[(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromen-9-yl]methyl 2,2-dimethylpropanoate

• ChemBase ID: 163284
• Molecular Formular: C30H46O4
• Molecular Mass: 470.68384
• Monoisotopic Mass: 470.33960995
• SMILES: C1=C(C[C@@H]2[C@@H](C1)C(Oc1c2c(cc(c1)C(CCCCCC)(C)C)O)(C)C)COC(=O)C(C)(C)C
• Canonical SMILES: CCCCCCC(c1cc(O)c2c(c1)OC([C@H]1[C@H]2CC(=CC1)COC(=O)C(C)(C)C)(C)C)(C)C
• InChI: InChI=1S/C30H46O4/c1-9-10-11-12-15-29(5,6)21-17-24(31)26-22-16-20(19-33-27(32)28(2,3)4)13-14-23(22)30(7,8)34-25(26)18-21/h13,17-18,22-23,31H,9-12,14-16,19H2,1-8H3/t22-,23-/m1/s1
• InChIKey: RCVMLSKROOJFPQ-DHIUTWEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromen-9-yl]methyl 2,2-dimethylpropanoate
• IUPAC Traditional name: [(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6aH,7H,10H,10aH-benzo[c]isochromen-9-yl]methyl 2,2-dimethylpropanoate
• Synonyms: 2,2-Dimethyl-propanoic Acid (6aR-trans)-[3-(1,1-Dimethylheptyl)-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl-6H-dibenzo[b,d]pyran-9-yl]methyl Ester; O-tert-Butylcabonyl HU 210

Database IDs

• CAS Number: 113418-02-3
• PubChem SID: 162257419
• PubChem CID: 15614387

CALCULATED PROPERTIES

• Acid pKa: 9.983897
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 8.380238
• LogD (pH = 7.4): 8.3791275
• Log P: 8.380251
• Molar Refractivity: 139.5878 cm^3
• Polarizability: 54.72339 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Orange Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B690675

HU 210 (H673500) derivative. A synthetic agonist analog of Δ9-Tetrahydro Cannabinol (T293200). Used in the preparation of Δ8-tetrahydrocannabinol analogs as selective ligands for CB2 receptor.

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)
• Huffman, J. et al.; Bioorg. Med. Chem. 10, 4119 (2002)