(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(methylsulfanyl)oxane-3,4,5-triol

• ChemBase ID: 108306
• Molecular Formular: C7H14O5S
• Molecular Mass: 210.24806
• Monoisotopic Mass: 210.05619455
• SMILES: O[C@@H]1[C@@H](O)[C@@H](O)[C@H](O[C@H]1SC)CO
• Canonical SMILES: CS[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C7H14O5S/c1-13-7-6(11)5(10)4(9)3(2-8)12-7/h3-11H,2H2,1H3/t3-,4+,5+,6-,7+/m1/s1
• InChIKey: LZFNFLTVAMOOPJ-PZRMXXKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(methylsulfanyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(methylsulfanyl)oxane-3,4,5-triol
• Synonyms: METHYL-β-D-THIOGALACTOPYRANOSIDE; Methyl-1-thio-β-D-galactopyranoside; TMG; Methyl-β-D-thiogalactoside

Database IDs

• CAS Number: 155-30-6
• EC Number: 205-842-4
• MDL Number: MFCD00038073
• Beilstein Number: 81583
• PubChem SID: 162093953; 24885912; 24897226
• PubChem CID: 10036019

CALCULATED PROPERTIES

• Acid pKa: 12.483309
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.5784216
• LogD (pH = 7.4): -1.578425
• Log P: -1.5784215
• Molar Refractivity: 46.7948 cm^3
• Polarizability: 19.30825 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C7H14O5S

DETAILS

MP Biomedicals - 05206868

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 69345

Other Notes
Inducer of β-galactosidase1,2