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

• ChemBase ID: 312824
• Molecular Formular: C20H44N4O18S2
• Molecular Mass: 692.70936
• Monoisotopic Mass: 692.20920259
• SMILES: [C@H]1([C@H]([C@H](O[C@H]2O[C@@H]([C@H]([C@@H]([C@H]2N)O)O)C(C)O)[C@H](C[C@H]1N)N)O)O[C@H]1[C@H]([C@@H]([C@](CO1)(C)O)NC)O.S(=O)(=O)(O)O.S(=O)(=O)(O)O
• Canonical SMILES: OS(=O)(=O)O.OS(=O)(=O)O.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(O)C)[C@H]([C@@H]([C@H]1N)O)O)N
• InChI: InChI=1S/C20H40N4O10.2H2O4S/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;2*1-5(2,3)4/h6-19,24-30H,4-5,21-23H2,1-3H3;2*(H2,1,2,3,4)/t6?,7-,8+,9+,10+,11-,12-,13-,14+,15+,16-,17-,18+,19-,20+;;/m0../s1
• InChIKey: UHEPSJJJMTWUCP-NKCAIAFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5S)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(1-hydroxyethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol; bis(sulfuric acid)
• IUPAC Traditional name: (2S,3S,4S,5S)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(1-hydroxyethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol; bis(sulfuric acid)
• Synonyms: Geneticin (G418 Sulfate)

Database IDs

• CAS Number: 108321-42-2

CALCULATED PROPERTIES

• Polarizability: 48.22068 Å^3
• Polar Surface Area: 248.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false
• Acid pKa: 12.420779
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): -16.208046
• LogD (pH = 7.4): -10.701025
• Log P: -5.3008466
• Molar Refractivity: 114.0036 cm^3

PROPERTIES

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Sulfate