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

• ChemBase ID: 130978
• Molecular Formular: C12H22O10S
• Molecular Mass: 358.36208
• Monoisotopic Mass: 358.0933679
• SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O
• 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+/m1/s1
• InChIKey: SYKYBMOFPMXDRQ-NCFXGAEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}oxane-3,4,5-triol
• Synonyms: D-Glucopyranosyl-β-D-thioglucopyranoside; Thiodiglucoside

Database IDs

• CAS Number: 108392-13-8
• MDL Number: MFCD00063418
• PubChem SID: 24900225; 162225256
• PubChem CID: 15705426

CALCULATED PROPERTIES

• 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

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C