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SML1100

Sigma-Aldrich

Varespladib

≥98% (HPLC)

Synonym(s):

2-[[3-(2-Amino-2-oxoacetyl)-2-ethyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]-acetic acid, A-001, LY-315920, LY315920

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About This Item

Empirical Formula (Hill Notation):
C21H20N2O5
CAS Number:
172732-68-2
Molecular Weight:
380.39
UNSPSC Code:
41106300
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

[Na+].[n]2(c3c(c(ccc3)OCC(=O)[O-])c(c2CC)C(=O)C(=O)N)Cc1ccccc1

InChI

1S/C21H20N2O5.Na/c1-2-14-19(20(26)21(22)27)18-15(9-6-10-16(18)28-12-17(24)25)23(14)11-13-7-4-3-5-8-13;/h3-10H,2,11-12H2,1H3,(H2,22,27)(H,24,25);/q;+1/p-1

InChI key

XZZUHXILQXLTGV-UHFFFAOYSA-M

Application

Varespladib has been used as a secretory phospholipase A (sPLA2) inhibitor:
  • to test its effect on the human astrocytes subjected to psychosine-induced toxicity
  • to test its neutralization functionality on the black snake species P. colletti venom
  • in combination with snake venom metalloproteinases (SVMP)-inhibitor, marimastat to test its protective functionality on envenoming by vipers

Biochem/physiol Actions

Varespladib is a potent and selective inhibitor of secretory phospholipase A2 (sPLA2). The compound Varespladib inhibits both human and mouse sPLA2 group IIA, V, and X enzymes at low nM concentrations.
Varespladib is effective against viper and elapid venoms and is used in snakebite therapy. It is reported to interact with the hydrophobic channel of the PLA2-like toxin in in vitro structural studies. It blocks inflammatory cascades related to the sPLA2.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000344718
0000344719
0000344719
0000344718
0000234344

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Christina N Zdenek et al.
Toxicology letters, 330, 176-184 (2020-05-23)
Venoms from Pseudechis species (Australian black snakes) within the Elapidae family are rich in anticoagulant PLA2 toxins, with the exception of one species (P. porphyriacus) that possesses procoagulant mutated forms of the clotting enzyme Factor Xa. Previously the mechanism of
Laura-Oana Albulescu et al.
Nature communications, 11(1), 6094-6094 (2020-12-17)
Snakebite is a medical emergency causing high mortality and morbidity in rural tropical communities that typically experience delayed access to unaffordable therapeutics. Viperid snakes are responsible for the majority of envenomings, but extensive interspecific variation in venom composition dictates that
Guilherme H M Salvador et al.
Scientific reports, 9(1), 17203-17203 (2019-11-22)
The World Health Organization recently listed snakebite envenoming as a Neglected Tropical Disease, proposing strategies to significantly reduce the global burden of this complex pathology by 2030. In this context, effective adjuvant treatments to complement conventional antivenom therapy based on
Cedric Misslin et al.
PloS one, 12(11), e0187217-e0187217 (2017-11-03)
Krabbe disease is a fatal rare inherited lipid storage disorder affecting 1:100,000 births. This illness is caused by mutations in the galc gene encoding for the enzyme galactosylceramidase (GALC). Dysfunction of GALC has been linked to the toxic build-up of

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