12650-69-0

• 常用中文名：莫匹罗星
• 常用英文名：Mupirocin
• CAS号：12650-69-0
• 分子式：C₂₆H₄₄O₉
• 分子量：500.622
• 相关类别： 原料药 抗生素类药物 其它抗生素类药
• 发布时间：2018-04-18 08:00:00
• 更新时间：2026-06-30 08:12:50
• 莫匹罗星(Mupirocin)是一抗生素化合物。

名称

• 中文名: 莫匹罗星
• 英文名: mupirocin
• 中文别名: 莫匹罗星单体; 罗恩 莫匹罗星 R015676; 莫匹罗星标准品; 莫匹罗星微粉; 莫匹罗星检测标准品; 假单胞菌酸; 9-(((E)-4-((2S,3R,4R,5S)-3,4-二羟基-5-((2S,3S)-3-((2S,3S)-3-羟基丁烷-2-基)环氧乙烷-2-基)甲基)四氢-2H-吡喃-2-基)-3-甲基丁-2-烯酰基)氧基)壬酸; 莫匹罗星 标准品; 甲醇中莫匹罗星/BJH; 莫匹罗; 莫西罗星; 莫匹罗星莫匹罗星; 莫匹罗星,10 MM DMSO 溶液; 抑制剂Mupirocin; 莫匹罗星,假单胞菌酸; 莫匹罗星对照品; 莫匹罗/假单胞菌酸/莫西罗星; 化合物:Mupirocin; 化合物：Mupirocin
• 英文别名: MUPIROCINE; mupirocin calcium powder; Bactroban Ointment; Aids-108090; Mupricin; 9-({(2E)-4-[(2S,3R,4R,5S)-3,4-Dihydroxy-5-({(2S,3S)-3-[(2S,3S)-3-hydroxy-2-butanyl]-2-oxiranyl}methyl)tetrahydro-2H-pyran-2-yl]-3-methyl-2-butenoyl}oxy)nonanoic acid; BRL 4910A; 104-9 (Calcium salt, anhydrous); Mopirocin; 4-beta,5-alpha(2r*,3r*(1r*,2r*))))-3-beta; 9-[(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3- [(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl] oxan-2-yl]-3-methylbut-2-enoyl]oxynonanoic acid; Nonanoic acid, 9((3-methyl-1-oxo-4-(tetrahydro-3,4-dihydroxy-5-((3-(2-hydroxy-1-methylpropyl) oxiranyl)methyl)-2H-pyran-2-yl)-2-butenyl)oxy)-, (2S-(2-alpha(E),3-beta,4-beta,5- alpha(2R*,3R*(1R*,2R*)))); 115-6 (Calcium salt, dihydrate); Mupirocin [USAN:BAN:INN]; Mupirocin API; MUPIROCIN OINTMENT; 9-({(2E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-({(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2-yl}methyl)tetrahydro-2H-pyran-2-yl]-3-methylbut-2-enoyl}oxy)nonanoic acid; 9-({(2E)-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)nonanoic acid (non-preferred name); Mupirocin Neo-Sensitabs; MupirocinQ: What is Mupirocin Q: What is the CAS Number of Mupirocin Q: What is the storage condition of Mupirocin; Mupirocin Micronized Powder; Mupirocin, Bactroban, EisMycin, BRL 4910A, Y; PSEUDOMONIC ACID; Mupirocin(Bactroban); (2E)-5,9-Anhydro-2,3,4,8-tetradeoxy-8-[[(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]-oxiranyl]methyl]-3-methyl-L-talo-non-2-enonic Acid, 8-Cboxyoctyl Ester; Pseudomonic acid A; MUPIROCIN, REFERENCE SPECTRUM STANDD; MUPIROCIN, STANDD; Turixin; MUPIROCIN CALCIUM; Aids108090; PSEUDOMONIC ACID A; BACTROBAN; nonanoicacid,9((3-methyl-1-oxo-4-(tetrahydro-3,4-dihydroxy-5-((3-(2-hydroxy-1; L-talo-Non-2-enonic acid, 5,9-anhydro-2,3,4,8-tetradeoxy-8-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-3-methyl-, 8-cboxyoctyl ester, [2E,8[2S,3S(1S,2S)]]; 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)nonanoic acid; Mupirosin; bactroban; [2S-[2a(E),3b,4b,5a[2R*,3R*(1R*,2R*)]]]-9-[[3-Methyl-1-oxo-4-[tetrahydro-3,4-dihydroxy-5-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-2H-pyran-2-yl]-2-butenyl]oxy]nonanoic Acid; BRL 4910A, Pseudomonic acid, 5,9-Anhydro-2,3,4,8-tetradeoxy-8-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-3-methyl-[2E,8[2S,3S(1S,2S)]]-L-talonon-2-enonic acid 8-cboxyoctyl ester; 9-[(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methylbut-2-enoyl]oxynonanoic acid; trans-pseudomonic Acid; Mupirocin (BRL-4910A); Pseudomonic acid; 9-[4-[3,4-dihydroxy-5-[[3-(3-hydroxybutan-2-yl)-2-oxiranyl]methyl]-2-oxanyl]-3-methyl-1-oxobut-2-enoxy]nonanoate; 5,9-ANHYDRO-2,3,4,8-TETRADEOXY-8-[[3-(2-HYDROXY-1-METHYLPROPYL)OXIRANYL]METHYL]-3-METHYL-[2E,8[2S,3S(1S,2S)]]-L-TALONON-2-ENONIC ACID 8-CBOXYOCTYL ESTER; Mupirocin (50 mg); Mupirocin //BP; MUPIROCIN; (E)-13-{(2S,3R,4R,5S)-3,4-Dihydroxy-5-[(2S,3S)-3-((S)-2-hydroxy-1-methyl-propyl)-oxiranylmethyl]-tetrahydro-pyran-2-yl}-12-methyl-10-oxo-tridec-11-enoic acid; 9-[[(E)-3-Methyl-1-oxo-4-[(2S)-tetrahydro-3α,4α-dihydroxy-5β-[[(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2-yl]methyl]-2H-pyran-2β-yl]-2-butenyl]oxy]nonanoic acid; Mupirocin, Antibiotic for Culture Media Use Only; trans-Pseudomonic Acid; Bactroban Nasal; Mupirocinum; 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-, 8-cboxyoctyl ester, (2E)- (9CI); Mupirocin/Mupirocin Calcium; Mupirocin Acid; 9-({(2E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-({(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2-yl}methyl)tetrahydro-2H-pyran-2-yl]-3-methylbut-2-enoyl}oxy)nonanoic acid (non-preferred name); Bactoderm; MFCD03792664; BRL-4910A：BactodelTn：Bactmban：Turixin; Mupirocin Hcl; EINECS 231-791-2; Mopiro St; L-talo-Non-2-enonic acid, 5,9-anhydro-2,3,4,8-tetradeoxy-8-(2S,3S)-3-(1S,2S)-2-hydroxy-1-methylpropyloxiranylmethyl-3-methyl-, 8-cboxyoctyl ester, (2E); 9-[[(E)-3-Methyl-1-oxo-4-[(2S)-tetrahydro-3α,4α-dihydroxy-5β-[[(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2-yl]methyl]-2H-pyran-2-yl]-2-butenyl]oxy]nonanoic acid; (2s-(2-alpha(e; Turixi; Mupirocina; Plasimine; Mupirocine; Mupirocin (GMP); Centany

