang Y, Xu Q, Jin H, Liu Z, Yang W, Zhang L. The Discovery of Novel ACA Derivatives as Specific TRPM2 Inhibitors that Reduce Ischemic Injury Both In Vitro and In Vivo. J Med Chem. 2021 Apr 8;64(7):3976-3996. doi: 10.1021/acs.jmedchem.0c02129. Epub 2021 Mar 30. PMID: 33784097. 2: Özkaya D, Nazıroğlu M, Vanyorek L, Muhamad S. Involvement of TRPM2 Channel on Hypoxia-Induced Oxidative Injury, Inflammation, and Cell Death in Retinal Pigment Epithelial Cells: Modulator Action of Selenium Nanoparticles. Biol Trace Elem Res. 2021 Apr;199(4):1356-1369. doi: 10.1007/s12011-020-02556-3. Epub 2021 Jan 2. PMID: 33389617. 3: Armağan HH, Nazıroğlu M. Glutathione depletion induces oxidative injury and apoptosis via TRPM2 channel activation in renal collecting duct cells. Chem Biol Interact. 2021 Jan 25;334:109306. doi: 10.1016/j.cbi.2020.109306. Epub 2020 Dec 9. PMID: 33309544. 4: Armağan HH, Nazıroğlu M. Curcumin Attenuates Hypoxia-Induced Oxidative Neurotoxicity, Apoptosis, Calcium, and Zinc Ion Influxes in a Neuronal Cell Line: Involvement of TRPM2 Channel. Neurotox Res. 2020 Nov 19. doi: 10.1007/s12640-020-00314-w. Epub ahead of print. PMID: 33211286. 5: Akyuva Y, Nazıroğlu M, Yıldızhan K. Selenium prevents interferon-gamma induced activation of TRPM2 channel and inhibits inflammation, mitochondrial oxidative stress, and apoptosis in microglia. Metab Brain Dis. 2021 Feb;36(2):285-298. doi: 10.1007/s11011-020-00624-0. Epub 2020 Oct 12. PMID: 33044639. 6: Yıldızhan K, Nazıroğlu M. Glutathione Depletion and Parkinsonian Neurotoxin MPP+-Induced TRPM2 Channel Activation Play Central Roles in Oxidative Cytotoxicity and Inflammation in Microglia. Mol Neurobiol. 2020 Aug;57(8):3508-3525. doi: 10.1007/s12035-020-01974-7. Epub 2020 Jun 13. PMID: 32535761. 7: Osmanlıoğlu HÖ, Yıldırım MK, Akyuva Y, Yıldızhan K, Nazıroğlu M. Morphine Induces Apoptosis, Inflammation, and Mitochondrial Oxidative Stress via Activation of TRPM2 Channel and Nitric Oxide Signaling Pathways in the Hippocampus. Mol Neurobiol. 2020 Aug;57(8):3376-3389. doi: 10.1007/s12035-020-01975-6. Epub 2020 Jun 10. Erratum in: Mol Neurobiol. 2020 Jun 22;: PMID: 32524520. 8: Hack CT, Buck T, Bagnjuk K, Eubler K, Kunz L, Mayr D, Mayerhofer A. A Role for H2O2 and TRPM2 in the Induction of Cell Death: Studies in KGN Cells. Antioxidants (Basel). 2019 Oct 29;8(11):518. doi: 10.3390/antiox8110518. PMID: 31671815; PMCID: PMC6912327. 9: Çakır M, Tekin S, Taşlıdere A, Çakan P, Düzova H, Gül CC. Protective effect of N-(p-amylcinnamoyl) anthranilic acid, phospholipase A2 enzyme inhibitor, and transient receptor potential melastatin-2 channel blocker against renal ischemia-reperfusion injury. J Cell Biochem. 2019 Mar;120(3):3822-3832. doi: 10.1002/jcb.27664. Epub 2018 Sep 27. PMID: 30259992. 10: Zheng Q, Tan Q, Ren Y, Reinach PS, Li L, Ge C, Qu J, Chen W. Hyperosmotic Stress-Induced TRPM2 Channel Activation Stimulates NLRP3 Inflammasome Activity in Primary Human Corneal Epithelial Cells. Invest Ophthalmol Vis Sci. 2018 Jul 2;59(8):3259-3268. doi: 10.1167/iovs.18-23965. PMID: 29971445. 