(1S,5R,13R,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18),15-tetraen-14-one

• ChemBase编号: 126662
• 分子式: C18H19NO3
• 平均质量: 297.34836
• 单一同位素质量: 297.13649347
• SMILES: O=C1C=C[C@H]2[C@@H]3N(CC[C@]42c2c(O[C@@H]14)c(OC)ccc2C3)C
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4C=CC1=O)C
• InChI: InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-12,17H,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1
• InChIKey: XYYVYLMBEZUESM-CMKMFDCUSA-N

名称和登记号

名称

• IUPAC标准名: (1S,5R,13R,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-7,9,11(18),15-tetraen-14-one; (1S,5R,13R,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-one
• IUPAC传统名: codeinone
• 别名: Codeinone; (5α)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methyl-morphinan-6-one; 7,8-Didehydro-4,5α-epoxy-3-methoxy-17-methyl-morphinan-6-one; (-)-Codeinone; 6-Oxocodeine

登记号

• CAS号: 467-13-0
• PubChem SID: 162220992
• PubChem CID: 5459910
• CHEBI ID: 18399
• CHEMBL: 257627
• Chemspider ID: 4573639
• 维基百科标题: Codeinone

理论计算性质

• Acid pKa: 15.486454
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): -0.90010655
• LogD (pH = 7.4): 0.85454047
• Log P: 1.9581275
• 摩尔折射率: 83.838 cm^3
• 极化性: 32.141003 Å^3
• 极化表面积: 38.77 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: Brown Solid
• 熔点: 182-183°C

安全信息

• 保存条件: Controlled Substance, -20°C Freezer

详细说明

Toronto Research Chemicals - C635000

A metabolite of Codeine (C634075). Controlled substance.

参考文献

• Aceto, M., et al.: Eur. J. Pharmacol., 365, 143 (1999)
• Bunemann, M., et al.: J. Biol. Chem., 276, 47512 (1999)
• Dias, K., et al.: Planta Med., 70, 328 (1999)
• Thompson, C., et al.: J. Pharmacol. Exp. Ther., 308, 547 (1999)