4-methyl-7-{[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one

• ChemBase ID: 174518
• Molecular Formular: C16H18O8
• Molecular Mass: 338.30932
• Monoisotopic Mass: 338.10016754
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)Oc1ccc2c(c1)oc(=O)cc2C)O)O)O
• Canonical SMILES: OCC1O[C@@H](Oc2ccc3c(c2)oc(=O)cc3C)C([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H18O8/c1-7-4-12(18)23-10-5-8(2-3-9(7)10)22-16-15(21)14(20)13(19)11(6-17)24-16/h2-5,11,13-17,19-21H,6H2,1H3/t11?,13-,14+,15?,16-/m1/s1
• InChIKey: YUDPTGPSBJVHCN-WDIUBAROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-7-{[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one
• IUPAC Traditional name: 4-methyl-7-{[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one
• Synonyms: 7-(β-D-Glucopyranosyloxy)-4-methyl-2H-1-benzopyran-2-one; 4-Methylumbelliferyl Glucopyranoside; Glc1-b-4MU; 4-Methylumbelliferyl β-D-Glucoside

Database IDs

• CAS Number: 18997-57-4
• PubChem SID: 164230428
• PubChem CID: 71750694

CALCULATED PROPERTIES

• Acid pKa: 12.20014
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.4888793
• LogD (pH = 7.4): -0.48888606
• Log P: -0.4888792
• Molar Refractivity: 79.9559 cm^3
• Polarizability: 31.877827 Å^3
• Polar Surface Area: 125.68 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Slowly Dissolves in Hot Water
• Apperance: White Powder
• Melting Point: 195-196°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M334500

A fluorogenic substrate in the assay of β-glucosidase.Fluorescence: max. Abs. 316nm; max. Em. 372nm; e x 10-3: 15