(8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-8-(2-chloroacetyl)-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

• ChemBase编号: 164261
• 分子式: C27H28ClNO10
• 平均质量: 561.96492
• 单一同位素质量: 561.14017378
• SMILES: c1ccc(c2c1C(=O)c1c(C2=O)c(c2c(c1O)C[C@](C[C@@H]2O[C@@H]1O[C@H]([C@@H](O)[C@H](N)C1)C)(C(=O)CCl)O)O)OC
• Canonical SMILES: ClCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@@H](N)[C@@H]([C@@H](O2)C)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC
• InChI: InChI=1S/C27H28ClNO10/c1-10-22(31)13(29)6-17(38-10)39-15-8-27(36,16(30)9-28)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,31,33,35-36H,6-9,29H2,1-2H3/t10-,13-,15-,17-,22+,27-/m0/s1
• InChIKey: YPCKPOWJKPVJRQ-TZSSRYMLSA-N

名称和登记号

名称

• IUPAC标准名: (8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-8-(2-chloroacetyl)-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
• IUPAC传统名: (8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-8-(2-chloroacetyl)-6,8,11-trihydroxy-1-methoxy-9,10-dihydro-7H-tetracene-5,12-dione
• 别名: 8S,10S)-10-[(3-Amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-8-(2-chloroacetyl)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione; 14-Chlorodaunomycin; 14-Chlororubomycin; 14-Chloro Daunorubicin

登记号

• CAS号: 121250-06-4
• PubChem SID: 162258396
• PubChem CID: 14477608

理论计算性质

• Acid pKa: 9.530912
• 质子受体: 11
• 质子供体: 5
• LogD (pH = 5.5): -0.08828281
• LogD (pH = 7.4): 1.0790293
• Log P: 2.2710261
• 摩尔折射率: 137.6447 cm^3
• 极化性: 53.910458 Å^3
• 极化表面积: 185.84 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - C365655

Adriamycin analogue; use as anticancer agent.

参考文献

• Krishan, A., et al.: Cancer Res., 41, 2745 (1981)
• Mueller, M., et al.: Eur. J. Biochem., 140, 447 (1981)