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

• ChemBase ID: 178556
• Molecular Formular: C12H22O10S
• Molecular Mass: 358.36208
• Monoisotopic Mass: 358.0933679
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)S[C@H]1[C@@H](C(C(OC1CO)O)O)O)O)O)O
• Canonical SMILES: OCC1OC(O)C([C@H]([C@@H]1S[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O)O)O
• InChI: InChI=1S/C12H22O10S/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3?,4?,5-,6+,7-,8?,9?,10-,11?,12+/m1/s1
• InChIKey: VDQIIPZYLPYPNM-SINVPGNFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,6S)-2-(hydroxymethyl)-6-{[(3S,4R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]sulfanyl}oxane-3,4,5-triol
• IUPAC Traditional name: (3S,4S,6S)-2-(hydroxymethyl)-6-{[(3S,4R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]sulfanyl}oxane-3,4,5-triol
• Synonyms: Glc1S1-b-4Glc; 4-S-β-D-Glucopyranosyl-4-thio-D-glucose; Thiocellobiose

Database IDs

• CAS Number: 80951-92-4
• PubChem SID: 164234466
• PubChem CID: 46783067

CALCULATED PROPERTIES

• Acid pKa: 11.289908
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): -4.392245
• LogD (pH = 7.4): -4.3923
• Log P: -4.392244
• Molar Refractivity: 74.6875 cm^3
• Polarizability: 31.24687 Å^3
• Polar Surface Area: 180.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Pale Yellow Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - T349500

An inducer of cellulose-degrading enzymes.

REFERENCES

• Nidetzky, B., et al.: Biochem. J., 351, 649 (2000)
• Isorna, P., et al.: J. Mol. Biol., 371, 1204 (2000)