(1R,2R,3R,4S,6S)-1-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol

• ChemBase ID: 2133
• Molecular Formular: C7H12O5
• Molecular Mass: 176.16718
• Monoisotopic Mass: 176.06847348
• SMILES: OC[C@]12O[C@H]1C[C@H](O)[C@@H](O)[C@H]2O
• Canonical SMILES: OC[C@]12O[C@H]1C[C@@H]([C@H]([C@H]2O)O)O
• InChI: InChI=1S/C7H12O5/c8-2-7-4(12-7)1-3(9)5(10)6(7)11/h3-6,8-11H,1-2H2/t3-,4-,5+,6+,7-/m0/s1
• InChIKey: BDIDRHMZXLEMIZ-TYDWOXHJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3R,4S,6S)-1-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptane-2,3,4-triol
• IUPAC Traditional name: @oxiranpseudoglucose
• Synonyms: Oxiranpseudoglucose

Database IDs

• PubChem SID: 46506050; 160965587
• PubChem CID: 46936372

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.626411
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.6963446
• LogD (pH = 7.4): -2.6963472
• Log P: -2.6963446
• Molar Refractivity: 37.3497 cm^3
• Polarizability: 15.5498495 Å^3
• Polar Surface Area: 93.45 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.25
• LOG S: 0.82
• Solubility (Water): 1.16e+03 g/l

DETAILS

DrugBank - DB02394

Drug information: experimental