(3R,4S,5S,6R,7R,9R,10E,11S,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-12,13-dihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-7-methoxy-10-(methoxyimino)-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecan-2-one

• ChemBase编号: 164596
• 分子式: C39H72N2O13
• 平均质量: 776.99458
• 单一同位素质量: 776.50344037
• SMILES: [C@@]1([C@@H](CC)OC(=O)[C@@H]([C@H]([C@@H]([C@H]([C@](C[C@H](/C(=N\OC)/[C@@H]([C@H]1O)C)C)(C)OC)O[C@H]1[C@@H]([C@@H](C[C@H](O1)C)N(C)C)O)C)O[C@@H]1O[C@@H]([C@@H]([C@](C1)(C)OC)O)C)C)(O)C
• Canonical SMILES: CO/N=C/1\[C@H](C)C[C@@](C)(OC)[C@H](O[C@@H]2O[C@H](C)C[C@H]([C@H]2O)N(C)C)[C@@H](C)[C@H](O[C@@H]2O[C@H](C)[C@@H]([C@](C2)(C)OC)O)[C@H](C(=O)O[C@@H]([C@@]([C@@H]([C@H]1C)O)(C)O)CC)C
• InChI: InChI=1S/C39H72N2O13/c1-16-27-39(10,46)32(43)22(4)29(40-49-15)20(2)18-38(9,48-14)34(54-36-30(42)26(41(11)12)17-21(3)50-36)23(5)31(24(6)35(45)52-27)53-28-19-37(8,47-13)33(44)25(7)51-28/h20-28,30-34,36,42-44,46H,16-19H2,1-15H3/b40-29+/t20-,21-,22+,23+,24-,25+,26+,27-,28+,30-,31+,32-,33+,34-,36+,37-,38-,39-/m1/s1
• InChIKey: BZXVFUGKJGEBBE-HQQTWTRQSA-N

名称和登记号

名称

• IUPAC标准名: (3R,4S,5S,6R,7R,9R,10E,11S,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-12,13-dihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-7-methoxy-10-(methoxyimino)-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecan-2-one
• IUPAC传统名: (3R,4S,5S,6R,7R,9R,10E,11S,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-14-ethyl-12,13-dihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-7-methoxy-10-(methoxyimino)-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecan-2-one
• 别名: 6-O-Methylerythromycin (9E)-9-(O-Methyloxime); Clarithromycin Impurity G; Clarithromycin (9E)-O-Methyloxime

登记号

• CAS号: 127182-44-9
• PubChem SID: 162258731
• PubChem CID: 71314812

理论计算性质

• Acid pKa: 12.466088
• 质子受体: 14
• 质子供体: 4
• LogD (pH = 5.5): 0.38765767
• LogD (pH = 7.4): 1.9432157
• Log P: 3.6269557
• 摩尔折射率: 199.0923 cm^3
• 极化性: 80.85029 Å^3
• 极化表面积: 187.43 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - C559770

Clarithromycin (9E)-O-Methyloxime is an impurity of Clarithromycin (C559750), a macrolide antibiotic. Clarithromycin impurity G.

参考文献

• Morgan, D., et al.: J. Pharm. Biomed. Anal., 9, 261 (1991)
• Ishii, K., et al.: Chem. Pharm. Bull., 43, 1943 (1991)
• Langtry, H., et al.: Drugs, 53, 973 (1991)