(1S,5S,13S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene

• ChemBase ID: 165872
• Molecular Formular: C18H21NO2
• Molecular Mass: 283.36484
• Monoisotopic Mass: 283.15722892
• SMILES: [C@H]12CC=C[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]4C=CC1)C
• InChI: InChI=1S/C18H21NO2/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/h3-4,6-7,12-13,15H,5,8-10H2,1-2H3/t12-,13-,15-,18+/m0/s1
• InChIKey: CYNZTGLNKBWNHM-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),8,10,15-tetraene
• 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),8,10,15-tetraene
• Synonyms: (5α)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan; Codide; Deoxycodeine E; 6-Deoxycodeine

Database IDs

• CAS Number: 5121-66-4
• PubChem SID: 162260005
• PubChem CID: 199856

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.0898627
• LogD (pH = 7.4): 0.2834233
• Log P: 2.2619474
• Molar Refractivity: 83.3972 cm^3
• Polarizability: 31.99167 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: Controlled Substance, Freezer

DETAILS

Toronto Research Chemicals - D232560

Analgesic (narcotic).

REFERENCES

• Wright, C. I. & Barbour, F. A.; J. Pharmacol. 61, 440 (1937)