(2S,3R,4R,5S,6R)-4-amino-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,5-diol

• ChemBase编号: 133769
• 分子式: C18H37N5O9
• 平均质量: 467.51448
• 单一同位素质量: 467.25912779
• 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)CO)O)N)O)O)O[C@@H]1[C@@H](C[C@@H]([C@H](O1)CN)O)N)N
• Canonical SMILES: NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@H]([C@@H]([C@H]2O)O[C@H]2O[C@H](CO)[C@H]([C@H]([C@H]2O)N)O)N)[C@@H](C[C@@H]1O)N
• InChI: InChI=1S/C18H37N5O9/c19-3-9-8(25)2-7(22)17(29-9)31-15-5(20)1-6(21)16(14(15)28)32-18-13(27)11(23)12(26)10(4-24)30-18/h5-18,24-28H,1-4,19-23H2/t5-,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1
• InChIKey: NLVFBUXFDBBNBW-SNGYORCQSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3R,4R,5S,6R)-4-amino-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,5-diol
• IUPAC传统名: (2S,3R,4R,5S,6R)-4-amino-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxyoxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,5-diol
• 别名: O-[3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)]-O-[2,6-diamino-2,3,6-trideoxy-α-D-ribohexopyranosyl-(1→4)]-2-deoxy-D-streptamine; Tobramycin

登记号

• CAS号: 32986-56-4
• EC号: 251-322-5
• MDL号: MFCD00077885
• Beilstein号: 1357507
• PubChem SID: 24900188; 162228046
• PubChem CID: 16220018

理论计算性质

• Acid pKa: 12.542545
• 质子受体: 14
• 质子供体: 10
• LogD (pH = 5.5): -20.344318
• LogD (pH = 7.4): -13.627587
• Log P: -6.4775004
• 摩尔折射率: 106.6949 cm^3
• 极化性: 45.42405 Å^3
• 极化表面积: 268.17 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL, clear, faintly yellow

安全信息

• RTECS编号: WK2100000
• 德国WGK号: 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥99.0% (TLC)
• 级别: certified reference material
• 包装: pkg of 1 g
• 杂质: ≤8% water
• Pharmacopeia Traceability: traceable to BP 333; traceable to PhEur T1500000; traceable to USP 1667508
• Empirical Formula (Hill Notation): C18H37N5O9

详细说明

Sigma Aldrich - T4014

Biochem/physiol Actions
Tobramycin is an aminoglycoside. Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Spectrum of Activity: Gram negative bacteria. Not effective against Enterococci.
Tobramycin binds irreversibly to one of two aminoglycoside binding sites on the 30 S ribosomal subunit, inhibiting bacterial protein synthesis. Tobramycin may also destabilize bacterial membranes by binding to 16 S r-RNA. It inhibits translocation and elicits miscoding.
Application
Tobramycin is an aminoglycoside, broad-spectrum antibiotic produced by Streptomyces tenebrarius. It is effective against gram-negative bacteria, especially the pseudomonas species. It is not effective against Enterococci. It is used to inhibit bacterial protein synthesis. It is used to treat pseudomonas aeruginosa lung infections and is used in combination with other antibiotics to treat urinary tract infections, gynecologic infections, peritonitis, endocarditis, pneumonia, sepsis, respiratory infections, osteomyelitis, and other soft-tissue infections. It is a potential therapy for sinus infections1.

Sigma Aldrich - 89549

Biochem/physiol Actions
Tobramycin is an aminoglycoside. Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Spectrum of Activity: Gram negative bacteria. Not effective against Enterococci.

Sigma Aldrich - PHR1079

Biochem/physiol Actions
Tobramycin is an aminoglycoside. Mode of Action: Binds to 70S ribosomal subunit; inhibits translocation; elicits miscoding. Spectrum of Activity: Gram negative bacteria. Not effective against Enterococci.
General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.