(7'S,9'E,11'S,12'R,13'S,14'R,15'R,16'R,17'S,18'S,19'E)-2',15',17'-trihydroxy-11'-methoxy-3',7',12',14',16',18',22'-heptamethyl-5,6',23',29'-tetraoxo-8',30'-dioxa-24'-azaspiro[1,3-dioxolane-2,27'-tetracyclo[23.3.1.14,7.05,28]triacontane]-1'(28'),2',4',9',19',21',25'-heptaen-13'-yl acetate

• ChemBase编号: 177544
• 分子式: C39H47NO14
• 平均质量: 753.78878
• 单一同位素质量: 753.29965519
• SMILES: C1=C2C(=O)c3c(C41OC(=O)CO4)c1c(c(c3O)C)O[C@@](C1=O)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]([C@H](/C=C/C=C(\C(=O)N2)/C)C)O)C)O)C)OC(=O)C)C)OC)C
• Canonical SMILES: CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c(c(c3C)O)C(=O)C(=CC32OCC(=O)O3)NC(=O)/C(=C\C=C\[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(=O)C)C)O)C)O)C)/C
• InChI: InChI=1S/C39H47NO14/c1-17-11-10-12-18(2)37(48)40-24-15-39(51-16-26(42)53-39)29-27(33(24)46)32(45)22(6)35-28(29)36(47)38(8,54-35)50-14-13-25(49-9)19(3)34(52-23(7)41)21(5)31(44)20(4)30(17)43/h10-15,17,19-21,25,30-31,34,43-45H,16H2,1-9H3,(H,40,48)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,30-,31+,34+,38-,39?/m0/s1
• InChIKey: RAFHKEAPVIWLJC-KQOHHTLASA-N

名称和登记号

名称

• IUPAC标准名: (7'S,9'E,11'S,12'R,13'S,14'R,15'R,16'R,17'S,18'S,19'E)-2',15',17'-trihydroxy-11'-methoxy-3',7',12',14',16',18',22'-heptamethyl-5,6',23',29'-tetraoxo-8',30'-dioxa-24'-azaspiro[1,3-dioxolane-2,27'-tetracyclo[23.3.1.1^4,^7.0^5,^2^8]triacontane]-1'(28'),2',4',9',19',21',25'-heptaen-13'-yl acetate
• IUPAC传统名: (7'S,9'E,11'S,12'R,13'S,14'R,15'R,16'R,17'S,18'S,19'E)-2',15',17'-trihydroxy-11'-methoxy-3',7',12',14',16',18',22'-heptamethyl-5,6',23',29'-tetraoxo-8',30'-dioxa-24'-azaspiro[1,3-dioxolane-2,27'-tetracyclo[23.3.1.1^4,^7.0^5,^2^8]triacontane]-1'(28'),2',4',9',19',21',25'-heptaen-13'-yl acetate
• 别名: 4-O-(Carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-rifamycin γ-Lactone; NSC 182391; Rifamycin O

登记号

• CAS号: 14487-05-9
• PubChem SID: 164233454
• PubChem CID: 71752082

理论计算性质

• Acid pKa: 8.203149
• 质子受体: 12
• 质子供体: 4
• LogD (pH = 5.5): 3.693139
• LogD (pH = 7.4): 3.6311207
• Log P: 3.693991
• 摩尔折射率: 195.1263 cm^3
• 极化性: 74.76845 Å^3
• 极化表面积: 213.45 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform
• 外观: Yellow Solid
• 熔点: 171°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - R508190

Rifaximin intermediate.

参考文献

• Vohra, R., et al.: Biotechnol. Lett., 11, 851 (1989)
• Bacchi, A., et al.: J. Med. Chem., 41, 2319 (1989)