CAS: 85248-93-7; (E)-9-(((E)-4-((2S,3R,4R,5S)-3,4-Dihydroxy-5-(((2S,3S)-3-((2S,3S)-3-Hydroxybutan-2-yl)Oxiran-2-yl)Methyl)Tetrahydro-2H-Pyran-2-yl)-3-Methylbut-2-Enoyl)Oxy)Non-4-Enoic Acid
该化合物是源自Pseudomonas spp.的二代代代谢物,以其强效抗菌特性而著称;该化合物通过抑制细菌的同位素性乙酰基-tRNA合成酶,干扰蛋白合成,有选择性地对抗模性细菌,特别是抗血球菌素Aureus,特别是Staphylococccus Aureus进行有选择的活动;其行动机制降低了与其他抗生素类交叉抗药性的可能性,使其成为研究抗微生物发育的有价值的候选产品;二体酸D在结构上不同于其模拟物,mupirocin(假体酸A),在药用动力学和活动范围方面可能存在差异;主要用于实验室环境研究细菌抗药机制和新型抗生战略;高纯度可用于精确的实验应用.
- 英文名称(E)-9-(((E)-4-((2S,3R,4R,5S)-3,4-Dihydroxy-5-(((2S,3S)-3-((2S,3S)-3-Hydroxybutan-2-yl)Oxiran-2-yl)Methyl)Tetrahydro-2H-Pyran-2-yl)-3-Methylbut-2-Enoyl)Oxy)Non-4-Enoic Acid
- 中文名称莫匹罗星EP杂质C
- IUPAC名称(E)-9-(((E)-4-((2S,3R,4R,5S)-3,4-dihydroxy-5-(((2S,3S)-3-((2S,3S)-3-hydroxybutan-2-yl)oxiran-2-yl)methyl)tetrahydro-2H-pyran-2-yl)-3-methylbut-2-enoyl)oxy)non-4-enoic acid
- 其它别名Mupirocin Ep Impurity C/pseudomonic Acid D/(4E)-9-[[(2E)-4-[(2S,3R,4R,5S)-3,4-Dihydroxy-5-[[(2S,3S)-3-[(1S,2S)-2-Hydroxy-1-Methylpropyl]Oxiranyl]Methyl]Tetrahydro-2H-Pyran-2-Yl]-3-Methylbut-2-Enoyl]Oxy]Non-4-Enoic Acid; L-Talo-Non-2-Enonic Acid, 5,9-Anhydro-2,3,4,8-Tetradeoxy-8-[[(2S,3S)-3-[(1S,2S)-2-Hydroxy-1-Methylpropyl]Oxiranyl]Methyl]-3-Methyl-, (5E)-8-Carboxy-5-Octen-1-Yl Ester, (2E)-; (Z)-9-((E)-4-{(2S,3R,4R,5S)-3,4-Dihydroxy-5-[(2S,3S)-3-((1S,2S)-2-Hydroxy-1-Methyl-Propyl)-Oxiranylmethyl]-Tetrahydro-Pyran-2-Yl}-3-Methyl-But-2-Enoyloxy)-Non-4-Enoicacid; Pseudomonic D; (E)-9-(((E)-4-((2S,3R,4R,5S)-3,4-Dihydroxy-5-(((2S,3S)-3-((2S,3S)-3-Hydroxybutan-2-yl)Oxiran-2-yl)Methyl)Tetrahydro-2H-Pyran-2-yl)-3-Methylbut-2-Enoyl)Oxy)Non-4-Enoic Acid; Pseudomonas D; Mupirocin Ep Impurity-C / Pseudomonic Acid Ep Impurity-D; Pseudomonic Acid D
- CAS编号85248-93-7
- FDA UNII编号:68IC2993TO
- 分子式:C26H42O9分子量:498.61
- 产品CID: 1847890
- 同类组份化合物CAS85248-93-7
- 产品分类分析化学 → 标准品 → 药典标准品和杂质标准品
- 相似结构搜索
- InChIKey: RJGJFSVDQPCELW-VCXQKUNESA-N
- RJGJFSVDQPCELW-QIOXJLLXNA-N
- 计算化学: 氢键受体数9.0氢键供体数4.0可旋转键数16.0
物理性质
MSDS等安全信息
合成工艺路线路线简述
📜(Z)-9-((E)-4-{(2S,3R,4R,5S)-3,4-Dihydroxy-5-[(2S,3S)-3-((1S,2S)-2-Hydroxy-1-Methyl-Propyl)-Oxiranylmethyl]-Tetrahydro-Pyran-2-Yl}-3-Methyl-But-2-Enoyloxy)-Non-4-Enoic Acid Methyl Ester置于baker'S Yeast体系中,用 N,N-二甲基甲酰胺 作为反应溶剂,化学反应 18.0H,反应生成 Pseudomonic Acid D,莫匹罗星ep杂质c
参考文献:O'Hanlon,Peter J.; Rogers,Norman H.; Tyler,John W.,Journal Of The Chemical Society. Perkin Transactions I,1983,# 11,P. 2655-2657
标题:O'Hanlon,Peter J.; Rogers,Norman H.; Tyler,John W.,Journal Of The Chemical Society. Perkin Transactions I,1983,# 11,P. 2655-2657
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13: Shiozawa H, Shimada A, Takahashi S. Thiomarinols D, E, F and G, new hybrid antimicrobial antibiotics produced by a marine bacterium; isolation, structure, and antimicrobial activity. J Antibiot (Tokyo). 1997 May;50(5):449-52. doi: 10.4103/1947-2714.139293.
15: Sit D, Kadiroglu AK, Kayabasi H, Yilmaz ME. Prophylactic intranasal mupirocin ointment in the treatment of peritonitis in continuous ambulatory peritoneal dialysis patients. Adv Ther. 2007 Mar-Apr;24(2):387-93. doi: 10.1016/j.jcot.2015.08.004. Epub 2015 Sep 11.
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