(2R,3R,4R,5S,6S)-3,4,6-trihydroxy-5-(sulfooxy)oxane-2-carboxylic acid

• ChemBase ID: 2013
• Molecular Formular: C6H10O10S
• Molecular Mass: 274.2026
• Monoisotopic Mass: 273.99946752
• SMILES: O[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1OS(=O)(=O)O)C(=O)O
• Canonical SMILES: O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@H]([C@@H]1OS(=O)(=O)O)O)O
• InChI: InChI=1S/C6H10O10S/c7-1-2(8)4(16-17(12,13)14)6(11)15-3(1)5(9)10/h1-4,6-8,11H,(H,9,10)(H,12,13,14)/t1-,2-,3-,4+,6+/m1/s1
• InChIKey: COJBCAMFZDFGFK-SZXBDDMQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S,6S)-3,4,6-trihydroxy-5-(sulfooxy)oxane-2-carboxylic acid
• IUPAC Traditional name: @O2-sulfo-glucuronic acid
• Synonyms: O2-Sulfo-Glucuronic Acid

Database IDs

• PubChem SID: 160965468; 46504842
• PubChem CID: 46936333

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.1378794
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -7.5982366
• LogD (pH = 7.4): -8.429858
• Log P: -4.502546
• Molar Refractivity: 45.7826 cm^3
• Polarizability: 20.256277 Å^3
• Polar Surface Area: 170.82 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.59
• LOG S: -0.54
• Solubility (Water): 7.82e+01 g/l

DETAILS

DrugBank - DB02264

Drug information: experimental