HU-308

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HU-308
200px
Systematic (IUPAC) name
[(1R,2R,5R)-2-[2,6-dimethoxy-4-(2-methyloctan-2-yl)phenyl]-7,7-dimethyl-4-bicyclo[3.1.1]hept-3-enyl] methanol
Legal status
Legal status
  • Legal
Identifiers
CAS Number 256934-39-1
PubChem CID 5311172
Chemical data
Formula C27H43O2
Molar mass 414.621 g/mol[[Script error: No such module "String".]]
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HU-308 is a drug which acts as a cannabinoid agonist. It is highly selective for the CB2 receptor subtype, with a selectivity of over 5000x for CB2 vs CB1.[1] The synthesis and characterization took place in the laboratory of Prof. Mechoulam at the Hebrew University of Jerusalem in the late 1990s. It has analgesic effects,[2] promotes proliferation of neural stem cells,[3] and protects both liver and blood vessel tissues against oxidative stress via inhibition of TNF-α.[4][5]

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References

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  1. ↑ Hanus, L; Breuer, A; Tchilibon, S; Shiloah, S; Goldenberg, D; Horowitz, M; Pertwee, RG; Ross, RA; Mechoulam, R (1999). "HU-308: a specific agonist for CB(2), a peripheral cannabinoid receptor". Proceedings of the National Academy of Sciences of the United States of America. 96 (25): 14228–33. doi:10.1073/pnas.96.25.14228. PMC 24419 Freely accessible. PMID 10588688.  edit
  2. ↑ Labuda, C.; Koblish, M.; Little, P. (2005). "Cannabinoid CB2 receptor agonist activity in the hindpaw incision model of postoperative pain". European journal of pharmacology. 527 (1-3): 172–174. doi:10.1016/j.ejphar.2005.10.020. PMID 16316653.  edit
  3. ↑ Palazuelos, J.; Aguado, T.; Egia, A.; Mechoulam, R.; Guzmán, M.; Galve-Roperh, I. (2006). "Non-psychoactive CB2 cannabinoid agonists stimulate neural progenitor proliferation". The FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 20 (13): 2405–2407. doi:10.1096/fj.06-6164fje. PMID 17015409.  More than one of |author2= and |last2= specified (help); More than one of |author3= and |last3= specified (help); More than one of |author4= and |last4= specified (help); More than one of |author5= and |last5= specified (help); More than one of |author6= and |last6= specified (help) edit
  4. ↑ Rajesh, M.; Pan, H.; Mukhopadhyay, P.; Bátkai, S.; Osei-Hyiaman, D.; Haskó, G.; Liaudet, L.; Gao, B.; Pacher, P. (2007). "Cannabinoid-2 receptor agonist HU-308 protects against hepatic ischemia/reperfusion injury by attenuating oxidative stress, inflammatory response, and apoptosis". Journal of leukocyte biology. 82 (6): 1382–1389. doi:10.1189/jlb.0307180. PMC 2225476 Freely accessible. PMID 17652447.  edit
  5. ↑ Rajesh, M.; Mukhopadhyay, P.; Bátkai, S.; Haskó, G.; Liaudet, L.; Huffman, J.; Csiszar, A.; Ungvari, Z.; Mackie, K. (2007). "CB2-receptor stimulation attenuates TNF-alpha-induced human endothelial cell activation, transendothelial migration of monocytes, and monocyte-endothelial adhesion". American journal of physiology. Heart and circulatory physiology. 293 (4): H2210–H2218. doi:10.1152/ajpheart.00688.2007. PMC 2229632 Freely accessible. PMID 17660390.  edit
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