BUTYROLACTONE I

BUTYROLACTONE I Structure
CAS No.
87414-49-1
Chemical Name:
BUTYROLACTONE I
Synonyms
OloMoucin;BUTYROLACTONE I;Butyrolactone I - CAS 87414-49-1;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)-
CBNumber:
CB9717987
Molecular Formula:
C24H24O7
Molecular Weight:
424.44
MOL File:
87414-49-1.mol
Modify Date:
2023/6/30 15:45:59

BUTYROLACTONE I Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
HS Code  29419000

BUTYROLACTONE I Chemical Properties,Uses,Production

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.

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.

BUTYROLACTONE I Preparation Products And Raw materials

Raw materials

Preparation Products

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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 OloMoucin 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)- Butyrolactone I - CAS 87414-49-1 87414-49-1 Antibiotic