| Identification | Back Directory | [Name]
2-(4-Hydroxybenzyl)-3-(4-hydroxyphenyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-2-carboxylic acid methyl ester | [CAS]
87414-44-6 | [Synonyms]
Butyrolactone II
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
2-Furancarboxylic acid, 2,5-dihydro-4-hydroxy-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5-oxo-, methyl ester, (2R)- | [Molecular Formula]
C19H16O7 | [MDL Number]
MFCD09752715 | [MOL File]
87414-44-6.mol | [Molecular Weight]
356.33 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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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