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S8326

Sigma-Aldrich

SKI 5C

≥98% (HPLC)

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Synonym(s):
2,2-Dimethyl-4S-(1-oxo-2-hexadecyn-1-yl)-1,1-dimethylethyl ester-3-oxazolidinecarboxylic acid, SPHK1 Inhibitor 5C
Empirical Formula (Hill Notation):
C26H45NO4
CAS Number:
120005-55-2
Molecular Weight:
435.64
MDL number:
MFCD18428021
UNSPSC Code:
12352200
PubChem Substance ID:
329824601

Quality Level

100

Assay

≥98% (HPLC)

form

oil

color

colorless to light brown

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCC#CC(=O)[C@@H]1COC(C)(C)N1C(=O)OC(C)(C)C

InChI

1S/C26H45NO4/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23(28)22-21-30-26(5,6)27(22)24(29)31-25(2,3)4/h22H,7-18,21H2,1-6H3/t22-/m0/s1

InChI key

YGBSGZPIDCXNEH-QFIPXVFZSA-N

Application

SKI 5C was used to inhibit Sphingosine kinase 1 in SK-Hep1, HEK-293T cells.1

Biochem/physiol Actions

SKI 5C is a selective Sphingosine Kinase 1 (SPHK1) inhibitor.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Youmna Atieh et al.
Current biology : CB, 31(6), 1129-1140 (2021-01-06)
Extrusion is a mechanism used to eliminate unfit, excess, or dying cells from epithelial tissues. The initial events guiding which cells will be selectively extruded from the epithelium are not well understood. Here, we induced damage in a subset of
Meiyan Bao et al.
Liver international : official journal of the International Association for the Study of the Liver, 32(2), 331-338 (2011-11-22)
Sphingosine kinase 1 (SphK1), which phosphorylates sphingosine to sphingosine-1-phosphate (S1P), is overexpressed in various types of cancers, and may act as an oncogene in tumorigenesis. However, little is known about the precise role of the SphK1/S1P pathway in human liver
Sebastian Wurster et al.
Cell reports, 34(12), 108896-108896 (2021-03-25)
Severe and often fatal opportunistic fungal infections arise frequently following mucosal damage caused by trauma or cytotoxic chemotherapy. Interaction of fungal pathogens with epithelial cells that comprise mucosae is a key early event associated with invasion, and, therefore, enhancing epithelial

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