(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2-{[(2S,3R,4S,5R)-4-{[(2R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-3-hydroxycyclohexyl]oxy}oxane-3,4-diol tris(sulfuric acid) hydrate

• ChemBase编号: 133310
• 分子式: C23H54N6O26S3
• 平均质量: 926.89446
• 单一同位素质量: 926.22498888
• SMILES: C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CN)O)O)N)O[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O[C@@H]1C([C@H]([C@@H]([C@@H](O1)CN)O)O)N)O)O)N.O.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OC[C@H]1O[C@H]([C@@H]([C@@H]1O[C@H]1O[C@@H](CN)[C@H]([C@@H](C1N)O)O)O)O[C@@H]1[C@@H](O)[C@H](N)C[C@@H]([C@H]1O[C@H]1O[C@H](CN)[C@H]([C@@H]([C@H]1N)O)O)N.O
• InChI: InChI=1S/C23H46N6O13.3H2O4S.H2O/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22;3*1-5(2,3)4;/h5-23,30-36H,1-4,24-29H2;3*(H2,1,2,3,4);1H2/t5-,6+,7-,8+,9-,10-,11?,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+;;;;/m1..../s1
• InChIKey: WHAGUNPVKDUVFV-QGTTWHFQSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2-{[(2S,3R,4S,5R)-4-{[(2R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-3-hydroxycyclohexyl]oxy}oxane-3,4-diol tris(sulfuric acid) hydrate
• IUPAC传统名: (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2-{[(2S,3R,4S,5R)-4-{[(2R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-3-hydroxycyclohexyl]oxy}oxane-3,4-diol tris(sulfuric acid) hydrate
• 别名: 新霉素 三硫酸盐 水合物; Neomycin trisulfate salt hydrate

登记号

• CAS号: 1405-10-3
• EC号: 215-773-1
• PubChem SID: 24897532; 162227587
• PubChem CID: 71308654

理论计算性质

• Acid pKa: 12.291083
• 质子受体: 19
• 质子供体: 13
• LogD (pH = 5.5): -24.511583
• LogD (pH = 7.4): -15.933928
• Log P: -8.415177
• 摩尔折射率: 135.9003 cm^3
• 极化性: 58.22208 Å^3
• 极化表面积: 353.11 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: powder

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 42/43
• 安全公开号: 22-36/37-45
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H317-H334
• GHS警示性声明: P261-P280-P342 + P311
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

详细说明

Sigma Aldrich - N1876

Biochem/physiol Actions
作用方式：与引起错编的 30S 和 50S（有时为 50S）亚基结合；抑制蛋白质合成的开始和延长。 抗菌谱：革兰氏阴性和革兰氏阳性细菌。
Mode of action: binds to the 30S and in some cases the 50S subunit causing miscoding; inhibits initiation and elongation during protein synthesis. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria. Neomycin blocks voltage-sensitive Ca2+ channels without affecting the Na+/Ca2+ antiporter in neurons.
Caution
Protect from light and moisture.
Application
Neomycin is used in molecular biology as a selection agent for prokaryotic cells that have been transformed using the selectable marker gene (neo). It is also used to study ototoxic side effects of antibiotics, platelet-derived growth factor (PDGF) responses in C3H/10T1/2 C18 fibroblasts, and extraction of Nuclear Phosphatidylinositol 4,5-Bisphosphate-Interacting Proteins 1,2,3. Product N1876 is supplied as a powder.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information