(8S,10S)-8-acetyl-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-1-(13C,2H3)methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

• ChemBase编号: 165427
• 分子式: C27H29NO10
• 平均质量: 528.51251484
• 单一同位素质量: 528.18250097
• 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)C)O)O)O[13CH3]
• Canonical SMILES: [13CH3]Oc1cccc2c1C(=O)c1c(C2=O)c(O)c2c(c1O)[C@@H](O[C@H]1C[C@@H](N)[C@@H]([C@@H](O1)C)O)C[C@](C2)(O)C(=O)C
• InChI: InChI=1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22+,27-/m0/s1/i3+1
• InChIKey: STQGQHZAVUOBTE-JTJAFMRQSA-N

名称和登记号

名称

• IUPAC标准名: (8S,10S)-8-acetyl-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-1-(^1^3C,^2H₃)methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
• IUPAC传统名: (8S,10S)-8-acetyl-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-1-(^1^3C,^2H₃)methoxy-9,10-dihydro-7H-tetracene-5,12-dione
• 别名: (8S-cis)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione-3C,d3 Hydrochloride; 13-Dihydrocarminomycin-13C,d3; Daunorubicin-13C,d3 (>85%)

登记号

• PubChem SID: 162259560
• PubChem CID: 71315193

理论计算性质

• Acid pKa: 9.530939
• 质子受体: 11
• 质子供体: 5
• LogD (pH = 5.5): -0.6256268
• LogD (pH = 7.4): 0.54168487
• Log P: 1.7336931
• 摩尔折射率: 132.8915 cm^3
• 极化性: 52.02392 Å^3
• 极化表面积: 185.84 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: Dark Red Solid
• 熔点: >172°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - D194502

Anthracycline antibiotic related to the rhodomycins. Antineoplastic.

参考文献

• Cassinelli, G., et al.: J. of Antibiotics, XXXI, 3, 179 (1978)