(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}-10-(hydroxyimino)-7-methoxy-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecan-2-one

• ChemBase编号: 164595
• 分子式: C38H70N2O13
• 平均质量: 762.968
• 单一同位素质量: 762.48779031
• SMILES: [C@@]1([C@@H](CC)OC(=O)[C@@H]([C@H]([C@@H]([C@H]([C@](C[C@H](/C(=N\O)/[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: O/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/C38H70N2O13/c1-15-26-38(10,45)31(42)21(4)28(39-46)19(2)17-37(9,48-14)33(53-35-29(41)25(40(11)12)16-20(3)49-35)22(5)30(23(6)34(44)51-26)52-27-18-36(8,47-13)32(43)24(7)50-27/h19-27,29-33,35,41-43,45-46H,15-18H2,1-14H3/b39-28+/t19-,20-,21+,22+,23-,24+,25+,26-,27+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
• InChIKey: MWBJRTBANFUBOX-SQYJNGITSA-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}-10-(hydroxyimino)-7-methoxy-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}-10-(hydroxyimino)-7-methoxy-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecan-2-one
• 别名: 6-O-Methylerythromycin 9-Oxime; 6-O-Methylerythromycin A 9-Oxime; Clarithromycin 9-Oxime

登记号

• CAS号: 103450-87-9
• PubChem SID: 162258730
• PubChem CID: 9962216

理论计算性质

• 可自由旋转的化学键: 8
• 里宾斯基五规则: false
• Acid pKa: 9.840502
• 质子受体: 14
• 质子供体: 5
• LogD (pH = 5.5): 0.011767046
• LogD (pH = 7.4): 1.5663567
• Log P: 2.8384242
• 摩尔折射率: 194.61 cm^3
• 极化性: 79.018906 Å^3
• 极化表面积: 198.43 Å^2

分子性质

理化性质

• 溶解度: Methanol
• 外观: White Solid
• 熔点: >185°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - C559760

Clarithromycin 9-Oxime is an impurity of Clarithromycin (C559750), a macrolide antibiotic.

参考文献

• Stephanic, V. et al.: J. Med. Chem., 54, 719 (2011)
• Chen, X. et al.: Zhong. Yao., 17, 32 (2011)