(2S,4S,5S)-4,5-dihydroxyoxane-2-carboxylic acid

• ChemBase ID: 1979
• Molecular Formular: C6H10O5
• Molecular Mass: 162.1406
• Monoisotopic Mass: 162.05282342
• SMILES: O[C@H]1CO[C@@H](C[C@@H]1O)C(=O)O
• Canonical SMILES: O[C@H]1CO[C@@H](C[C@@H]1O)C(=O)O
• InChI: InChI=1S/C6H10O5/c7-3-1-5(6(9)10)11-2-4(3)8/h3-5,7-8H,1-2H2,(H,9,10)/t3-,4-,5-/m0/s1
• InChIKey: YRPRHLNMFWDGSL-YUPRTTJUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,5S)-4,5-dihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,4S,5S)-4,5-dihydroxyoxane-2-carboxylic acid
• Synonyms: 4,5-Dihydroxy-Tetrahydro-Pyran-2-Carboxylic Acid

Database IDs

• PubChem SID: 46507050; 160965434
• PubChem CID: 448431

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5308309
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.519761
• LogD (pH = 7.4): -4.923693
• Log P: -1.557746
• Molar Refractivity: 33.6638 cm^3
• Polarizability: 13.7504015 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.7
• LOG S: 0.63
• Solubility (Water): 6.92e+02 g/l

DETAILS

DrugBank - DB02227

Drug information: experimental