(6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-[2-(2H3)methyl(1,1,1-2H3)octan-2-yl]-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol

• ChemBase ID: 170017
• Molecular Formular: C25H38O3
• Molecular Mass: 386.56742
• Monoisotopic Mass: 386.28209508
• SMILES: C1=C(C[C@@H]2[C@@H](C1)C(Oc1c2c(cc(c1)C(CCCCCC)(C)C)O)(C)C)CO
• Canonical SMILES: CCCCCCC(c1cc(O)c2c(c1)OC([C@H]1[C@H]2CC(=CC1)CO)(C)C)(C)C
• InChI: InChI=1S/C25H38O3/c1-6-7-8-9-12-24(2,3)18-14-21(27)23-19-13-17(16-26)10-11-20(19)25(4,5)28-22(23)15-18/h10,14-15,19-20,26-27H,6-9,11-13,16H2,1-5H3/t19-,20-/m1/s1
• InChIKey: SSQJFGMEZBFMNV-WOJBJXKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-[2-(^2H₃)methyl(1,1,1-^2H₃)octan-2-yl]-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol
• IUPAC Traditional name: (6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-[2-(^2H₃)methyl(1,1,1-^2H₃)octan-2-yl]-6aH,7H,10H,10aH-benzo[c]isochromen-1-ol
• Synonyms: (6aR,10aR)-3-[1,1-(Dimethyl-d6)heptyl]-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl-6H-dibenzo[b,d]pyran-9-methanol; (6aR-trans)-3-[1,1-(Dimethyl-d6)heptyl]-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl-6H-dibenzo[b,d]pyran-9-methanol; (-)-HU-210-d6; HU 210-d6

Database IDs

• PubChem SID: 164225927
• PubChem CID: 71748772

CALCULATED PROPERTIES

• Acid pKa: 9.983896
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 6.1395755
• LogD (pH = 7.4): 6.1384654
• Log P: 6.1395893
• Molar Refractivity: 116.7339 cm^3
• Polarizability: 45.375793 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H673502

A labelled synthetic agonist analog of Δ9-Tetrahydro Cannabinol (T293200), which is the primary psychoactive component of marijuana. HU-210 is a potent central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptor agonist. It binds to neuroblastoma

REFERENCES

• Slipetz, D.M. et al.: Mol. Pharmacol., 48, 352 (1995)
• Bertalovitz, A.C. et al.: Drug Dev. Res., 71, 404 (1995)
• Howlett, A.C. et al.: Curr. Pharm. Des., 1, 343 (1995)