(1S,5S,13S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-triene

• ChemBase ID: 166637
• Molecular Formular: C18H23NO2
• Molecular Mass: 285.38072
• Monoisotopic Mass: 285.17287898
• SMILES: [C@H]12CCC[C@@H]3[C@]41c1c(C[C@@H]3N(CC4)C)ccc(c1O2)OC
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@@H](C2)[C@@H]4CCC1)C
• InChI: InChI=1S/C18H23NO2/c1-19-9-8-18-12-4-3-5-15(18)21-17-14(20-2)7-6-11(16(17)18)10-13(12)19/h6-7,12-13,15H,3-5,8-10H2,1-2H3/t12-,13-,15-,18+/m0/s1
• InChIKey: ZJWPQUSUXBOTPF-BWQRHGBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5S,13S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-triene
• IUPAC Traditional name: (1S,5S,13S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-triene
• Synonyms: (5α)-4,5-Epoxy-3-methoxy-17-methyl-morphinan; 6-Deoxydihydrocodeine; Deoxydihydrocodeine D; Dihydrodeoxycodeine; Desocodeine

Database IDs

• CAS Number: 3990-01-0
• PubChem SID: 162260770
• PubChem CID: 199295

CALCULATED PROPERTIES

• Log P: 2.6238692
• Molar Refractivity: 82.2806 cm^3
• Polarizability: 32.231876 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.7626726
• LogD (pH = 7.4): 0.5181053

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid

Safety Information

• Storage Condition: Controlled Substance, Freezer

DETAILS

Toronto Research Chemicals - D296880

Analgesic (narcotic).

REFERENCES

• Himmelsbach, C. K.; J. Phamacol. 67, 239 (1939)
• Wright, C. I. & Barbour, F. A.; J. Pharmacol. 61, 440 (1937)