(1S,5S,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-yl acetate

• ChemBase ID: 159207
• Molecular Formular: C20H23NO4
• Molecular Mass: 341.40092
• Monoisotopic Mass: 341.16270822
• SMILES: [C@H]12[C@H](C=C[C@@H]3[C@]41c1c(C[C@@H]3N(CC4)C)ccc(c1O2)OC)OC(=O)C
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@@H](C2)[C@@H]4C=C[C@@H]1OC(=O)C)C
• InChI: InChI=1S/C20H23NO4/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2/h4-7,13-14,16,19H,8-10H2,1-3H3/t13-,14-,16-,19-,20-/m0/s1
• InChIKey: MFXFQKMUCYHPFQ-OLOWNEEMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5S,13R,14S,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-tetraen-14-yl acetate
• IUPAC Traditional name: (1S,5S,13R,14S,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-tetraen-14-yl acetate
• Synonyms: (5α,6α)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methyl-morphinan-6-ol 6-Acetate; 6-Acetylcodeine; Acetylcodeine; Codeine 6-Acetate; O-Acetylcodeine; 6-O-Acetyl Codeine

Database IDs

• CAS Number: 6703-27-1
• PubChem SID: 162253342
• PubChem CID: 119413

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -1.490264
• LogD (pH = 7.4): 0.020194277
• Log P: 1.7840767
• Molar Refractivity: 93.7562 cm^3
• Polarizability: 36.523083 Å^3
• Polar Surface Area: 48.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off White Solid
• Melting Point: 132-134°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - A172070

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REFERENCES

• Milo, S., et al.: Cell. Mol. Neurobiol., 26, 1011 (2006)
• Gulaboski, R., et al.: Anal. Biochem., 361, 236 (2006)