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

• ChemBase ID: 1632
• Molecular Formular: C9H18O5S
• Molecular Mass: 238.30122
• Monoisotopic Mass: 238.08749468
• SMILES: CC(C)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1O[C@@H](SC(C)C)[C@@H]([C@H]([C@@H]1O)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/t5-,6-,7+,8-,9+/m1/s1
• InChIKey: BPHPUYQFMNQIOC-ZEBDFXRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(propan-2-ylsulfanyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(isopropylsulfanyl)oxane-3,4,5-triol
• Synonyms: 1-(Isopropylthio)-Beta-Galactopyranside

Database IDs

• CAS Number: 367-93-1
• PubChem SID: 46506884; 160965089
• PubChem CID: 2802070

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: -1.11
• LOG S: -0.27
• Solubility (Water): 1.28e+02 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): -1.26 [HANSCH,C ET AL. (1995)]

DETAILS

DrugBank - DB01862

• Drug Groups: experimental
• Description: A non-metabolizable galactose analog that induces expression of the LAC operon. [PubChem]