2-VALERYLOXYBENZOIC ACID Chemical Properties

Melting point:

86-87 °C(lit.)

Boiling point:

357.6±25.0 °C(Predicted)

Density 

1.175±0.06 g/cm3(Predicted)

storage temp. 

Room temperature

solubility 

DMSO: 24 mL/mL

pka

3.01±0.36(Predicted)

form 

A crystalline solid

color 

white

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

2-VALERYLOXYBENZOIC ACID Usage And Synthesis

Uses

Valeryl salicylate is a selective inhibitor of Cox-1.

Definition

ChEBI: A valerate ester that is salicylic acid in which the phenolic hydrogen is replaced by a valeryl (pentanoyl) group.

Biological Activity

valeroyl salicylate is an irreversible and selective inhibitor of cyclooxygenase-1 (cox-1) with ic50 values of 0.8 and 15 mm for ovine cox-1 and -2, respectively [1].cyclooxygenase (cox), also known as prostaglandin-endoperoxide synthase (ptgs, pghs), is an enzyme responsible for formation of prostanoids, including thromboxane and prostaglandins such as prostacyclin. cox-1 is the constitutive isoform and is mainly responsible for the synthesis of cytoprotective prostaglandins in the gastrointestinal tract (gi) and of the proaggregatory thromboxane in blood platelets. cox-2 is inducible and short-lived that is stimulated by endotoxin, cytokines, and mitogens. cox-2 plays important roles in prostaglandin biosynthesis in inflammatory cells the central nervous system [1][2].valeroyl salicylate is an irreversible and selective inhibitor of cyclooxygenase-1 (cox-1) with ic50 values of 0.8 and 15 mm for ovine cox-1 and -2, respectively. in cos-1 cells expressing either cox-1 or -2, 500 μm of valeroyl salicylate inhibited human cox-1 and -2 by 85% and 15%, respectively. the half-lives for inactivation of human recombinant cox-1 in the presence of 500 μm valeroyl salicylate was 12 minutes [2].

References

[1]. johnson jl, wimsatt j, buckel sd, et al. purification and characterization of prostaglandin h synthase-2 from sheep placental cotyledons. arch biochem biophys. 1995 dec 1;324(1):26-34.
[2]. bhattacharyya dk, lecomte m, dunn j, et al. selective inhibition of prostaglandin endoperoxide synthase-1 (cyclooxygenase-1) by valerylsalicylic acid. arch biochem biophys. 1995 feb 20;317(1):19-24.

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