(2R,4R,5R)-4-hydroxy-5-(sulfooxy)oxane-2-carboxylic acid

• ChemBase ID: 3570
• Molecular Formular: C6H10O8S
• Molecular Mass: 242.2038
• Monoisotopic Mass: 242.00963828
• SMILES: O[C@@H]1C[C@@H](OC[C@H]1OS(=O)(=O)O)C(=O)O
• Canonical SMILES: O[C@@H]1C[C@@H](OC[C@H]1OS(=O)(=O)O)C(=O)O
• InChI: InChI=1S/C6H10O8S/c7-3-1-4(6(8)9)13-2-5(3)14-15(10,11)12/h3-5,7H,1-2H2,(H,8,9)(H,10,11,12)/t3-,4-,5-/m1/s1
• InChIKey: IRTONBQROPNEJZ-UOWFLXDJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,5R)-4-hydroxy-5-(sulfooxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (2R,4R,5R)-4-hydroxy-5-(sulfooxy)oxane-2-carboxylic acid
• Synonyms: 1,4-Dideoxy-O2-Sulfo-Glucuronic Acid

Database IDs

• PubChem SID: 160967008; 46508396
• PubChem CID: 46936835

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.042766
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -6.4004273
• LogD (pH = 7.4): -7.3609576
• Log P: -3.3865194
• Molar Refractivity: 43.6556 cm^3
• Polarizability: 18.770409 Å^3
• Polar Surface Area: 130.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.92
• LOG S: -0.64
• Solubility (Water): 5.52e+01 g/l

DETAILS

DrugBank - DB03935

Drug information: experimental