(2R,3R,4S,5R)-2,3,4-trihydroxy-5-[(phosphonooxy)methyl]oxolane-2-carboxylic acid

• ChemBase ID: 4223
• Molecular Formular: C6H11O10P
• Molecular Mass: 274.119301
• Monoisotopic Mass: 274.00898318
• SMILES: O[C@@H]1[C@@H](COP(=O)(O)O)O[C@](O)([C@@H]1O)C(=O)O
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@]([C@@H]1O)(O)C(=O)O
• InChI: InChI=1S/C6H11O10P/c7-3-2(1-15-17(12,13)14)16-6(11,4(3)8)5(9)10/h2-4,7-8,11H,1H2,(H,9,10)(H2,12,13,14)/t2-,3-,4-,6-/m1/s1
• InChIKey: LXQWHMQOSMCJIZ-ZGEUXELVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2,3,4-trihydroxy-5-[(phosphonooxy)methyl]oxolane-2-carboxylic acid
• IUPAC Traditional name: (2R,3R,4S,5R)-2,3,4-trihydroxy-5-[(phosphonooxy)methyl]oxolane-2-carboxylic acid
• Synonyms: 2-KETO-6-PHOSPHATE-D-GLUCONIC ACID, ALPHA-FURANOSE FORM

Database IDs

• PubChem SID: 46507360; 160967655
• PubChem CID: 5494415

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2070235
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -7.4702625
• LogD (pH = 7.4): -9.359013
• Log P: -2.4091015
• Molar Refractivity: 47.1762 cm^3
• Polarizability: 19.877356 Å^3
• Polar Surface Area: 173.98 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.07
• LOG S: -1.02
• Solubility (Water): 2.64e+01 g/l

DETAILS

DrugBank - DB04663

Drug information: experimental