4-(3-{[dihydroxy(2H3)phenyl]methyl}-2-methylbutyl)(2H3)benzene-1,2-diol

• ChemBase ID: 175599
• Molecular Formular: C18H22O4
• Molecular Mass: 302.36488
• Monoisotopic Mass: 302.15180918
• SMILES: c1(c(cc(cc1)CC(C(Cc1cc(c(cc1)O)O)C)C)O)O
• Canonical SMILES: CC(C(Cc1ccc(c(c1)O)O)C)Cc1ccc(c(c1)O)O
• InChI: InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3
• InChIKey: HCZKYJDFEPMADG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(3-{[dihydroxy(^2H₃)phenyl]methyl}-2-methylbutyl)(^2H₃)benzene-1,2-diol
• IUPAC Traditional name: 4-(3-{[dihydroxy(^2H₃)phenyl]methyl}-2-methylbutyl)(^2H₃)benzene-1,2-diol
• Synonyms: (5α,6α)-4,5-Epoxy-3-(methoxy-d3)morphinan-6-ol; 4,5α-Epoxy-3-(methoxy-d3)-morphinan-6α-ol; Dihydronorcodeine-d3; Nordihydrocodeine-d3; Nor Dihydrocodeine-d3

Database IDs

• PubChem SID: 164231509
• PubChem CID: 71751179

CALCULATED PROPERTIES

• Acid pKa: 9.206547
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 4.758438
• LogD (pH = 7.4): 4.7518115
• Log P: 4.7585225
• Molar Refractivity: 86.619 cm^3
• Polarizability: 33.26825 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N672702

Labelled Nor Dihydrocodeine (N672700). Nor Dihydrocodeine is a metabolite of Dihydrocodeine (D448850).This is a controlled substance.

REFERENCES

• Lahti, R., et al.: Eur. J. Pharmacol., 109, 281 (1985)
• Schwanstecher, M., et al.: J. Neurochem., 59, 1325 (1985)
• Bartlett, S., et al.: Life Sci., 57, 609 (1985)
• Ammon, S., et al.: Brit. J. Clin. Pharmacol., 48, 317 (1985)