(2S,3R,4R,5S,6S)-2-(hydroxymethyl)-6-{2-[(2R)-oxiran-2-yl]ethoxy}oxane-3,4,5-triol

• ChemBase ID: 2371
• Molecular Formular: C10H18O7
• Molecular Mass: 250.24572
• Monoisotopic Mass: 250.10525292
• SMILES: OC[C@@H]1O[C@H](OCC[C@@H]2CO2)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](OCC[C@@H]2CO2)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C10H18O7/c11-3-6-7(12)8(13)9(14)10(17-6)15-2-1-5-4-16-5/h5-14H,1-4H2/t5-,6+,7+,8-,9+,10+/m1/s1
• InChIKey: RZSIARIQGABJJE-NESWFBESSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S,6S)-2-(hydroxymethyl)-6-{2-[(2R)-oxiran-2-yl]ethoxy}oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4R,5S,6S)-2-(hydroxymethyl)-6-{2-[(2R)-oxiran-2-yl]ethoxy}oxane-3,4,5-triol
• Synonyms: 3,4-Epoxybutyl-Alpha-D-Glucopyranoside

Database IDs

• PubChem SID: 160965822; 46506071
• PubChem CID: 46936445

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.210985
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.3881865
• LogD (pH = 7.4): -2.3881931
• Log P: -2.3881865
• Molar Refractivity: 54.2847 cm^3
• Polarizability: 22.512281 Å^3
• Polar Surface Area: 111.91 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.92
• LOG S: 0.23
• Solubility (Water): 4.21e+02 g/l

DETAILS

DrugBank - DB02645

Drug information: experimental