[(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-2-yl]methyl acetate

• ChemBase ID: 174534
• Molecular Formular: C24H26O12
• Molecular Mass: 506.45604
• Monoisotopic Mass: 506.14242627
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)Oc1ccc2c(c1)oc(=O)cc2C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](Oc2ccc3c(c2)oc(=O)cc3C)[C@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C24H26O12/c1-11-8-20(29)35-18-9-16(6-7-17(11)18)34-24-23(33-15(5)28)22(32-14(4)27)21(31-13(3)26)19(36-24)10-30-12(2)25/h6-9,19,21-24H,10H2,1-5H3/t19-,21+,22+,23-,24-/m1/s1
• InChIKey: GBHHLVBZMNCURY-HYPCABPSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(4-methyl-2-oxochromen-7-yl)oxy]oxan-2-yl]methyl acetate
• Synonyms: 4-Methyl-7-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)oxy]-2H-1-benzopyran-2-one; 7-(β-D-Galactopyranosyloxy)-4-methyl-coumarin Tetraacetate; 4-Methylumbelliferyl 2,3,4,6-Tetra-O-acetyl-β-D-galactopyranoside

Database IDs

• CAS Number: 6160-79-8
• PubChem SID: 164230444
• PubChem CID: 6454230

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 1.2756225
• LogD (pH = 7.4): 1.2756225
• Log P: 1.2756225
• Molar Refractivity: 116.5619 cm^3
• Polarizability: 47.305916 Å^3
• Polar Surface Area: 149.96 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - M336120

Protected substrate for fluorometric assay of β-D-galactosidase.

REFERENCES

• Simpson, H., et al.: J. Biomed. Sci., 50, 164 (1993)
• Harrison, J., et al.: Bioorg. Med. Chem. Lett., 11, 141 (1993)
• Newstead, S., et al.: Biochem., 44, 9117 (1993)