sodium (2R,4S,5R,6R)-4,5-dihydroxy-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate

• ChemBase ID: 174465
• Molecular Formular: C19H21NaO11
• Molecular Mass: 448.35321
• Monoisotopic Mass: 448.09815577
• SMILES: [C@@H]1([C@@H]([C@@H](C[C@@](O1)(Oc1cc2c(cc1)c(cc(=O)o2)C)C(=O)[O-])O)O)[C@@H]([C@@H](CO)O)O.[Na+]
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[C@](C[C@H]([C@H]1O)O)(Oc1ccc2c(c1)oc(=O)cc2C)C(=O)[O-])O)O.[Na+]
• InChI: InChI=1S/C19H22O11.Na/c1-8-4-14(23)28-13-5-9(2-3-10(8)13)29-19(18(26)27)6-11(21)15(24)17(30-19)16(25)12(22)7-20;/h2-5,11-12,15-17,20-22,24-25H,6-7H2,1H3,(H,26,27);/q;+1/p-1/t11-,12+,15+,16+,17+,19-;/m0./s1
• InChIKey: OXZCSFSZSATTLJ-GATWHZELSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2R,4S,5R,6R)-4,5-dihydroxy-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
• IUPAC Traditional name: sodium (2R,4S,5R,6R)-4,5-dihydroxy-2-[(4-methyl-2-oxochromen-7-yl)oxy]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
• Synonyms: 4-Methyl-2-oxo-2H-1-benzopyran-7-yl 3-Deoxy-D-glycero-α-D-galacto-2-nonulopyranosidonic Acid Monosodium Salt; 4-Mu-KDN; 4-Methylumbelliferyl 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid, Sodium Salt

Database IDs

• CAS Number: 123269-95-4
• PubChem SID: 164230375
• PubChem CID: 23719928

CALCULATED PROPERTIES

• Acid pKa: 2.734906
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -3.52914
• LogD (pH = 7.4): -4.3310504
• Log P: -0.8322423
• Molar Refractivity: 107.5497 cm^3
• Polarizability: 38.58122 Å^3
• Polar Surface Area: 186.04 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true