N-[(2S,3S,4S,6R)-6-{[(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}-3-hydroxy-2-methyloxan-4-yl]-2,2,2-trifluoroacetamide

• ChemBase编号: 179052
• 分子式: C29H28F3NO11
• 平均质量: 623.5279296
• 单一同位素质量: 623.16144538
• SMILES: c1cc(c2c(c1)C(=O)c1c(C2=O)c(c2c(c1O)C[C@@](C[C@@H]2O[C@H]1C[C@H]([C@@H]([C@@H](O1)C)O)NC(=O)C(F)(F)F)(O)C(=O)C)O)OC
• Canonical SMILES: COc1cccc2c1C(=O)c1c(C2=O)c(O)c2c(c1O)[C@@H](O[C@@H]1O[C@@H](C)[C@H]([C@@H](C1)NC(=O)C(F)(F)F)O)C[C@](C2)(O)C(=O)C
• InChI: InChI=1S/C29H28F3NO11/c1-10-22(35)14(33-27(40)29(30,31)32)7-17(43-10)44-16-9-28(41,11(2)34)8-13-19(16)26(39)21-20(24(13)37)23(36)12-5-4-6-15(42-3)18(12)25(21)38/h4-6,10,14,16-17,22,35,37,39,41H,7-9H2,1-3H3,(H,33,40)/t10-,14-,16-,17-,22+,28-/m0/s1
• InChIKey: VOASREXNXKOKBP-HWJSKKJZSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S,3S,4S,6R)-6-{[(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}-3-hydroxy-2-methyloxan-4-yl]-2,2,2-trifluoroacetamide
• IUPAC传统名: N-[(2S,3S,4S,6R)-6-{[(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy}-3-hydroxy-2-methyloxan-4-yl]-2,2,2-trifluoroacetamide
• 别名: (8S,10S)-8-Acetyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-10-[[2,3,6-trideoxy-3-[(2,2,2-trifluoroacetyl)amino]-α-L-lyxo-hexopyranosyl]oxy]-5,12-naphthacenedione; N-(Trifluoroacetyl)daunorubicin

登记号

• CAS号: 26388-52-3
• PubChem SID: 164234962
• PubChem CID: 161522

理论计算性质

• Acid pKa: 5.4414153
• 质子受体: 11
• 质子供体: 5
• LogD (pH = 5.5): 2.9945219
• LogD (pH = 7.4): 2.3602633
• Log P: 3.2725966
• 摩尔折射率: 143.3455 cm^3
• 极化性: 54.910263 Å^3
• 极化表面积: 188.92 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Dichloromethane; DMSO; Methanol
• 外观: Red Solid
• 熔点: >173°C (dec.)

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - T786985

Protected Daunorubicin.

参考文献

• Duvvuri, M., et al.: Biochem., 44, 15743 (2005)
• Zhang, G., et al.: J. Med. Chem., 49, 1792 (2005)
• Zhang, G., et al.: Bioorg. Med. Chem., 14, 426 (2005)
• Cui, F., et al.: J., Pharm., Biomed., Anal., 48, 1029 (2005)