Basic information Safety Supplier Related

2-(4-Hydroxybenzyl)-3-(4-hydroxyphenyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-2-carboxylic acid methyl ester

Basic information Safety Supplier Related

2-(4-Hydroxybenzyl)-3-(4-hydroxyphenyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-2-carboxylic acid methyl ester Basic information

Product Name:
2-(4-Hydroxybenzyl)-3-(4-hydroxyphenyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-2-carboxylic acid methyl ester
Synonyms:
  • 2-(4-Hydroxybenzyl)-3-(4-hydroxyphenyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-2-carboxylic acid methyl ester
  • 2,5-Dihydro-2-(4-hydroxybenzyl)-3-(4-hydroxyphenyl)-4-hydroxy-5-oxo-2-furancarboxylic acid methyl ester
  • 2,5-Dihydro-4-hydroxy-2-(4-hydroxybenzyl)-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylic acid methyl ester
  • Butyrolactone II
  • 2-Furancarboxylic acid, 2,5-dihydro-4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxo-, methyl ester, (2R)-
CAS:
87414-44-6
MF:
C19H16O7
MW:
356.33
Product Categories:
  • Antibiotic
Mol File:
87414-44-6.mol
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2-(4-Hydroxybenzyl)-3-(4-hydroxyphenyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-2-carboxylic acid methyl ester Chemical Properties

Melting point:
91-94 °C
Boiling point:
640.5±55.0 °C(Predicted)
Density 
1.497±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
Amorphous.
pka
8.61±0.40(Predicted)
color 
White to off-white
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Safety Information

HS Code 
29419000
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2-(4-Hydroxybenzyl)-3-(4-hydroxyphenyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-2-carboxylic acid methyl ester Usage And Synthesis

Description

Butyrolactone II is a butenolide fungal metabolite that has been found in A. terreus. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) and ABTS free radicals (EC50s = 11.5 and 68.5 μM, respectively). It inhibits 5-lipoxygenase (5-LO; IC50 = 21.43 μg/ml) and α-glucosidase (IC50 = 0.126 mM).

Uses

Butyrolactone II is an antibiotic, a 5-LOX inhibitor and has shown DPPH radical-scavening activity.

IC 50

Microbial Metabolite

storage

+4°C

References

[1] HAHK-SOO KANG  Jong P K. Butenolide derivatives from the fungus Aspergillus terreus and their radical scavenging activity and protective activity against glutamate-induced excitotoxicity[J]. Applied Biological Chemistry, 2019, 62 1. DOI: 10.1186/s13765-019-0451-3
[2] FU-SHENG WANG B Z. Butyrolactones, inhibitors of 5-lipoxygenase from fungal metabolites[J]. Journal of Chinese Pharmaceutical Sciences, 2010, 19 1. DOI: 10.5246/jcps.2010.04.035
[3] LI-HUA ZHANG . Polyketide butenolide, diphenyl ether, and benzophenone derivatives from the fungus Aspergillus flavipes PJ03-11[J]. Bioorganic & Medicinal Chemistry Letters, 2016, 26 2: Pages 346-350. DOI: 10.1016/j.bmcl.2015.12.009

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