trisodium (2R,3S,4S,5R,6S)-4-hydroxy-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-3,5-bis(sulfonatooxy)oxane-2-carboxylate

• ChemBase ID: 174524
• Molecular Formular: C16H13Na3O15S2
• Molecular Mass: 578.36473
• Monoisotopic Mass: 577.93889456
• SMILES: [C@@H]1([C@H]([C@@H]([C@H]([C@@H](O1)Oc1ccc2c(c1)oc(=O)cc2C)OS(=O)(=O)[O-])O)OS(=O)(=O)[O-])C(=O)[O-].[Na+].[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)[C@@H]1O[C@@H](Oc2ccc3c(c2)oc(=O)cc3C)[C@@H]([C@H]([C@@H]1OS(=O)(=O)[O-])O)OS(=O)(=O)[O-].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C16H16O15S2.3Na/c1-6-4-10(17)28-9-5-7(2-3-8(6)9)27-16-13(31-33(24,25)26)11(18)12(30-32(21,22)23)14(29-16)15(19)20;;;/h2-5,11-14,16,18H,1H3,(H,19,20)(H,21,22,23)(H,24,25,26);;;/q;3*+1/p-3/t11-,12-,13+,14+,16+;;;/m0.../s1
• InChIKey: BFDXDGDNWQYHSF-GLEGKCEBSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium (2R,3S,4S,5R,6S)-4-hydroxy-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-3,5-bis(sulfonatooxy)oxane-2-carboxylate
• IUPAC Traditional name: trisodium (2R,3S,4S,5R,6S)-4-hydroxy-6-[(4-methyl-2-oxochromen-7-yl)oxy]-3,5-bis(sulfonatooxy)oxane-2-carboxylate
• Synonyms: 4-Methylumbelliferyl α-L-Iduronic Acid-2,4-disulfate Sodium Salt; 4-Methylumbelliferyl α-L-Idopyranosiduronic Acid 2,4-Disulfate Trisodium Salt

Database IDs

• PubChem SID: 164230434
• PubChem CID: 71750696

CALCULATED PROPERTIES

• Acid pKa: -2.650781
• H Acceptors: 12
• H Donor: 1
• LogD (pH = 5.5): -7.65383
• LogD (pH = 7.4): -8.320244
• Log P: -4.1660905
• Molar Refractivity: 108.4006 cm^3
• Polarizability: 41.453075 Å^3
• Polar Surface Area: 237.98 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M334710

Intermediate in the production of fluorogenic substrates for enzyme assays.