(1'R,9'R,10'S)-17'-(cyclobutylmethyl)-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: 172815
• Molecular Formular: C24H33NO4
• Molecular Mass: 399.52312
• Monoisotopic Mass: 399.24095854
• SMILES: c1(cc2c(cc1)C[C@@H]1[C@]3([C@@]2(CC2(CC3)OCCO2)CCN1CC1CCC1)O)OC
• Canonical SMILES: COc1ccc2c(c1)[C@@]13CCN([C@H](C2)[C@]3(O)CCC2(C1)OCCO2)CC1CCC1
• InChI: InChI=1S/C24H33NO4/c1-27-19-6-5-18-13-21-24(26)8-7-23(28-11-12-29-23)16-22(24,20(18)14-19)9-10-25(21)15-17-3-2-4-17/h5-6,14,17,21,26H,2-4,7-13,15-16H2,1H3/t21-,22-,24-/m1/s1
• InChIKey: KCDTYPUXBSBHKW-CQOQZXRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'R,9'R,10'S)-17'-(cyclobutylmethyl)-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)-17'-(cyclobutylmethyl)-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: (-)-3-Methoxy Butorphanol 6-Ethylene Ketal; 7-(Cyclobutylmethyl)-14-hydroxy-3-methoxy-morphinan-6-one Cyclic 1,2-Ethanediyl Acetal

Database IDs

• CAS Number: 67753-31-5
• PubChem SID: 164228725
• PubChem CID: 71750031

CALCULATED PROPERTIES

• Acid pKa: 13.687335
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.5840285
• LogD (pH = 7.4): 0.33859155
• Log P: 2.8744042
• Molar Refractivity: 111.2943 cm^3
• Polarizability: 43.88106 Å^3
• Polar Surface Area: 51.16 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - M261270

Butorphanol intermediate.