(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-3,4,10,13-tetrahydroxy-6-(2H3)methyl-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecan-15-one

• ChemBase编号: 166157
• 分子式: C30H58N2O9
• 平均质量: 590.78952
• 单一同位素质量: 590.41423145
• SMILES: [C@@]1([C@H](OC(=O)[C@@H]([C@H]([C@@H]([C@H]([C@@](C[C@H](CN([C@@H]([C@H]1O)C)C)C)(O)C)O[C@H]1[C@@H]([C@@H](C[C@H](O1)C)N(C)C)O)C)O)C)CC)(O)C
• Canonical SMILES: CC[C@H]1OC(=O)[C@H](C)[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H]([C@H]2O)N(C)C)[C@](C[C@H](CN([C@@H]([C@H]([C@]1(C)O)O)C)C)C)(C)O
• InChI: InChI=1S/C30H58N2O9/c1-12-22-30(8,38)25(35)20(6)32(11)15-16(2)14-29(7,37)26(18(4)23(33)19(5)27(36)40-22)41-28-24(34)21(31(9)10)13-17(3)39-28/h16-26,28,33-35,37-38H,12-15H2,1-11H3/t16-,17-,18+,19-,20-,21+,22-,23+,24-,25-,26-,28+,29-,30-/m1/s1
• InChIKey: PXDYILJJHOVNLO-NZMWSZMZSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-3,4,10,13-tetrahydroxy-6-(^2H₃)methyl-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecan-15-one
• IUPAC传统名: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-3,4,10,13-tetrahydroxy-6-(^2H₃)methyl-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecan-15-one
• 别名: (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-Ethyl-3,4,10,13-tetrahydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one-d3; CP 66458-d3; Desosaminylazithromycin-d3; Azithromycin Impurity J-d3; Descladinose Azithromycin-d3

登记号

• PubChem SID: 162260290
• PubChem CID: 71315588

理论计算性质

• Acid pKa: 12.536362
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -5.250066
• LogD (pH = 7.4): -2.3313591
• Log P: 1.3443661
• 摩尔折射率: 155.3599 cm^3
• 极化性: 62.888424 Å^3
• 极化表面积: 152.39 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - D288852

Labelled Descladinose Azithromycin, a metabolite of the semi-synthetic macrolide antibiotic Azithromycin (A927000).

参考文献

• Luke, D.R. et al.: Clin. Pharmacol. Therap., 61, 641 (1997)
• Foulds, G. et al.: Infect. Dis. THer., 18, 367 (1997)