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

• ChemBase ID: 104363
• Molecular Formular: C15H16O7
• Molecular Mass: 308.28334
• Monoisotopic Mass: 308.08960285
• SMILES: O=c1oc2c(ccc(O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)c2)c(c1)C
• Canonical SMILES: O[C@@H]1CO[C@H]([C@@H]([C@H]1O)O)Oc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C15H16O7/c1-7-4-12(17)22-11-5-8(2-3-9(7)11)21-15-14(19)13(18)10(16)6-20-15/h2-5,10,13-16,18-19H,6H2,1H3/t10-,13+,14-,15+/m1/s1
• InChIKey: JWIYLOHVJDJZOQ-KAOXEZKKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-7-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-2H-chromen-2-one
• IUPAC Traditional name: 4-methyl-7-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}chromen-2-one
• Synonyms: 4-Methylumbelliferyl β-D-xyloside; 4-Methylumbelliferyl-β-D-xylopyranoside; 4-METHYLUMBELLIFERYL-β-D-XYLOPYRANOSIDE; 4-METHYLUMBELLIFERYL α-L-ARABINOPYRANOSIDE

Database IDs

• CAS Number: 69414-26-2; 6734-33-4
• EC Number: 229-784-4; 273-991-2
• MDL Number: MFCD00037607
• Beilstein Number: 39934
• PubChem SID: 162092763; 24897133
• PubChem CID: 92229

CALCULATED PROPERTIES

• Acid pKa: 12.23502
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.14145567
• LogD (pH = 7.4): 0.1414494
• Log P: 0.14145575
• Molar Refractivity: 73.9934 cm^3
• Polarizability: 29.374954 Å^3
• Polar Surface Area: 105.45 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

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

• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C15H16O7

DETAILS

MP Biomedicals - 02155689

Crystalline

Sigma Aldrich - M7008

Substrates
A substrate for β-xylosidase