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HU-308
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
Identifiers
CAS number 256934-39-1
ATC code  ?
PubChem 5311172
Chemical data
Formula C 27H43O2  
Mol. mass 414.621 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status Legal
Routes  ?

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]

References

  1. ^ Hanus, L; Breuer; Tchilibon; Shiloah; Goldenberg; Horowitz; Pertwee; Ross et al. (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. 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.   edit
  4. ^ Rajesh, M.; Pan, H.; Mukhopadhyay, P.; Bátkai, S.; Osei-Hyiaman, D.; Haskó, G.; Liaudet, L.; Gao, B. et al. (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. PMID 17652447.   edit
  5. ^ Rajesh, M.; Mukhopadhyay, P.; Bátkai, S.; Haskó, G.; Liaudet, L.; Huffman, J.; Csiszar, A.; Ungvari, Z. et al. (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. PMID 17660390.   edit
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