S32826

Names

[ Name ]:
S32826

[Synonym ]:
[4-(Tetradecanoylamino)benzyl]phosphonic acid
Phosphonic acid, [[4-[(1-oxotetradecyl)amino]phenyl]methyl]-
[4-(Tetradecanoylamino)benzyl]phosphonic acid disodium salt hydrate
[4-(tetradecanoylamino)phenyl]methylphosphonic acid

Biological Activity

[Description]:

S32826 is a potent autotaxin inhibitor, with an IC50 of 8.8 nM. S32826 shows similar inhibitory effects at various autotaxin isoforms (α, β and γ). S32826 inhibits LPA release from adipocytes[1].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphodiesterase (PDE)

Research Areas >> Inflammation/Immunology

[Target]

Autotaxin:8.8 nM (IC50)

[In Vitro]

S32826 (0.001-10 μM; 10 days) dose-dependently inhibits the release of lyso-phosphatidic acid (LPA) by 3T3-F442A adipocytes with an IC50 of 90 nM and a maximal inhibition of 80% at 500 nM[1]. S32826 (1 μM; 24 h) inhibits Dexamethasone-induced increases in autotaxin (ATX) mRNA expression in HTM cells and lysoPLD activity in conditioned media. S32826 inhibits Dexamethasone-induced the phosphorylation of MLC and cofilin, mRNA upregulation of COL1A1 and COL4A1, and expression of α-SMA, fibronectin and collagen-1 in the HTM cells[2].

[In Vivo]

Topical application of S32826 (2-10 mM; 2 h-5 d) decreases intraocular pressure (IOP) in a dose- and time-dependent manner in rabbits[2]. S32826 (∼2 µM; single intracameral injection) reduces the IOP in rabbits, with the ocular hypotensive response lasting for more than 48 hrs[2]. S32826 (10 mg/kg; p.o., i.p., s.c., and i.v.) shows poor in vivo stability and/or bioavailability[1].

[References]

[1]. Ferry G, et, al. S32826, a nanomolar inhibitor of autotaxin: discovery, synthesis and applications as a pharmacological tool. J Pharmacol Exp Ther. 2008 Dec;327(3):809-19.

[2]. Honjo M, et, al. Role of the Autotaxin-LPA Pathway in Dexamethasone-Induced Fibrotic Responses and Extracellular Matrix Production in Human Trabecular Meshwork Cells. Invest Ophthalmol Vis Sci. 2018 Jan 1;59(1):21-30.

[3]. Iyer P, et, al. Autotaxin-lysophosphatidic acid axis is a novel molecular target for lowering intraocular pressure. PLoS One. 2012;7(8):e42627.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Molecular Formula ]:
C₂₁H₃₆NO₄P

[ Molecular Weight ]:
397.49

[ Exact Mass ]:
397.238190

[ PSA ]:
96.44000

[ LogP ]:
5.00

[ Index of Refraction ]:
1.536

MSDS

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Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Related Compounds

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