| 词条 | CP 55,940 |
| 释义 |
| IUPAC_name = 2-[(1R,2R,5R)-5-hydroxy-2-(3-hydroxypropyl) cyclohexyl]-5-(2-methyloctan-2-yl)phenol | image = CP 55,940-2D-skeletal.svg | width = 200px | tradename = | legal_status = | legal_CA = Schedule II | routes_of_administration = | metabolism = | elimination_half-life = | excretion = | CAS_number = 83002-04-4 | PubChem = 3086156 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 559612 | ChemSpiderID = 94668 | C=24 | H=40 | O=3 | molecular_weight = 376.573 g/mol | StdInChI = 1S/C24H40O3/c1-4-5-6-7-14-24(2,3)19-11-13-21(23(27)16-19)22-17-20(26)12-10-18(22)9-8-15-25/h11,13,16,18,20,22,25-27H,4-10,12,14-15,17H2,1-3H3/t18-,20-,22-/m1/s1 | StdInChIKey = YNZFFALZMRAPHQ-SYYKKAFVSA-N | smiles = O[C@H]1C[C@@H](C2=CC=C(C(C)(C)CCCCCC)C=C2O)[C@H](CCCO)CC1 }} CP 55,940 is a cannabinoid which mimics the effects of naturally occurring THC (one of the psychoactive compounds found in cannabis). CP 55,940 was created by Pfizer in 1974 but was never marketed. It is currently used to study the endocannabinoid system. A study found that CP 55,940 can upregulate 5-HT2A receptors in mice.[1] CP 55,940 is 45 times more potent than Δ9-THC, and fully antagonized by rimonabant (SR141716A).[2] CP 55,940 is considered a full agonist at both CB1 and CB2 receptors and has Ki values of 0.58nM and 0.68nM respectively, but is an antagonist at GPR55, the putative "CB3" receptor.[3] CP 55,940 showed protective effects on rat brain mitochondria upon paraquat exposure.[4] It also showed neuroprotective effects by reducing intracellular calcium release and reducing hippocampal cell death in cultured neurons subjected to high levels of NMDA.[5] CP 55,940 induced cell death in NG 108-15 Mouse neuroblastoma x Rat glioma hybrid brain cancer (genetically engineered mouse x rat brain cancer) cells.[6][7] See also
References1. ^{{cite journal |author1=Franklin, J. M. |author2=Carrasco, G. A. | title = Cannabinoid receptor agonists upregulate and enhance serotonin 2A (5-HT2A) receptor activity via ERK1/2 signaling | journal = Synapse | year = 2013 | volume = 67 | issue = 3 | pages = 145–159 | pmid = 23151877 | doi = 10.1002/syn.21626 | pmc=3552103}} {{Cannabinoids}}{{Hallucinogens}}{{Cannabinoidergics}}{{cannabinoid-stub}}2. ^{{cite journal |author1=Rinaldi-Carmona, M. |author2=Pialot, F. |author3=Congy, C. |author4=Redon, E. |author5=Barth, F. |author6=Bachy, A. |author7=Brelière, J. C. |author8=Soubrié, P. |author9=le Fur, G. | year = 1996 | title = Characterization and distribution of binding sites for [3H]-SR 141716A, a selective brain (CB1) cannabinoid receptor antagonist, in rodent brain | journal = Life Sciences | volume = 58 | issue = 15 | pages = 1239–1247 | pmid = 8614277 | doi = 10.1016/0024-3205(96)00085-9 }} 3. ^{{ cite journal |author1=Kapur, A. |author2=Zhao, P. |author3=Sharir, H. |author4=Bai, Y. |author5=Caron, M. G. |author6=Barak, L. S. |author7=Abood, M. E. | title = Atypical responsiveness of the orphan receptor GPR55 to cannabinoid ligands | journal = The Journal of Biological Chemistry | year = 2009 | volume = 284 | issue = 43 | pages = 29817–29827 | pmid = 19723626 | doi = 10.1074/jbc.M109.050187 | pmc = 2785612 }} 4. ^{{ cite journal |author1=Velez-Pardo, C. |author2=Jimenez-Del-Rio, M. |author3=Lores-Arnaiz, S. |author4=Bustamante, J. | title = Protective effects of the synthetic cannabinoids CP55,940 and JWH-015 on rat brain mitochondria upon paraquat exposure | journal = Neurochemical Research | year = 2010 | volume = 35 | issue = 9 | pages = 1323–1332 | pmid = 20514518 | doi = 10.1007/s11064-010-0188-1 }} 5. ^{{ cite journal |author1=Zhuang, S. Y. |author2=Bridges, D. |author3=Grigorenko, E. |author4=McCloud, S. |author5=Boon, A. |author6=Hampson, R. E. |author7=Deadwyler, S. A. | title = Cannabinoids produce neuroprotection by reducing intracellular calcium release from ryanodine-sensitive stores | journal = Neuropharmacology | year = 2005 | volume = 48 | issue = 8 | pages = 1086–1096 | pmid = 15910885 | doi = 10.1016/j.neuropharm.2005.01.005 }} 6. ^{{ cite journal |author1=Tomiyama, K. |author2=Funada, M. | title = Cytotoxicity of synthetic cannabinoids found in 'Spice' products: The role of cannabinoid receptors and the caspase cascade in the NG 108-15 cell line | journal = Toxicology Letters | year = 2011 | volume = 207 | issue = 1 | pages = 12–17 | pmid = 21907772 | doi = 10.1016/j.toxlet.2011.08.021 }} 7. ^{{ cite web | url = http://www.hpacultures.org.uk/products/celllines/generalcell/detail.jsp?refId=88112302&collection=ecacc_gc | title = General Cell Collection: NG108-15 | publisher = Public Health England Culture Collections }} 8 : Alcohols|Cannabinoids|Designer drugs|Pfizer|Pfizer products|Phenols|CB1 receptor agonists|CB2 receptor agonists |
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