(2R,3S,4S,5R)-2-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2S,3S,4S,5R,6S)-3-amino-4,5-dihydroxy-6-[(1R)-1-hydroxyethyl]oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol

• ChemBase编号: 3874
• 分子式: C20H40N4O10
• 平均质量: 496.5524
• 单一同位素质量: 496.2744435
• SMILES: CN[C@H]1[C@H](O)[C@H](OC[C@]1(C)O)O[C@@H]1[C@@H](N)C[C@@H](N)[C@H](O[C@H]2O[C@@H]([C@@H](C)O)[C@H](O)[C@@H](O)[C@@H]2N)[C@H]1O
• Canonical SMILES: CN[C@H]1[C@H](O)[C@H](OC[C@]1(C)O)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@H]1O[C@@H]([C@H](O)C)[C@@H]([C@H]([C@@H]1N)O)O)N
• InChI: InChI=1S/C20H40N4O10/c1-6(25)14-11(27)10(26)9(23)18(32-14)33-15-7(21)4-8(22)16(12(15)28)34-19-13(29)17(24-3)20(2,30)5-31-19/h6-19,24-30H,4-5,21-23H2,1-3H3/t6-,7-,8+,9+,10+,11-,12-,13+,14+,15+,16-,17+,18-,19-,20+/m1/s1
• InChIKey: BRZYSWJRSDMWLG-IITTXYGFSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S,4S,5R)-2-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2S,3S,4S,5R,6S)-3-amino-4,5-dihydroxy-6-[(1R)-1-hydroxyethyl]oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol
• IUPAC传统名: (2R,3S,4S,5R)-2-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2S,3S,4S,5R,6S)-3-amino-4,5-dihydroxy-6-[(1R)-1-hydroxyethyl]oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol
• 别名: G418

登记号

• CAS号: 49863-47-0
• PubChem SID: 160967311; 46505367
• PubChem CID: 46936936

理论计算性质

JChem

• Acid pKa: 12.420779
• 质子受体: 14
• 质子供体: 10
• LogD (pH = 5.5): -16.208046
• LogD (pH = 7.4): -10.701025
• Log P: -5.3008466
• 摩尔折射率: 114.0036 cm^3
• 极化性: 48.22068 Å^3
• 极化表面积: 248.39 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -2.41
• LOG S: -0.93
• 溶解度: 5.83e+01 g/l

详细说明

DrugBank - DB04263

• Drug Groups: experimental
• Description: G418 (also known as Geneticin) is an aminoglycoside antibiotic similar in structure to gentamicin B1. It is produced by Micromonospora rhodorangea. G418 blocks polypeptide synthesis by inhibiting the elongation step in both prokaryotic and eukaryotic cells. Resistance to G418 is conferred by the neo gene from Tn5 encoding an aminoglycoside 3‘-phosphotransferase, APH 3‘ II. G418 is commonly used in laboratory research to select genetically engineered cells.
• External Links: Wikipedia