(2R,3S,4R)-2,3,4-trihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

• ChemBase ID: 2455
• Molecular Formular: C6H8O6
• Molecular Mass: 176.12412
• Monoisotopic Mass: 176.03208798
• SMILES: O[C@@H]1OC(=C[C@@H](O)[C@@H]1O)C(=O)O
• Canonical SMILES: O[C@@H]1OC(=C[C@H]([C@@H]1O)O)C(=O)O
• InChI: InChI=1S/C6H8O6/c7-2-1-3(5(9)10)12-6(11)4(2)8/h1-2,4,6-8,11H,(H,9,10)/t2-,4+,6-/m1/s1
• InChIKey: IAKKJSVSFCTLRY-CJPQEGFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R)-2,3,4-trihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
• IUPAC Traditional name: @4-deoxy-D-mannuronic acid
• Synonyms: 4-Deoxy-D-Mannuronic Acid

Database IDs

• PubChem SID: 46507426; 160965906
• PubChem CID: 46936474

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2991147
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.1258225
• LogD (pH = 7.4): -5.314006
• Log P: -1.873336
• Molar Refractivity: 36.1518 cm^3
• Polarizability: 14.218741 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.67
• LOG S: 0.07
• Solubility (Water): 2.08e+02 g/l

DETAILS

DrugBank - DB02734

Drug information: experimental