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 672.3±55.0 °C at 760 mmHg
• 熔点: 77-780C
• 分子式: C₂₆H₄₄O₉
• 分子量: 500.622
• 闪点: 216.5±25.0 °C
• 精确质量: 500.298523
• PSA: 146.05000
• LogP: 3.44
• 外观性状: 固体
• 蒸汽压: 0.0±4.7 mmHg at 25°C
• 折射率: 1.524
• 储存条件: -20°C Freezer, Under Inert Atmosphere
• 水溶解性: H2O: 12 mg/mL, soluble
• 分子结构:

  1、 摩尔折射率：129.51

  2、 摩尔体积（cm³/mol）：423.0

  3、 等张比容（90.2K）：1119.6

  4、 表面张力（dyne/cm）：49.0

  5、 极化率（10-24cm3）：51.34

• 计算化学:

  1.疏水参数计算参考值（XlogP）:3

  2.氢键供体数量:4

  3.氢键受体数量:9

  4.可旋转化学键数量:17

  5.互变异构体数量:无

  6.拓扑分子极性表面积146

  7.重原子数量:35

  8.表面电荷:0

  9.复杂度:694

  10.同位素原子数量:0

  11.确定原子立构中心数量:8

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:1

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1.性状：从乙醚结晶，熔点77～78℃。

  2.比旋光度：[α]_D²⁰-19.3°(C=1，甲醇)。

  3.UV最大吸收(乙醇)：222nm(ε14500)。

生物活性

• 描述: 莫匹罗星(Mupirocin)是一抗生素化合物。
• 相关类别:
  信号通路 >> 抗感染 >> 细菌
  研究领域 >> 感染
• 参考文献:

  [1]. Hughes J, et al. Inhibition of isoleucyl-transfer ribonucleic acid synthetase in Escherichia coli by pseudomonic acid. Biochem J. 1978 Oct 15;176(1):305-18.

  [2]. Cookson BD. The emergence of mupirocin resistance: a challenge to infection control and antibiotic prescribing practice. J Antimicrob Chemother. 1998 Jan;41(1):11-8.

安全

• 个人防护装备: Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
• 危害码 (欧洲): Xi
• 安全声明 (欧洲): S2
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 2
• RTECS号: RA6907000
• 海关编码: 2941909000

合成路线

上下游产品

上游产品  10
50-69-1 32742-34-0 87614-58-2 87614-59-3
87614-60-6 87641-25-6 85620-84-4 87614-56-0
85620-85-5 115888-77-2
下游产品  0

制备

由荧光假单胞菌产生的一类物质，包括假单胞菌酸A、B、C、D，莫匹罗星即其中的主要代谢物假单胞菌酸A。

海关

海关编码	2941909000