(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol; oxostibinic acid

• ChemBase ID: 128240
• Molecular Formular: C7H18NO8Sb
• Molecular Mass: 365.97972
• Monoisotopic Mass: 365.00705654
• SMILES: O=[Sb](=O)O.O[C@@H]([C@@H](O)[C@H](O)[C@@H](O)CNC)CO
• Canonical SMILES: O[Sb](=O)=O.CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O
• InChI: InChI=1S/C7H17NO5.H2O.2O.Sb/c1-8-2-4(10)6(12)7(13)5(11)3-9;;;;/h4-13H,2-3H2,1H3;1H2;;;/q;;;;+1/p-1/t4-,5+,6+,7+;;;;/m0..../s1
• InChIKey: XOGYVDXPYVPAAQ-SESJOKTNSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol; oxostibinic acid
• IUPAC Traditional name: N-methyl-D(-)-glucamine; oxostibinic acid
• Synonyms: Meglumine antimoniate

Database IDs

• CAS Number: 133-51-7
• PubChem SID: 162222549
• PubChem CID: 64953
• ATC CODE: QP51AB01; P01CB01
• CHEMBL: 239129
• Chemspider ID: 58479
• Wikipedia Title: Meglumine_antimoniate

CALCULATED PROPERTIES

• Acid pKa: 12.649772
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -6.4926486
• LogD (pH = 7.4): -5.11365
• Log P: -3.4043202
• Molar Refractivity: 44.8357 cm^3
• Polarizability: 18.39889 Å^3
• Polar Surface Area: 113.18 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false