[(2S,3S,4S,5S,6S)-2,5-dihydroxy-6-(hydroxymethyl)-4-(sulfooxy)oxan-3-yl]oxidanesulfonic acid

• ChemBase ID: 2591
• Molecular Formular: C6H12O12S2
• Molecular Mass: 340.28228
• Monoisotopic Mass: 339.97701782
• SMILES: OC[C@@H]1O[C@H](O)[C@@H](OS(=O)(=O)O)[C@@H](OS(=O)(=O)O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](O)[C@H]([C@H]([C@H]1O)OS(=O)(=O)O)OS(=O)(=O)O
• InChI: InChI=1S/C6H12O12S2/c7-1-2-3(8)4(17-19(10,11)12)5(6(9)16-2)18-20(13,14)15/h2-9H,1H2,(H,10,11,12)(H,13,14,15)/t2-,3-,4-,5-,6-/m0/s1
• InChIKey: ORUZACWROKWTRH-RUTHBDMASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3S,4S,5S,6S)-2,5-dihydroxy-6-(hydroxymethyl)-4-(sulfooxy)oxan-3-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(2S,3S,4S,5S,6S)-2,5-dihydroxy-6-(hydroxymethyl)-4-(sulfooxy)oxan-3-yl]oxidanesulfonic acid
• Synonyms: 2,3-Di-O-Sulfo-Alpha-D-Glucopyranose

Database IDs

• PubChem SID: 46507774; 160966040
• PubChem CID: 46936517

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.5700037
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -7.575362
• LogD (pH = 7.4): -7.57542
• Log P: -6.828145
• Molar Refractivity: 55.907 cm^3
• Polarizability: 25.226269 Å^3
• Polar Surface Area: 197.12 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.48
• LOG S: -1.52
• Solubility (Water): 1.03e+01 g/l

DETAILS

DrugBank - DB02879

Drug information: experimental