(2R,4S,5R,6S)-6-[(1R)-1,2-dihydroxyethyl]-2,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 3214
• Molecular Formular: C8H14O8
• Molecular Mass: 238.19196
• Monoisotopic Mass: 238.06886741
• SMILES: OC[C@@H](O)[C@@H]1O[C@](O)(C[C@H](O)[C@H]1O)C(=O)O
• Canonical SMILES: OC[C@H]([C@@H]1O[C@](O)(C[C@@H]([C@H]1O)O)C(=O)O)O
• InChI: InChI=1S/C8H14O8/c9-2-4(11)6-5(12)3(10)1-8(15,16-6)7(13)14/h3-6,9-12,15H,1-2H2,(H,13,14)/t3-,4+,5+,6-,8+/m0/s1
• InChIKey: NNLZBVFSCVTSLA-JDSYOCTRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S,5R,6S)-6-[(1R)-1,2-dihydroxyethyl]-2,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2R,4S,5R,6S)-6-[(1R)-1,2-dihydroxyethyl]-2,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 3-Deoxy-D-Manno-Oct-2-Ulosonic Acid

Database IDs

• PubChem SID: 160966657; 46506707
• PubChem CID: 46936712

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.8901343
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -5.207151
• LogD (pH = 7.4): -6.131921
• Log P: -2.6455674
• Molar Refractivity: 46.7176 cm^3
• Polarizability: 19.50619 Å^3
• Polar Surface Area: 147.68 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.81
• LOG S: 0.41
• Solubility (Water): 6.12e+02 g/l

DETAILS

DrugBank - DB03548

Drug information: experimental