1-(Isopropylthio)-Beta-Galactopyranside

Status : experimental

Description

A non-metabolizable galactose analog that induces expression of the LAC operon. [PubChem]

Chemical Classification

This compound belongs to the class of organic compounds known as thioglycosides. These are glycoside in which a sugar group is bonded through one carbon to another group via a S-glycosidic bond.

Thioglycosides

Organic compounds

Organooxygen compounds

Carbohydrates and carbohydrate conjugates

Glycosyl compounds

Calculated Property

kind Value Source
logP -1.1 ALOGPS
logS -0.27 ALOGPS
Water Solubility 1.28e+02 g/l ALOGPS
logP -1 ChemAxon
IUPAC Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(propan-2-ylsulfanyl)oxane-3,4,5-triol ChemAxon
Traditional IUPAC Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(isopropylsulfanyl)oxane-3,4,5-triol ChemAxon
Molecular Weight 238.301 ChemAxon
Monoisotopic Weight 238.087494376 ChemAxon
SMILES CC(C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O ChemAxon
Molecular Formula C9H18O5S ChemAxon
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/t5-,6-,7+,8-,9+/m1/s1 ChemAxon
InChIKey InChIKey=BPHPUYQFMNQIOC-ZEBDFXRSSA-N ChemAxon
Polar Surface Area (PSA) 90.15 ChemAxon
Refractivity 56.06 ChemAxon
Polarizability 24.41 ChemAxon
Rotatable Bond Count 3 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest acidic) 12.48 ChemAxon
pKa (strongest basic) -3 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Beta-galactosidase : in Escherichia coli (strain K12)
  • Galactoside O-acetyltransferase : in Escherichia coli (strain K12)
  • Lactose operon repressor : in Escherichia coli (strain K12)