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W1020

Sigma-Aldrich

W146 hydrate

≥98% (HPLC)

Sinonimo/i:

ML056, R-3-amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid hydrate, [(3R)-3-amino-4-[(3-hexylphenyl)amino]-4-oxobutyl]-phosphonic acid

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About This Item

Formula empirica (notazione di Hill):
C16H27N2O4P · xH2O
Numero CAS:
909725-61-7
Peso molecolare:
342.37 (anhydrous basis)
Numero MDL:
MFCD16875441
Codice UNSPSC:
12352211
ID PubChem:
329830425
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥98% (HPLC)

Forma fisica

powder

Colore

off-white

Solubilità

methanol: soluble (with 0.1% TFA)

Ideatore

Novartis

Temperatura di conservazione

2-8°C

Stringa SMILE

O.CCCCCCc1cccc(NC(=O)[C@H](N)CCP(O)(O)=O)c1

InChI

1S/C16H27N2O4P.H2O/c1-2-3-4-5-7-13-8-6-9-14(12-13)18-16(19)15(17)10-11-23(20,21)22;/h6,8-9,12,15H,2-5,7,10-11,17H2,1H3,(H,18,19)(H2,20,21,22);1H2/t15-;/m1./s1
DQKSZHVSROOTFY-XFULWGLBSA-N

Descrizione generale

W146 hydrate functions as an orthosteric antagonist. It is associated with blood lymphopenia and lung edema in mice.

Applicazioni

W146 hydrate has been used to assess vascular permeability in mice.

Azioni biochim/fisiol

Potent S1P(1) competitive antagonist; Ki = 10-77 nM.

Caratteristiche e vantaggi

This compound is featured on the Lysophospholipid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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Sphingosine-1-Phosphate Signaling in Immunology and Infectious Diseases (2014)
Impaired endothelial barrier function in apolipoprotein M-deficient mice is dependent on sphingosine-1-phosphate receptor 1
Christensen PM, et al.
Faseb Journal, 30(6), 2351-2359 (2016)
María V Simón et al.
Investigative ophthalmology & visual science, 56(10), 5808-5815 (2015-09-02)
Migration of Müller glial cells is enhanced in proliferative retinopathies, but the mechanisms involved are ill defined. Sphingosine-1-phosphate (S1P) is a bioactive sphingolipid synthesized by sphingosine kinase (SphK), which promotes proliferation, migration, and inflammation, acting as an intracellular mediator and
The sphingosine-1-phosphate receptor-1 antagonist, W146, causes early and short-lasting peripheral blood lymphopenia in mice
Tarrason G, et al.
International Immunopharmacology, 11(11), 1773-1779 (2011)
Shahzad Nawaz Syed et al.
International journal of molecular sciences, 21(13) (2020-07-08)
Recent studies suggested an important contribution of sphingosine-1-phospate (S1P) signaling via its specific receptors (S1PRs) in the production of pro-inflammatory mediators such as Interleukin (IL)-1β in cancer and inflammation. In an inflammation-driven cancer setting, we previously reported that myeloid S1PR1

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