Oxyclipine

• CAT Number: I034096
• CAS Number: 4354-45-4
• Molecular Formula: C20H29NO3
• Molecular Weight: 331.45
• Purity: 98%
• Synonyms: Oxyclipine; BRN 1437277; JB 840; Propenzolate; Oxyclipinum; Oxiclipina
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: (1-methylpiperidin-3-yl) 2-cyclohexyl-2-hydroxy-2-phenylacetate
• InChI: InChI=1S/C20H29NO3/c1-21-14-8-13-18(15-21)24-19(22)20(23,16-9-4-2-5-10-16)17-11-6-3-7-12-17/h2,4-5,9-10,17-18,23H,3,6-8,11-15H2,1H3
• InChIKey: LCFBCKSQWVQIBY-UHFFFAOYSA-N
• SMILES: CN1CCCC(C1)OC(=O)C(C2CCCCC2)(C3=CC=CC=C3)O

Oxyclipine（Cat No.:I034096）is a novel, synthetic compound being researched for its potential pharmacological properties. It is classified as an opioid receptor modulator, designed to interact selectively with specific opioid receptors in the brain. Oxyclipine has shown promise in preclinical studies for managing pain without the high risk of addiction commonly associated with traditional opioids. It aims to provide effective analgesia while minimizing side effects like respiratory depression and dependence. Ongoing clinical research is exploring its safety, efficacy, and potential role in pain management and treatment of opioid use disorder.

