bis(1-[(1S,2S,3R,4S,5S,6R)-3-carbamimidamido-4-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy}-2,5,6-trihydroxycyclohexyl]guanidine); tris(sulfuric acid)

• ChemBase编号: 119516
• 分子式: C42H88N14O36S3
• 平均质量: 1461.41532
• 单一同位素质量: 1460.46477821
• SMILES: [C@H]1([C@@]([C@@H](O[C@H]1O[C@H]1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1O)O)NC(=N)N)O)NC(=N)N)C)(O)CO)O[C@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)NC.[C@H]1([C@@]([C@@H](O[C@H]1O[C@H]1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1O)O)NC(=N)N)O)NC(=N)N)C)(O)CO)O[C@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)NC.S(=O)(=O)(O)O.S(=O)(=O)(O)O.S(=O)(=O)(O)O
• Canonical SMILES: OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O.OC[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@@H]3[C@@H](O)[C@H](O)[C@H]([C@@H]([C@H]3NC(=N)N)O)NC(=N)N)O[C@H]([C@]2(O)CO)C)[C@H]([C@@H]([C@H]1O)O)NC.OC[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@@H]3[C@@H](O)[C@H](O)[C@H]([C@@H]([C@H]3NC(=N)N)O)NC(=N)N)O[C@H]([C@]2(O)CO)C)[C@H]([C@@H]([C@H]1O)O)NC
• InChI: InChI=1S/2C21H41N7O12.3H2O4S/c2*1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35;3*1-5(2,3)4/h2*5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28);3*(H2,1,2,3,4)/t2*5-,6-,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,21+;;;/m00.../s1
• InChIKey: CZWJCQXZZJHHRH-YZTFXSNBSA-N

名称和登记号

名称

• IUPAC标准名: bis(1-[(1S,2S,3R,4S,5S,6R)-3-carbamimidamido-4-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy}-2,5,6-trihydroxycyclohexyl]guanidine); tris(sulfuric acid); bis(1-[(1R,2S,3S,4R,5S,6S)-3-carbamimidamido-6-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy}-2,4,5-trihydroxycyclohexyl]guanidine); tris(sulfuric acid)
• IUPAC传统名: bis(1-[(1S,2S,3R,4S,5S,6R)-3-carbamimidamido-4-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy}-2,5,6-trihydroxycyclohexyl]guanidine); tris(sulfuric acid); bis(1-[(1R,2S,3S,4R,5S,6S)-3-carbamimidamido-6-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy}-2,4,5-trihydroxycyclohexyl]guanidine); tris(sulfuric acid)
• 别名: 1,1'-((1S,2S,3R,4S,5S,6R)-4-(((2R,3R,4R,5S)-3-(((2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-4-(hydroxymethyl)-5-methyltetrahydrofuran-2-yl)o xy)-2,5,6-trihydroxycyclohexane-1,3-diyl)diguanidine se squisulfate; Dihydrostreptomycin sesquisulfate

登记号

• CAS号: 5490-27-7
• EC号: 226-823-7
• MDL号: MFCD00070252
• Beilstein号: 3894221
• PubChem SID: 162103197; 24894093; 24893928
• PubChem CID: 6419912

理论计算性质

• Acid pKa: 12.219626
• 质子受体: 19
• 质子供体: 15
• LogD (pH = 5.5): -14.309652
• LogD (pH = 7.4): -12.557682
• Log P: -7.4748745
• 摩尔折射率: 150.4536 cm^3
• 极化性: 53.031017 Å^3
• 极化表面积: 334.59 Å^2
• 可自由旋转的化学键: 18
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: crystalline

安全信息

• RTECS编号: WK2236000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (TLC)
• 成盐信息: 1.5 H2SO4
• 适用性: suitable for cell culture

详细说明

Sigma Aldrich - D7253

Biochem/physiol Actions
Mode of action: inhibits bacterial protein synthesis at the level of the 30S ribosomal subunit and the 16S rRNA.
Application
Dihydrostreptomycin sesquisulfate is an antibiotic used in aminoglycoside uptake studies1,2. It has also been used as an electrode for a cochlear amplifier in the hair-cell bundle of lizards3.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - D5155

Application
Use to study bacterial protein synthesis, codon misreading, at the level of the 30S ribosomal subunit and the 16S rRNA.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information