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

• ChemBase编号: 168095
• 分子式: C27H30ClNO11
• 平均质量: 579.9802
• 单一同位素质量: 579.15073847
• SMILES: c1ccc(c2c1C(=O)c1c(C2=O)c(c2c(c1O)C[C@](C[C@@H]2O[C@H]1O[C@H]([C@@H]([C@@H](C1)N)O)C)(C(=O)CO)O)O)OC.Cl
• Canonical SMILES: OCC(=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.Cl
• InChI: InChI=1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)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;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17+,22-,27-;/m0./s1
• InChIKey: MWWSFMDVAYGXBV-UAOJCOQHSA-N

名称和登记号

名称

• IUPAC标准名: (8S,10S)-10-{[(2S,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione hydrochloride
• IUPAC传统名: (8S,10S)-10-{[(2S,4S,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-9,10-dihydro-7H-tetracene-5,12-dione hydrochloride
• 别名: (8S,10S)-10-[(3-Amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione Hydrochloride; (8S-cis)-4'-Epidoxorubicin Hydrochloride; 4'-epi-Adriamycin Hydrochloride; Ellence; Epidoxorubicin Hydrochloride; Farmorubicin; Pharmorubicin; Epirubicin Hydrochloride

登记号

• CAS号: 56390-09-1
• PubChem SID: 162262227
• PubChem CID: 151536

理论计算性质

• 里宾斯基五规则: false
• Acid pKa: 9.53088
• 质子受体: 12
• 质子供体: 6
• LogD (pH = 5.5): -1.4428744
• LogD (pH = 7.4): -0.27556196
• Log P: 0.91642165
• 摩尔折射率: 134.5937 cm^3
• 极化性: 52.692078 Å^3
• 极化表面积: 206.07 Å^2
• 可自由旋转的化学键: 5

分子性质

理化性质

• 溶解度: Acetone; Methanol; Water
• 外观: Orange-Red Solid
• 熔点: 185°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - E588650

Used as an antineoplastic.

参考文献

• Kolaric, K., et al.: J. Cancer Res. Clin. Oncol., 106, 148 (1983)
• Arcamone, F., et al.: Cancer Chemother. Pharmacol., 12, 157 (1983)
• Weiss, R., et al.: Cancer Chemother. Pharmacol., 18, 185 (1986)