CAS 134531-42-3|OBAA

Introduction:Basic information about CAS 134531-42-3|OBAA, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameOBAA
CAS Number134531-42-3Molecular Weight428.64700
Density0.974 g/cm3Boiling Point550.8ºC at 760 mmHg
Molecular FormulaC28H44O3Melting Point/
MSDSChineseUSAFlash Point301ºC

Names

Name2-(3-octadecylbenzoyl)prop-2-enoic acid
SynonymMore Synonyms

OBAA BiologicalActivity

DescriptionOBAA is a potent phospholipase A2 (PLA2) inhibitor with an IC50 of 70 nM. OBAA blocks Melittin-induced Ca2+ influx in Trypanosoma brucei with an IC50 of 0.4 μM[1][2][3].
Related CatalogSignaling Pathways >>Apoptosis >>ApoptosisSignaling Pathways >>Metabolic Enzyme/Protease >>PhospholipaseResearch Areas >>Inflammation/Immunology
Target

PLA2:70 nM (IC50)

In VitroOBAA (5.7 μM) induces apoptotic cell death of human umbilical vein endothelial cells (HUVEC). After 16 h of treatment, almost all of the cells had disintegrated into apoptotic bodies[1].
In VivoThe immunologically induced bronchospasm in guinea pigs is significantly and dose-dependently inhibited by OBAA (2.5-7 mg/kg i.v.)[3].
References

[1]. J Y Miao, et al. Inhibitors of phospholipase promote apoptosis of human endothelial cells. J Biochem. 1997 Mar;121(3):612-8.

[2]. J Eintracht, et al. Calcium entry in Trypanosoma brucei is regulated by phospholipase A2 and arachidonic acid. Biochem J. 1998 Dec 15;336 ( Pt 3)(Pt 3):659-66.

[3]. T Köhler, et al. Phospholipase A2 inhibition by alkylbenzoylacrylic acids. Biochem Pharmacol. 1992 Aug 18;44(4):805-13.

Chemical & Physical Properties

Density0.974 g/cm3
Boiling Point550.8ºC at 760 mmHg
Molecular FormulaC28H44O3
Molecular Weight428.64700
Flash Point301ºC
Exact Mass428.32900
PSA54.37000
LogP8.31410
InChIKeyZBESASFHIWDSCJ-UHFFFAOYSA-N
SMILESCCCCCCCCCCCCCCCCCCc1ccc(C(=O)C=CC(=O)O)cc1

Safety Information

RIDADRNONH for all modes of transport

Articles2

More Articles
Bile acid modulates transepithelial permeability via the generation of reactive oxygen species in the Caco-2 cell line.

Free Radic. Biol. Med. 39(6) , 769-80, (2005)

The barrier functions in epithelial and endothelial cells seem to be very important for maintaining normal biological homeostasis. However, it is unclear whether or how bile acids affect the epithelia...

Calcium entry in Trypanosoma brucei is regulated by phospholipase A2 and arachidonic acid.

Biochem. J. 336 ( Pt 3) , 659-66, (1998)

In contrast with mammalian cells, little is known about the control of Ca2+ entry into primitive protozoans. Here we report that Ca2+ influx in pathogenic Trypanosoma brucei can be regulated by phosph...

Synonyms

OBAA
4-(4-octadecylphenyl)-4-oxo-2-Butenoic acid 3-(4-octadecyl)benzoylacrylic acid
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