2-(hydroxymethyl)-6-(propan-2-ylsulfanyl)oxane-3,4,5-triol

• ChemBase ID: 133561
• Molecular Formular: C9H18O5S
• Molecular Mass: 238.30122
• Monoisotopic Mass: 238.08749468
• SMILES: CC(C)SC1C(C(C(C(O1)CO)O)O)O
• Canonical SMILES: OCC1OC(SC(C)C)C(C(C1O)O)O
• InChI: InChI=1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3
• InChIKey: BPHPUYQFMNQIOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(hydroxymethyl)-6-(propan-2-ylsulfanyl)oxane-3,4,5-triol
• IUPAC Traditional name: thiogalactoside, isopropyl
• Synonyms: Isopropyl β-D-thioglucoside; Isopropyl β-D-thioglucopyranoside; IPTG; Isopropyl β-D-Thiogalactopyranoside, Dioxane Free

Database IDs

• CAS Number: 19165-11-8; 367-93-1
• MDL Number: MFCD00069833
• PubChem SID: 24896146; 162227838
• PubChem CID: 552632

CALCULATED PROPERTIES

• Acid pKa: 12.480839
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.0125945
• LogD (pH = 7.4): -1.012598
• Log P: -1.0125945
• Molar Refractivity: 56.0606 cm^3
• Polarizability: 22.944511 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Crystalline Powder
• Melting Point: 110-112°C

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-46-20/21/22-36/37/38
• Safety Statements: 53-26-36/37/39-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302 + H312 + H332-H315-H319-H335-H340-H350
• GHS Precautionary statements: P201-P261-P280-P305 + P351 + P338-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

DETAILS

Toronto Research Chemicals - I873000

A β-Galactosidase inducer used also as an inducer for the activity of E. Coli lac operon.

REFERENCES

• Cho, S. et al.: Biochem. Biophys. Res. Comm., 128, 1268 (1985)
• Sheffield, W.P., et al.: Biochem. Biophys. Res. Comm., 134, 21 (1985)
• Le Grice, S.F., et al.: Gene, 55, 95 (1987)