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

• ChemBase ID: 104364
• Molecular Formular: C16H18O7
• Molecular Mass: 322.30992
• Monoisotopic Mass: 322.10525292
• SMILES: O=c1oc2cc(O[C@@H]3O[C@H]([C@@H](O)[C@@H](O)[C@@H]3O)C)ccc2c(c1)C
• Canonical SMILES: O[C@@H]1[C@@H](O[C@H]([C@H]([C@H]1O)O)C)Oc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C16H18O7/c1-7-5-12(17)23-11-6-9(3-4-10(7)11)22-16-15(20)14(19)13(18)8(2)21-16/h3-6,8,13-16,18-20H,1-2H3/t8-,13+,14+,15-,16-/m0/s1
• InChIKey: CQKHENXHLAUMBH-CRLRYRHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-7-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2H-chromen-2-one
• IUPAC Traditional name: 4-methyl-7-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-2-one
• Synonyms: 4-Methylumbelliferyl α-L-fucopyranoside; 4-Methylumbelliferyl α-L-fucopyranoside; 4-METHYLUMBELLIFERYLα-L-FUCOSIDE

Database IDs

• CAS Number: 54322-38-2
• EC Number: 259-098-0
• MDL Number: MFCD00051218
• Beilstein Number: 8160514
• PubChem SID: 24897268; 162091451
• PubChem CID: 171334

CALCULATED PROPERTIES

• Acid pKa: 12.213621
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.55803066
• LogD (pH = 7.4): 0.5580241
• Log P: 0.5580308
• Molar Refractivity: 78.4122 cm^3
• Polarizability: 31.199207 Å^3
• Polar Surface Area: 105.45 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 360 nm; λem 449 nm (Reaction product)

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (TLC)
• Empirical Formula (Hill Notation): C16H18O7

DETAILS

MP Biomedicals - 02155691

(4-Methylumbelliferyl α-L-fucopyranoside) Crystalline Substrate for α-L-fucosidase.

Sigma Aldrich - M8527

Substrates
Substrate for α-L-fucosidase