2-[(4,6-diamino-3-{[3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-2-hydroxycyclohexyl)oxy]-5-methyl-4-(methylamino)oxane-3,5-diol

• ChemBase编号: 177778
• 分子式: C19H37N5O7
• 平均质量: 447.52638
• 单一同位素质量: 447.26929855
• SMILES: CNC1C(O)C(OC2C(N)CC(N)C(OC3OC(=CCC3N)CN)C2O)OCC1(C)O
• Canonical SMILES: NCC1=CCC(C(O1)OC1C(N)CC(C(C1O)OC1OCC(C(C1O)NC)(C)O)N)N
• InChI: InChI=1S/C19H37N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h3,9-18,24-27H,4-7,20-23H2,1-2H3
• InChIKey: URWAJWIAIPFPJE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(4,6-diamino-3-{[3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-2-hydroxycyclohexyl)oxy]-5-methyl-4-(methylamino)oxane-3,5-diol
• IUPAC传统名: sisomicin
• 别名: O-3-Deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1-6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-α-D-glycero-hex-4-enopyranosyl-(1-4)]-2-deoxy- D-Streptamine; Antibiotic 66-40; Antibiotic 6640; Rickamicin; Sch 13475; Siseptin; Sisomicin

登记号

• CAS号: 32385-11-8
• PubChem SID: 164233688
• PubChem CID: 5224

理论计算性质

• Acid pKa: 12.548462
• 质子受体: 12
• 质子供体: 8
• LogD (pH = 5.5): -18.497313
• LogD (pH = 7.4): -11.9235935
• Log P: -4.3185678
• 摩尔折射率: 110.3207 cm^3
• 极化性: 45.65683 Å^3
• 极化表面积: 213.72 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: DMSO; Methanol; Water
• 外观: Off-White to Pale Yellow Solid
• 熔点: 80-93°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - S488500

Antibacterial. Gentamicin-like aminoglycoside antibiotic; has broad spectrum antibiotic activity.

参考文献

• Weinstein, M.J., et al.: J. Antibiot., 23, 551 (1970)
• Sculier, J.P., et al.: J. Antimicrob. Chemother., 9, 63 (1970)
• Noone, P., et al.: Drugs, 27, 548 (1970)