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860488P

Avanti

Safingol

Avanti Research™ - A Croda Brand 860488P, powder

Sinónimos:

L-threo-dihydrosphingosine (d18:0) z

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About This Item

Fórmula empírica (notación de Hill):
C18H39NO2
Número de CAS:
15639-50-6
Peso molecular:
301.51
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860488P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860488P

lipid type

sphingolipids
bioactive lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCC[C@@](O)([H])[C@@]([H])(N)CO

InChI

1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3

InChI key

OTKJDMGTUTTYMP-UHFFFAOYSA-N

General description

Safingol is a synthetic L-threo-stereoisomer of endogenous (D-erythro-) sphinganine. It acts as an inhibitor of protein kinase C and sphingosine kinase in vitro. Safingol is involved in ceramide generation and induction of apoptosis. It is known to stimulate antitumor activity of cisplatin.

Application

Safingol has been used as a substituent of dihydrosphingosine (dhSph) to increase the cytotoxic response in N-(4-hydroxyphenyl)retinamide (4-HPR)-resistant cells.

Packaging

5 mL Amber Glass Screw Cap Vial (860488P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

A phase I clinical study of safingol followed by cisplatin: promising activity in refractory adrenocortical cancer with novel pharmacology
Carvajal RD, et al.
Journal of Clinical Oncology, 24(18), 13044-13044 (2006)
Safingol (L-threo-sphinganine) induces autophagy in solid tumor cells through inhibition of PKC and the PI3-kinase pathway
Coward J, et al.
Autophagy, 5(2), 184-193 (2009)
Andrej Kováčik et al.
Langmuir : the ACS journal of surfaces and colloids, 34(1), 521-529 (2017-12-13)
Ceramides (Cer) are key components of the skin permeability barrier. Sphingosine-based CerNS and dihydrosphingosine-based CerNdS (dihydroCer) have two chiral centers; however, the importance of the correct stereochemistry in the skin barrier Cer is unknown. We investigated the role of the
Evaluation of bioactive sphingolipids in 4-HPR-resistant leukemia cells
Apraiz A, et al.
BMC Cancer, 11(1), 477-477 (2011)

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