HU-308   Click here for help

GtoPdb Ligand ID: 746

Synonyms: HU308 | LS-193061
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 38.69
Molecular weight 414.31
XLogP 8.07
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCC(c1cc(OC)c(c(c1)OC)C1C=C(CO)C2CC1C2(C)C)(C)C
Isomeric SMILES CCCCCCC(c1cc(OC)c(c(c1)OC)[C@H]1C=C(CO)[C@@H]2C[C@H]1C2(C)C)(C)C
InChI InChI=1S/C27H42O3/c1-8-9-10-11-12-26(2,3)19-14-23(29-6)25(24(15-19)30-7)20-13-18(17-28)21-16-22(20)27(21,4)5/h13-15,20-22,28H,8-12,16-17H2,1-7H3/t20-,21-,22+/m0/s1
InChI Key CFMRIVODIXTERW-FDFHNCONSA-N
References
1. Hanus L, Breuer A, Tchilibon S, Shiloah S, Goldenberg D, Horowitz M, Pertwee RG, Ross RA, Mechoulam R, Fride E. (1999)
HU-308: a specific agonist for CB(2), a peripheral cannabinoid receptor.
Proc Natl Acad Sci USA, 96 (25): 14228-33. [PMID:10588688]
2. Yang Z, Aubrey KR, Alroy I, Harvey RJ, Vandenberg RJ, Lynch JW. (2008)
Subunit-specific modulation of glycine receptors by cannabinoids and N-arachidonyl-glycine.
Biochem Pharmacol, 76 (8): 1014-23. [PMID:18755158]