{[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-2-yl]methoxy}sulfonic acid

• ChemBase ID: 174514
• Molecular Formular: C16H18O11S
• Molecular Mass: 418.37252
• Monoisotopic Mass: 418.0569824
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COS(=O)(=O)O)Oc1ccc2c(c1)oc(=O)cc2C)O)O)O
• Canonical SMILES: O[C@@H]1[C@@H](O[C@H]([C@@H]([C@@H]1O)O)COS(=O)(=O)O)Oc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C16H18O11S/c1-7-4-12(17)26-10-5-8(2-3-9(7)10)25-16-15(20)14(19)13(18)11(27-16)6-24-28(21,22)23/h2-5,11,13-16,18-20H,6H2,1H3,(H,21,22,23)/t11-,13+,14+,15-,16-/m1/s1
• InChIKey: PAMBMLAUEGWIPT-DZQJYWQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-2-yl]methoxy}sulfonic acid
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[(4-methyl-2-oxochromen-7-yl)oxy]oxan-2-yl]methoxysulfonic acid
• Synonyms: 4-Methyl-7-[(6-O-sulfo-β-D-galactopyranosyl)oxy]-2H-1-benzopyran-2-one; Gal1-β-4MU-6-S; 4-Methylumbelliferyl β-D-Galactopyranoside-6-sulfateDISCONTINUED See: M334481

Database IDs

• CAS Number: 126938-14-5
• PubChem SID: 164230424
• PubChem CID: 196811

CALCULATED PROPERTIES

• Acid pKa: -2.1001203
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -2.8102899
• LogD (pH = 7.4): -2.810299
• Log P: -2.355065
• Molar Refractivity: 89.9477 cm^3
• Polarizability: 36.803112 Å^3
• Polar Surface Area: 169.05 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White to Off-White Solid
• Melting Point: 196-200°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M334480

Used for the determination of galactose-6-sulphate sulphatase activity. Used in the diagnosis of Mucopolysaccharidosis IV A.

REFERENCES

• van Diggelen, O.P., et al.: Clinica Chimica Acta, 187, 131 (1987)