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

• ChemBase编号: 176138
• 分子式: C17H17NO4
• 平均质量: 299.32118
• 单一同位素质量: 299.11575803
• SMILES: c1(c2c3c(cc1)C[C@H]1[C@]4([C@@]3([C@H](C(=O)C=C4)O2)CCN1C)O)O
• Canonical SMILES: O=C1C=C[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@@H]2N(CC3)C)ccc1O)O
• InChI: InChI=1S/C17H17NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-5,12,15,19,21H,6-8H2,1H3/t12-,15-,16-,17+/m0/s1
• InChIKey: VFNHLTBRAFJQER-OSMBCOQSSA-N

名称和登记号

名称

• IUPAC标准名: (1S,5S,13R,17S)-10,17-dihydroxy-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: (1S,5S,13R,17S)-10,17-dihydroxy-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
• 别名: (5α)-7,8-Didehydro-4,5-epoxy-3,14-dihydroxy-17-methylmorphinan-6-one; 14-Hydroxymorphinone; 14-Hydroxymorphine-6-one; Oxymorphinone

登记号

• CAS号: 41135-98-2
• PubChem SID: 164232048
• PubChem CID: 71751419

理论计算性质

• Acid pKa: 10.065244
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -1.4825134
• LogD (pH = 7.4): 0.28598076
• Log P: 0.9566783
• 摩尔折射率: 80.4988 cm^3
• 极化性: 30.869656 Å^3
• 极化表面积: 70.0 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO
• 外观: Pale Yellow Solid
• 熔点: 199-203°C

安全信息

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

详细说明

Toronto Research Chemicals - O876730

Oxymorphinone is a major metabolite of Morphine (M652290).

参考文献

• Iizima, I., et al.: J. Med. Chem., 21, 398 (1978)
• Gibson, M., et al.: Enzyme Microb. Technol., 6, 471 (1978)
• French, C., et al.: Biochem. J., 301, 97 (1978)