(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}oxane-3,4,5-triol

• ChemBase ID: 3986
• Molecular Formular: C12H22O10S
• Molecular Mass: 358.36208
• Monoisotopic Mass: 358.0933679
• SMILES: OC[C@H]1O[C@@H](S[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](S[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C12H22O10S/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4+,5-,6+,7+,8-,9-,10+,11+,12-
• InChIKey: SYKYBMOFPMXDRQ-SOIZYFOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}oxane-3,4,5-triol
• IUPAC Traditional name: @thiodigalactoside
• Synonyms: Thiodigalactoside

Database IDs

• PubChem SID: 46509001; 160967421
• PubChem CID: 46936966

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.167404
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): -4.3804226
• LogD (pH = 7.4): -4.3804297
• Log P: -4.3804226
• Molar Refractivity: 74.6979 cm^3
• Polarizability: 31.254087 Å^3
• Polar Surface Area: 180.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.97
• LOG S: 0.1
• Solubility (Water): 4.52e+02 g/l

DETAILS

DrugBank - DB04396

Drug information: experimental