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

• ChemBase ID: 132584
• Molecular Formular: C22H28O13
• Molecular Mass: 500.44992
• Monoisotopic Mass: 500.15299096
• SMILES: Cc1cc(=O)oc2c1ccc(c2)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc3c(c2)oc(=O)cc3C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O)O
• InChI: InChI=1S/C22H28O13/c1-8-4-14(25)32-11-5-9(2-3-10(8)11)31-21-19(30)17(28)20(13(7-24)34-21)35-22-18(29)16(27)15(26)12(6-23)33-22/h2-5,12-13,15-24,26-30H,6-7H2,1H3/t12-,13-,15+,16+,17-,18-,19-,20-,21-,22+/m1/s1
• InChIKey: PRTGXBPFDYMIJH-KSFLKEQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-methyl-2H-chromen-2-one
• IUPAC Traditional name: 7-{[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-methylchromen-2-one
• Synonyms: 4-Methylumbelliferyl β-D-lactoside; 4-Methylumbelliferyl β-D-lactopyranoside

Database IDs

• CAS Number: 84325-23-5
• MDL Number: MFCD00083406
• Beilstein Number: 8094402
• PubChem SID: 24896730; 162226861
• PubChem CID: 11670553

CALCULATED PROPERTIES

• Acid pKa: 11.934122
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -2.259715
• LogD (pH = 7.4): -2.2597275
• Log P: -2.2597148
• Molar Refractivity: 112.3692 cm^3
• Polarizability: 45.663193 Å^3
• Polar Surface Area: 204.83 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 365 nm; λem 445 nm (after enzymatic degradation)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• Storage Temperature: -20°C