| Identification | Back Directory | [Name]
2-VALERYLOXYBENZOIC ACID | [CAS]
64206-54-8 | [Synonyms]
VSA
VALERYL SALICYLATE
VALEROYL SALICYLATE
VALERYLSALICYLIC ACID
salicylicacid,valerate
2-VALERYLOXYBENZOIC ACID
WJHZBTMHUNVIKC-UHFFFAOYSA-N
2-[(1-OXOPENTYL)OXY]-BENZOIC ACID
Benzoic acid, 2-[(1-oxopentyl)oxy]-
2-Valeryloxybenzoic acid, Valerylsalicylic acid, vsa | [Molecular Formula]
C12H14O4 | [MDL Number]
MFCD00041466 | [MOL File]
64206-54-8.mol | [Molecular Weight]
222.24 |
| Chemical Properties | Back Directory | [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 | [form ]
A crystalline solid | [pka]
3.01±0.36(Predicted) | [color ]
white | [InChI]
1S/C12H14O4/c1-2-3-8-11(13)16-10-7-5-4-6-9(10)12(14)15/h4-7H,2-3,8H2,1H3,(H,14,15) | [InChIKey]
WJHZBTMHUNVIKC-UHFFFAOYSA-N | [SMILES]
CCCCC(=O)Oc1ccccc1C(O)=O |
| Hazard Information | Back Directory | [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]. | [in vivo]
Valeryl salicylate (3, 10, 30 mg/kg; i.p.) shows anti-inflammatory effect in arachidonic acid (HY-109590)-induced ear oedema and Carrageenan (HY-125474)-induced paw oedema[1]. | Animal Model: | 25-30g, Swiss male mice (arachidonic acid induces Ear oedema)[1] | | Dosage: | 1.5, 4.5, 15, 45 μg per ear | | Administration: | | | Result: | Showed the anti-inflammatory effect of topical administration and resulted in significant inhibition of the ear oedema of28, 36, 40, and 58% at 1.5, 4.5, 15, 45 μg per ear. |
| Animal Model: | 25-30g, Swiss male mice (Carrageenan-induced paw oedema)[1] | | Dosage: | 3, 10, 30 mg/kg | | Administration: | I.p. | | Result: | Promoted a significant inhibition of 43.3, 53.3 and 66.6% at 3, 10, 30 mg/kg, respectively. |
| [IC 50]
COX-1 | [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. |
|
| Company Name: |
Energy Chemical
|
| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
|