(1S,5S,13R,17R)-10-[(tert-butyldimethylsilyl)oxy]-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: 163350
• 分子式: C23H31NO3Si
• 平均质量: 397.58264
• 单一同位素质量: 397.20732039
• SMILES: c1(c2c3c(cc1)C[C@H]1[C@H]4[C@@]3([C@H](C(=O)C=C4)O2)CCN1C)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: CN1CC[C@@]23[C@@H]4[C@@H]1Cc1c3c(O[C@H]2C(=O)C=C4)c(cc1)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C23H31NO3Si/c1-22(2,3)28(5,6)27-18-10-7-14-13-16-15-8-9-17(25)21-23(15,11-12-24(16)4)19(14)20(18)26-21/h7-10,15-16,21H,11-13H2,1-6H3/t15-,16-,21-,23-/m0/s1
• InChIKey: IRVJVBYXSILUCC-BAHGIXHPSA-N

名称和登记号

名称

• IUPAC标准名: (1S,5S,13R,17R)-10-[(tert-butyldimethylsilyl)oxy]-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,17R)-10-[(tert-butyldimethylsilyl)oxy]-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: 3-(tert-Butyldimethylsilyl)morphinone; (5α)-7,8-Didehydro-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,5-epoxy-17-methyl-morphinan-6-one

登记号

• CAS号: 91265-75-7
• PubChem SID: 162257485
• PubChem CID: 71314409

理论计算性质

• Acid pKa: 15.502726
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 1.4174752
• LogD (pH = 7.4): 3.2250674
• Log P: 4.3493
• 摩尔折射率: 109.2038 cm^3
• 极化性: 44.282154 Å^3
• 极化表面积: 38.77 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Methanol
• 外观: Yellow Solid

详细说明

Toronto Research Chemicals - B691325

Protected Morphinone (M652350), a toxic metabolite of Morphine.

参考文献

• James, R., et al.: J. Pharmacol. Exp. Ther., 221, 708 (1982)
• Yamano, S., et al.: J. Biol. Chem., 260, 5259(1982)
• Ishida, T., et al.: Drug Metab. Dispos., 17, 77 (1982)
• Yamano, S., et al.: Xenobiotica, 27, 645 (1982)