sodium 4-[(7-{[(2R,3R,4S,5R)-4-(carbamoyloxy)-3-hydroxy-5-methoxy-6,6-dimethyloxan-2-yl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl)carbamoyl]-2-(3-methylbut-2-en-1-yl)benzen-1-olate

• ChemBase编号: 73042
• 分子式: C31H35N2NaO11
• 平均质量: 634.60617
• 单一同位素质量: 634.21385423
• SMILES: [C@H]1([C@H]([C@H]([C@@H](OC1(C)C)Oc1ccc2c(c1C)oc(=O)c(c2O)NC(=O)c1ccc(c(c1)CC=C(C)C)[O-])O)OC(=O)N)OC.[Na+]
• Canonical SMILES: CO[C@@H]1[C@@H](OC(=O)N)[C@@H](O)[C@@H](OC1(C)C)Oc1ccc2c(c1C)oc(=O)c(c2O)NC(=O)c1ccc(c(c1)CC=C(C)C)[O-].[Na+]
• InChI: InChI=1S/C31H36N2O11.Na/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29;/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37);/q;+1/p-1/t23-,25+,26-,29-;/m1./s1
• InChIKey: WWPRGAYLRGSOSU-RNROJPEYSA-M

名称和登记号

名称

• IUPAC标准名: sodium 4-[(7-{[(2R,3R,4S,5R)-4-(carbamoyloxy)-3-hydroxy-5-methoxy-6,6-dimethyloxan-2-yl]oxy}-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl)carbamoyl]-2-(3-methylbut-2-en-1-yl)benzen-1-olate
• IUPAC传统名: sodium 4-[(7-{[(2R,3R,4S,5R)-4-(carbamoyloxy)-3-hydroxy-5-methoxy-6,6-dimethyloxan-2-yl]oxy}-4-hydroxy-8-methyl-2-oxochromen-3-yl)carbamoyl]-2-(3-methylbut-2-en-1-yl)benzenolate
• 别名: Albamycin; Cathomycin; Novobiocin sodium

登记号

• CAS号: 1476-53-5
• PubChem SID: 162037962
• PubChem CID: 54726514

理论计算性质

• Acid pKa: 6.9646654
• 质子受体: 9
• 质子供体: 4
• LogD (pH = 5.5): 3.249165
• LogD (pH = 7.4): 2.6537719
• Log P: 3.263811
• 摩尔折射率: 168.7945 cm^3
• 极化性: 60.387146 Å^3
• 极化表面积: 198.93 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

安全信息

• 保存条件: -20°C

产品相关信息

• 成盐信息: sodium salt

详细说明

Selleck Chemicals - S2492

Research Area: Infection
Biological Activity:
Novobiocin(Albamycin) is a very potent bacterial DNA gyrase and human organic anion transporters with Ki of of 14.87 ± 0.40 µM for hOAT1, 4.77 ± 1.12 µM for hOAT3, and 90.50 ± 7.50 µM for hOAT4. [1] Novobiocin as well as the other aminocoumarin antibiotics act as competitive inhibitors of the ATPase reaction catalysed by GyrB. The potency of novobiocin is considerably higher than that of the fluoroquinolones that also target DNA gyrase, but at a different site on the enzyme. The GyrA subunit is involved in the DNA nicking and ligation activity. [2]

参考文献

• Duan P et al. Drug Metab Dispos. 2009 Jun;37(6)