(1'R,9'R,10'S)-4'-methoxy-17'-azaspiro[1,3-dioxolane-2,13'-tetracyclo[7.5.3.01,10.02,7]heptadecane]-2'(7'),3',5'-trien-10'-ol

• ChemBase ID: 170759
• Molecular Formular: C19H25NO4
• Molecular Mass: 331.4061
• Monoisotopic Mass: 331.17835829
• SMILES: c1(cc2c(cc1)C[C@@H]1[C@]3([C@@]2(CC2(CC3)OCCO2)CCN1)O)OC
• Canonical SMILES: COc1ccc2c(c1)[C@@]13CCN[C@H](C2)[C@]3(O)CCC2(C1)OCCO2
• InChI: InChI=1S/C19H25NO4/c1-22-14-3-2-13-10-16-19(21)5-4-18(23-8-9-24-18)12-17(19,6-7-20-16)15(13)11-14/h2-3,11,16,20-21H,4-10,12H2,1H3/t16-,17-,19-/m1/s1
• InChIKey: IMUVLRIUPLKNQH-ZHALLVOQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'R,9'R,10'S)-4'-methoxy-17'-azaspiro[1,3-dioxolane-2,13'-tetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadecane]-2'(7'),3',5'-trien-10'-ol
• IUPAC Traditional name: (1'R,9'R,10'S)-4'-methoxy-17'-azaspiro[1,3-dioxolane-2,13'-tetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadecane]-2'(7'),3',5'-trien-10'-ol
• Synonyms: 14-Hydroxy-3-methoxy-morphinan-6-one Cyclic 1,2-Ethanediyl Acetal; 14-Hydroxy-3-methoxy-6-oxo-morphinan 6-Ethylene Ketal

Database IDs

• CAS Number: 1612-45-9
• PubChem SID: 164226669
• PubChem CID: 71749123

CALCULATED PROPERTIES

• Acid pKa: 13.694213
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.9244138
• LogD (pH = 7.4): -0.93745464
• Log P: 1.2662104
• Molar Refractivity: 89.4566 cm^3
• Polarizability: 35.41117 Å^3
• Polar Surface Area: 59.95 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - H946355

(-)-Butorphanol intermediate.