(1R,9R,10S)-17-(cyclobutylmethyl)-4,10-dihydroxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-13-one

• ChemBase ID: 176077
• Molecular Formular: C21H27NO3
• Molecular Mass: 341.44398
• Monoisotopic Mass: 341.19909373
• SMILES: c1(cc2c(cc1)C[C@@H]1[C@]3([C@@]2(CC(=O)CC3)CCN1CC1CCC1)O)O
• Canonical SMILES: O=C1CC[C@@]2([C@@]3(C1)CCN([C@@H]2Cc1c3cc(O)cc1)CC1CCC1)O
• InChI: InChI=1S/C21H27NO3/c23-16-5-4-15-10-19-21(25)7-6-17(24)12-20(21,18(15)11-16)8-9-22(19)13-14-2-1-3-14/h4-5,11,14,19,23,25H,1-3,6-10,12-13H2/t19-,20-,21-/m1/s1
• InChIKey: OWDXIYLQFRANQT-NJDAHSKKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,9R,10S)-17-(cyclobutylmethyl)-4,10-dihydroxy-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-13-one
• IUPAC Traditional name: (1R,9R,10S)-17-(cyclobutylmethyl)-4,10-dihydroxy-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-13-one
• Synonyms: 17-(Cyclobutylmethyl)-3,14-dihydroxy-morphinan-6-one; 6-Oxo (-)-Butorphanol

Database IDs

• CAS Number: 67753-30-4
• PubChem SID: 164231987
• PubChem CID: 57088644

CALCULATED PROPERTIES

• Acid pKa: 9.94207
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.9003724
• LogD (pH = 7.4): 0.42814243
• Log P: 1.8453177
• Molar Refractivity: 96.5624 cm^3
• Polarizability: 37.776455 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - O869935

(-)-Butorphanol intermediate.