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

• ChemBase编号: 162809
• 分子式: C28H30BrNO12
• 平均质量: 652.4413
• 单一同位素质量: 651.09513741
• 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](C1)N)C)(C(=O)CBr)O)O)OC.C(=O)O
• Canonical SMILES: BrCC(=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.OC=O
• InChI: InChI=1S/C27H28BrNO10.CH2O2/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;2-1-3/h3-5,10,13,15,17,22,31,33,35-36H,6-9,29H2,1-2H3;1H,(H,2,3)/t10-,13-,15-,17-,22+,27-;/m0./s1
• InChIKey: USWDRBNCRQVMDU-RUELKSSGSA-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-bromoacetyl)-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione; formic acid
• IUPAC传统名: (8S,10S)-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-8-(2-bromoacetyl)-6,8,11-trihydroxy-1-methoxy-9,10-dihydro-7H-tetracene-5,12-dione; formic acid
• 别名: (8S,10S)-10-[(3-Amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-8-(2-bromoacetyl)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione Formate; 14-Bromodaunomycin Formate Salt; 14-Bromo Daunorubicin Formate Salt

登记号

• PubChem SID: 162256944
• PubChem CID: 71314232

理论计算性质

• Acid pKa: 9.530921
• 质子受体: 11
• 质子供体: 5
• LogD (pH = 5.5): 0.097212404
• LogD (pH = 7.4): 1.2645245
• Log P: 2.456525
• 摩尔折射率: 140.6282 cm^3
• 极化性: 54.829075 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

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Red Solid
• 熔点: 167-170°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - B682790

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)