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Safety Information

857390P

Avanti

W146

(R)-3-Amino-(3-hexylphenylamino)-4-oxobutylphosphonic acid (TFA salt), powder

Synonym(s):

S1P1 Antagonist

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About This Item

Empirical Formula (Hill Notation):
C18H28F3N2O6P
CAS Number:
909725-62-8
Molecular Weight:
456.39
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857390P-1mg)
pkg of 1 × 10 mg (857390P-10mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857390P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

General description

Compound 2a is a selective antagonist for human S1P1 (hS1P1) receptor activation by the physiological agonist S1P.
W146 is a sphingosine-1-phosphate 1 (S1P1) selective antagonist.

Application

W146 has been used:
  • to verify the mode of action of sphingosine-1-phosphate (S1P) in human bone marrow derived mesenchymal stem cells (hMSCs ) and primary human hepatogenic profibrotic cells (hHPCs)
  • to study oxidative stress and drug treatment in granulosa cells
  • to evaluate its effects on transendothelial electrical resistance (TEER)

Biochem/physiol Actions

W146 acts as an orthosteric antagonist. It is linked to blood lymphopenia and lung edema in mice.

Packaging

5 mL Amber Glass Screw Cap Vial (857390P-10mg)
5 mL Amber Glass Screw Cap Vial (857390P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

857390P-BULK:
857390P-1MG:
857390P-10MG:
857390P-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S1P, dihydro-S1P and C24: 1-ceramide levels in the HDL-containing fraction of serum inversely correlate with occurrence of ischemic heart disease
Argraves KM, et al.
Lipids in Health and Disease, 10(1), 70-70 (2011)
The sphingosine-1-phosphate receptor-1 antagonist, W146, causes early and short-lasting peripheral blood lymphopenia in mice
Sphingosine-1-Phosphate Signaling in Immunology and Infectious Diseases (2014)
Sphingosine-1-phosphate inhibits H2O2-induced granulosa cell apoptosis via the PI3K/Akt signaling pathway
Nakahara T, et al.
Fertility and Sterility, 98(4) (2012)
M Germana Sanna et al.
Nature chemical biology, 2(8), 434-441 (2006-07-11)
Sphingosine 1-phosphate (S1P, 1) regulates vascular barrier and lymphoid development, as well as lymphocyte egress from lymphoid organs, by activating high-affinity S1P1 receptors. We used reversible chemical probes (i) to gain mechanistic insights into S1P systems organization not accessible through
Kelley M Argraves et al.
The Journal of biological chemistry, 283(36), 25074-25081 (2008-07-09)
High density lipoproteins (HDL) are major plasma carriers of sphingosine 1-phosphate (S1P). Here we show that HDL increases endothelial barrier integrity as measured by electric cell substrate impedance sensing. S1P was implicated as the mediator in this process through findings
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