11: Gao M, Du Y, Xie JW, Xue J, Wang YT, Qin L, Ma MM, Tang YB, Li XY. Redox signal-mediated TRPM2 promotes Ang II-induced adipocyte insulin resistance via Ca2+-dependent CaMKII/JNK cascade. Metabolism. 2018 Aug;85:313-324. doi: 10.1016/j.metabol.2018.05.005. Epub 2018 May 24. PMID: 29775644. 12: Lee DU, Ji MJ, Kang JY, Kyung SY, Hong JH. Dust particles-induced intracellular Ca2+ signaling and reactive oxygen species in lung fibroblast cell line MRC5. Korean J Physiol Pharmacol. 2017 May;21(3):327-334. doi: 10.4196/kjpp.2017.21.3.327. Epub 2017 Apr 21. PMID: 28461775; PMCID: PMC5409120. 13: Cakir M, Duzova H, Tekin S, Taslıdere E, Kaya GB, Cigremis Y, Ozgocer T, Yologlu S. ACA, an inhibitor phospholipases A2 and transient receptor potential melastatin-2 channels, attenuates okadaic acid induced neurodegeneration in rats. Life Sci. 2017 May 1;176:10-20. doi: 10.1016/j.lfs.2017.03.022. Epub 2017 Mar 28. PMID: 28363841. 14: Nazıroğlu M. Activation of TRPM2 and TRPV1 Channels in Dorsal Root Ganglion by NADPH Oxidase and Protein Kinase C Molecular Pathways: a Patch Clamp Study. J Mol Neurosci. 2017 Mar;61(3):425-435. doi: 10.1007/s12031-017-0882-4. Epub 2017 Jan 17. PMID: 28097492. 15: Yazğan Y, Nazıroğlu M. Ovariectomy-Induced Mitochondrial Oxidative Stress, Apoptosis, and Calcium Ion Influx Through TRPA1, TRPM2, and TRPV1 Are Prevented by 17β-Estradiol, Tamoxifen, and Raloxifene in the Hippocampus and Dorsal Root Ganglion of Rats. Mol Neurobiol. 2017 Dec;54(10):7620-7638. doi: 10.1007/s12035-016-0232-5. Epub 2016 Nov 10. PMID: 27832523. 16: Övey İS, Naziroğlu M. Homocysteine and cytosolic GSH depletion induce apoptosis and oxidative toxicity through cytosolic calcium overload in the hippocampus of aged mice: involvement of TRPM2 and TRPV1 channels. Neuroscience. 2015 Jan 22;284:225-233. doi: 10.1016/j.neuroscience.2014.09.078. Epub 2014 Oct 8. PMID: 25305668. 17: Nazıroğlu M, Çiğ B, Özgül C. Modulation of oxidative stress and Ca(2+) mobilization through TRPM2 channels in rat dorsal root ganglion neuron by Hypericum perforatum. Neuroscience. 2014 Mar 28;263:27-35. doi: 10.1016/j.neuroscience.2014.01.006. Epub 2014 Jan 13. PMID: 24434769. 18: Nazıroğlu M, Özgül C. Vitamin E modulates oxidative stress and protein kinase C activator (PMA)-induced TRPM2 channel gate in dorsal root ganglion of rats. J Bioenerg Biomembr. 2013 Dec;45(6):541-9. doi: 10.1007/s10863-013-9524-x. Epub 2013 Aug 14. PMID: 23943124. 19: Naziroğlu M, Uğuz AC, Ismailoğlu Ö, Çiğ B, Özgül C, Borcak M. Role of TRPM2 cation channels in dorsal root ganglion of rats after experimental spinal cord injury. Muscle Nerve. 2013 Dec;48(6):945-50. doi: 10.1002/mus.23844. Epub 2013 Sep 11. PMID: 23512594. 20: Nazıroğlu M. TRPM2 cation channels, oxidative stress and neurological diseases: where are we now? Neurochem Res. 2011 Mar;36(3):355-66. doi: 10.1007/s11064-010-0347-4. Epub 2010 Dec 8. PMID: 21140288.