Reference

1: Swardfager W, Hennebelle M, Yu D, Hammock BD, Levitt AJ, Hashimoto K, Taha AY. Metabolic/inflammatory/vascular comorbidity in psychiatric disorders; soluble epoxide hydrolase (sEH) as a possible new target. Neurosci Biobehav Rev. 2018 Apr;87:56-66. doi: 10.1016/j.neubiorev.2018.01.010. Epub 2018 Feb 2. Review. PubMed PMID: 29407524; PubMed Central PMCID: PMC5860823.
2: Babenko LM, Shcherbatiuk MM, Skaterna TD, Kosakivska IV. Lipoxygenases and their metabolites in formation of plant stress tolerance. Ukr Biochem J. 2017 Jan-Feb;89(1):5-21. doi: 10.15407/ubj89.01.005. Review. PubMed PMID: 29236385.
3: Bastias DA, Martínez-Ghersa MA, Ballaré CL, Gundel PE. Epichloë Fungal Endophytes and Plant Defenses: Not Just Alkaloids. Trends Plant Sci. 2017 Nov;22(11):939-948. doi: 10.1016/j.tplants.2017.08.005. Epub 2017 Sep 8. Review. PubMed PMID: 28923242.
4: Caligiuri SPB, Parikh M, Stamenkovic A, Pierce GN, Aukema HM. Dietary modulation of oxylipins in cardiovascular disease and aging. Am J Physiol Heart Circ Physiol. 2017 Nov 1;313(5):H903-H918. doi: 10.1152/ajpheart.00201.2017. Epub 2017 Aug 11. Review. PubMed PMID: 28801523.
5: Ostermann AI, Schebb NH. Effects of omega-3 fatty acid supplementation on the pattern of oxylipins: a short review about the modulation of hydroxy-, dihydroxy-, and epoxy-fatty acids. Food Funct. 2017 Jul 19;8(7):2355-2367. doi: 10.1039/c7fo00403f. Review. PubMed PMID: 28682409.
6: Yeung J, Hawley M, Holinstat M. The expansive role of oxylipins on platelet biology. J Mol Med (Berl). 2017 Jun;95(6):575-588. doi: 10.1007/s00109-017-1542-4. Epub 2017 May 20. Review. PubMed PMID: 28528513; PubMed Central PMCID: PMC5547901.
7: Nieman DC, Mitmesser SH. Potential Impact of Nutrition on Immune System Recovery from Heavy Exertion: A Metabolomics Perspective. Nutrients. 2017 May 18;9(5). pii: E513. doi: 10.3390/nu9050513. Review. PubMed PMID: 28524103; PubMed Central PMCID: PMC5452243.
8: Jin H, Zhu Z. Temporal and Spatial View of Jasmonate Signaling. Trends Plant Sci. 2017 Jun;22(6):451-454. doi: 10.1016/j.tplants.2017.04.001. Epub 2017 Apr 15. Review. PubMed PMID: 28420557.
9: Sun GY, Simonyi A, Fritsche KL, Chuang DY, Hannink M, Gu Z, Greenlief CM, Yao JK, Lee JC, Beversdorf DQ. Docosahexaenoic acid (DHA): An essential nutrient and a nutraceutical for brain health and diseases. Prostaglandins Leukot Essent Fatty Acids. 2017 Mar 10. pii: S0952-3278(16)30213-7. doi: 10.1016/j.plefa.2017.03.006. [Epub ahead of print] Review. PubMed PMID: 28314621.
10: Yeung J, Holinstat M. Who is the real 12-HETrE? Prostaglandins Other Lipid Mediat. 2017 Sep;132:25-30. doi: 10.1016/j.prostaglandins.2017.02.005. Epub 2017 Mar 1. Review. PubMed PMID: 28259546; PubMed Central PMCID: PMC5581286.
11: Hu Y, Jiang Y, Han X, Wang H, Pan J, Yu D. Jasmonate regulates leaf senescence and tolerance to cold stress: crosstalk with other phytohormones. J Exp Bot. 2017 Mar 1;68(6):1361-1369. doi: 10.1093/jxb/erx004. Review. PubMed PMID: 28201612.
12: Huang H, Liu B, Liu L, Song S. Jasmonate action in plant growth and development. J Exp Bot. 2017 Mar 1;68(6):1349-1359. doi: 10.1093/jxb/erw495. Review. PubMed PMID: 28158849.
13: Zhang L, Zhang F, Melotto M, Yao J, He SY. Jasmonate signaling and manipulation by pathogens and insects. J Exp Bot. 2017 Mar 1;68(6):1371-1385. doi: 10.1093/jxb/erw478. Review. PubMed PMID: 28069779.
14: Ullah A, Sun H, Yang X, Zhang X. Drought coping strategies in cotton: increased crop per drop. Plant Biotechnol J. 2017 Mar;15(3):271-284. doi: 10.1111/pbi.12688. Review. PubMed PMID: 28055133; PubMed Central PMCID: PMC5316925.
15: Barquissau V, Ghandour RA, Ailhaud G, Klingenspor M, Langin D, Amri EZ, Pisani DF. Control of adipogenesis by oxylipins, GPCRs and PPARs. Biochimie. 2017 May;136:3-11. doi: 10.1016/j.biochi.2016.12.012. Epub 2016 Dec 27. Review. PubMed PMID: 28034718.
16: Han GZ. Evolution of jasmonate biosynthesis and signaling mechanisms. J Exp Bot. 2017 Mar 1;68(6):1323-1331. doi: 10.1093/jxb/erw470. Review. PubMed PMID: 28007954.
17: Wasternack C, Song S. Jasmonates: biosynthesis, metabolism, and signaling by proteins activating and repressing transcription. J Exp Bot. 2017 Mar 1;68(6):1303-1321. doi: 10.1093/jxb/erw443. Review. PubMed PMID: 27940470.
18: Goossens J, Mertens J, Goossens A. Role and functioning of bHLH transcription factors in jasmonate signalling. J Exp Bot. 2017 Mar 1;68(6):1333-1347. doi: 10.1093/jxb/erw440. Review. PubMed PMID: 27927998.
19: Borrego EJ, Kolomiets MV. Synthesis and Functions of Jasmonates in Maize. Plants (Basel). 2016 Nov 29;5(4). pii: E41. Review. PubMed PMID: 27916835; PubMed Central PMCID: PMC5198101.
20: Mika A, Sledzinski T. Alterations of specific lipid groups in serum of obese humans: a review. Obes Rev. 2017 Feb;18(2):247-272. doi: 10.1111/obr.12475. Epub 2016 Nov 29. Review. PubMed PMID: 27899022.