(2R)-2-[(2R,3S,5S,6R)-6-[(2S,3S,4S,6R)-6-[(2S,5S,7R,9S,10S,12R,15R)-2-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid

• ChemBase编号: 130461
• 分子式: C43H72O11
• 平均质量: 765.02518
• 单一同位素质量: 764.50746312
• SMILES: O=C([C@@H](C)[C@@H](O)[C@H](C)[C@@H]1O[C@@H]([C@@H](CC)C(=O)O)[C@@H](C)C[C@@H]1C)[C@H](CC)[C@H]1O[C@@]2(O[C@@]3(CC[C@]([C@@H]4O[C@@H](C)[C@@](O)(CC)CC4)(C)O3)[C@H](O)C=C2)[C@H](C)C[C@@H]1C
• Canonical SMILES: CC[C@H]([C@H]1O[C@]2(C=C[C@H]([C@@]3(O2)CC[C@@](O3)(C)[C@H]2CC[C@]([C@@H](O2)C)(O)CC)O)[C@@H](C[C@@H]1C)C)C(=O)[C@H]([C@H]([C@@H]([C@@H]1O[C@H]([C@H](C[C@@H]1C)C)[C@H](C(=O)O)CC)C)O)C
• InChI: InChI=1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)/t23-,24-,25-,26+,27-,28-,29-,30-,31+,32+,33+,34+,36+,37+,38-,40-,41+,42-,43-/m0/s1
• InChIKey: VHKXXVVRRDYCIK-CWCPJSEDSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-[(2R,3S,5S,6R)-6-[(2S,3S,4S,6R)-6-[(2S,5S,7R,9S,10S,12R,15R)-2-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro[4.1.5^7.3^5]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid
• IUPAC传统名: narasin
• 别名: (4''S'')-4-methyl-salinomycin; Narasin; (4S)-4-Methylsalinomycin; A 28086A; Antibiotic A 28086A; Antibiotic C 7819B; C 7819B; Monteban; Narasin A; Narasul

登记号

• CAS号: 55134-13-9
• PubChem SID: 162224740
• PubChem CID: 65452
• ATC码: QP51AH04
• 美国药典/FDA物质标识码: DZY9VU539P
• 维基百科标题: Narasin

理论计算性质

• Acid pKa: 4.4974623
• 质子受体: 11
• 质子供体: 4
• LogD (pH = 5.5): 6.834408
• LogD (pH = 7.4): 5.0657854
• Log P: 7.8768196
• 摩尔折射率: 204.5379 cm^3
• 极化性: 81.99842 Å^3
• 极化表面积: 161.21 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 102-107°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - N378770

Narasin is the main component of a polyether antibiotic complex produced by Streptomyces auriofaciens NRRL 5758 & NRRL 8092. Ionophoric antibiotic which inhibits coccidial infection in poultry and mammals. Coccidiostat; growth stimulant.

参考文献

• Berg, D.H., et al.: J. Antibiot., 31, 1 (1978)
• Ruff, M.D., et al.: Poult. Sci., 59, 2008 (1978)