{[(2S,3R,4S,5S,6S)-3,4,6-trihydroxy-5-(sulfoamino)oxan-2-yl]methoxy}sulfonic acid

• ChemBase ID: 3591
• Molecular Formular: C6H13NO11S2
• Molecular Mass: 339.29752
• Monoisotopic Mass: 338.99300224
• SMILES: O[C@H]1O[C@@H](COS(=O)(=O)O)[C@H](O)[C@@H](O)[C@@H]1NS(=O)(=O)O
• Canonical SMILES: O[C@H]1O[C@@H](COS(=O)(=O)O)[C@@H]([C@H]([C@@H]1NS(=O)(=O)O)O)O
• InChI: InChI=1S/C6H13NO11S2/c8-4-2(1-17-20(14,15)16)18-6(10)3(5(4)9)7-19(11,12)13/h2-10H,1H2,(H,11,12,13)(H,14,15,16)/t2-,3-,4-,5-,6-/m0/s1
• InChIKey: DQTRACMFIGDHSN-RUTHBDMASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4S,5S,6S)-3,4,6-trihydroxy-5-(sulfoamino)oxan-2-yl]methoxy}sulfonic acid
• IUPAC Traditional name: @N,O6-disulfo-glucosamine
• Synonyms: N,O6-Disulfo-Glucosamine

Database IDs

• PubChem SID: 160967029; 46508184
• PubChem CID: 46936842

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.3246305
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -8.304707
• LogD (pH = 7.4): -8.319503
• Log P: -7.0466514
• Molar Refractivity: 57.8568 cm^3
• Polarizability: 25.7499 Å^3
• Polar Surface Area: 199.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.64
• LOG S: -1.49
• Solubility (Water): 1.10e+01 g/l

DETAILS

DrugBank - DB03959

Drug information: experimental