| Identification | Back Directory | [Name]
BUTYROLACTONE I | [CAS]
87414-49-1 | [Synonyms]
OloMoucin
BUTYROLACTONE I
2,5-Dihydro-4-hydroxy-2-[4-hydroxy-3-(3-methyl-2-butenyl)benzyl]-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylic acid methyl ester
2-Furancarboxylic acid, 2,5-dihydro-4-hydroxy-2-[[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]methyl]-3-(4-hydroxyphenyl)-5-oxo-, methyl ester, (2R)- | [Molecular Formula]
C24H24O7 | [MDL Number]
MFCD03453074 | [MOL File]
87414-49-1.mol | [Molecular Weight]
424.44 |
| Chemical Properties | Back Directory | [Melting point ]
74℃ | [Boiling point ]
660.1±55.0 °C(Predicted) | [density ]
1.353±0.06 g/cm3(Predicted) | [RTECS ]
LU0221600 | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in ethanol at 25mg/ml or DMSO at 10mg/ml | [form ]
White solid. | [pka]
8.59±0.40(Predicted) | [color ]
White to off-white | [Sensitive ]
Light Sensitive |
| Hazard Information | Back Directory | [Uses]
Butyrolactone I is one of a family of three butyrolactones isolated from Aspergillus fumigatus, first reported in 1983. Butyrolactone I exhibits antitumor activity, inhibiting the cell cycle at the G1/S and G2/M transitions. Butyrolactone I is a selective inhibitor of cyclin-dependent kinases CDK1/cyclin B, CDK2 and CDK5, and is an important bioprobe for understanding the cellular roles of CDKs. | [Biological Activity]
Cell permeable: yes''Primary Target
p34cdk1/cyclinB''Product does not compete with ATP.''Reversible: no''Target IC50: 680 nM against Cdk1 | [Enzyme inhibitor]
This natural product (FW = 424.45 g/mol), first identified in species of Aspergillus and named systematically as 2,5-dihydro-4-hydroxy 2-([4- hydroxy-3-(3-methyl-2-butenyl)phenyl]methyl)-3-(4-hydroxyphenyl)-5-oxo- 2-furancarboxylic acid methyl ester, competes with ATP in cyclindependent kinase reactions. The IC50 values for these kinases are typically 0.6-1.5 μM. Butyrolactone I also inhibits cell proliferation by the inhibiting pRb phosphorylation in IMR32 cells, causing both G1 and G2 arrest and stimulating apoptosis. Target(s): cyclin-dependent kinases 1 and 2; cdk5; protein kinase C; protein kinase A; MAP kinase; casein kinase II; [tau protein] kinase. | [storage]
+4°C |
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