(3R,4R)-4-hydroxy-3-(sulfooxy)-3,4-dihydro-2H-pyran-6-carboxylic acid

• ChemBase ID: 3611
• Molecular Formular: C6H8O8S
• Molecular Mass: 240.18792
• Monoisotopic Mass: 239.99398822
• SMILES: O[C@@H]1C=C(OC[C@H]1OS(=O)(=O)O)C(=O)O
• Canonical SMILES: O[C@@H]1C=C(OC[C@H]1OS(=O)(=O)O)C(=O)O
• InChI: InChI=1S/C6H8O8S/c7-3-1-4(6(8)9)13-2-5(3)14-15(10,11)12/h1,3,5,7H,2H2,(H,8,9)(H,10,11,12)/t3-,5-/m1/s1
• InChIKey: SLBOXLMLDIGNGG-NQXXGFSBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-4-hydroxy-3-(sulfooxy)-3,4-dihydro-2H-pyran-6-carboxylic acid
• IUPAC Traditional name: (4R,5R)-4-hydroxy-5-(sulfooxy)-5,6-dihydro-4H-pyran-2-carboxylic acid
• Synonyms: 1,4-Dideoxy-5-Dehydro-O2-Sulfo-Glucuronic Acid

Database IDs

• PubChem SID: 46508196; 160967049
• PubChem CID: 46936854

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.0697265
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -6.4606223
• LogD (pH = 7.4): -7.3235435
• Log P: -3.575142
• Molar Refractivity: 45.1137 cm^3
• Polarizability: 18.512579 Å^3
• Polar Surface Area: 130.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.78
• LOG S: -0.86
• Solubility (Water): 3.32e+01 g/l

DETAILS

DrugBank - DB03981

Drug information: experimental