(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxycyclohexyl]-2-hydroxybutanamide hydrate

• ChemBase编号: 132448
• 分子式: C22H45N5O14
• 平均质量: 603.6178
• 单一同位素质量: 603.29630115
• SMILES: C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)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@H]([C@@H]([C@H](O1)CN)O)O)O)N.O
• Canonical SMILES: NCC[C@@H](C(=O)N[C@@H]1C[C@H](N)[C@H]([C@@H]([C@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)N)O)O)O[C@H]1O[C@H](CN)[C@H]([C@@H]([C@H]1O)O)O)O.O
• InChI: InChI=1S/C22H43N5O13.H2O/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21;/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);1H2/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;/m0./s1
• InChIKey: DTSOZYYWEZJFSS-XTHCGPPUSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxycyclohexyl]-2-hydroxybutanamide hydrate
• IUPAC传统名: amikacin hydrate
• 别名: N1-[(S)-4-Amino-2-hydroxybutyryl]kanamycin A; Amikacin hydrate

登记号

• CAS号: 37517-28-5(anhydrous)
• EC号: 253-538-5
• MDL号: MFCD11045969
• Beilstein号: 1445422
• PubChem SID: 24890796; 162226725
• PubChem CID: 16218899

理论计算性质

• Acid pKa: 12.104234
• 质子受体: 17
• 质子供体: 13
• LogD (pH = 5.5): -20.16644
• LogD (pH = 7.4): -15.099279
• Log P: -8.584383
• 摩尔折射率: 129.841 cm^3
• 极化性: 54.552784 Å^3
• 极化表面积: 331.94 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: WK1955000
• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

详细说明

Sigma Aldrich - A3650

Application
Amikacin hydrate is used in antimicrobial susceptibility studies of organisms such as Mycobacterium tuberculosis1and Ehrlichia phagocytophila.2
Biochem/physiol Actions
Amikacin prevents bacterial protein synthesis by binding to the 30S ribosome subunit and inducing mRNA misreading.