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

• ChemBase ID: 2976
• Molecular Formular: C6H8O5
• Molecular Mass: 160.12472
• Monoisotopic Mass: 160.03717336
• SMILES: O[C@@H]1COC(=C[C@H]1O)C(=O)O
• Canonical SMILES: O[C@@H]1COC(=C[C@H]1O)C(=O)O
• InChI: InChI=1S/C6H8O5/c7-3-1-5(6(9)10)11-2-4(3)8/h1,3-4,7-8H,2H2,(H,9,10)/t3-,4-/m1/s1
• InChIKey: GQECVRZDTXJRPX-QWWZWVQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
• IUPAC Traditional name: (4R,5R)-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid
• Synonyms: 2,6-Anhydro-3-Deoxy-D-Erythro-Hex-2-Enonic Acid

Database IDs

• PubChem SID: 160966423; 46506888
• PubChem CID: 46936630

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.4520385
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.6089084
• LogD (pH = 7.4): -4.9150944
• Log P: -1.509112
• Molar Refractivity: 35.1219 cm^3
• Polarizability: 13.494455 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.07
• LOG S: 0.23
• Solubility (Water): 2.74e+02 g/l

DETAILS

DrugBank - DB03284

Drug information: experimental