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Acerca de este artículo
Fórmula empírica (notación de Hill):
C34H67NO3
Número CAS:
Peso molecular:
537.90
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Servicio técnico
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>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860516P-10mg), pkg of 1 × 100 mg (860516P-100mg), pkg of 1 × 25 mg (860516P-25mg), pkg of 1 × 5 mg (860516P-5mg), pkg of 1 × 50 mg (860516P-50mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@]([H])(NC(CCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI
1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1
InChI key
YDNKGFDKKRUKPY-TURZORIXSA-N
General description
Ceramide comprise sphingosine and fatty acid and belongs to the sphingolipids family.
Application
C16 Ceramide (d18:1/16:0) has been used:
- as an internal standard in the chromatography with negative ion electrospray ionization coupled to tandem mass spectrometry for myocardial ceramide quantification
- as an internal standard for the ceramide quantification from rat samples using liquid chromatography-mass spectrometry
- to test its effect on mitochondrial stress response in worms
Biochem/physiol Actions
C16 Ceramide levels are elevated in chronic alcohol-related liver disease (ALD). In general, ceramide inhibits mitochondrial function and insulin signaling. They are essential component of cell membrane and are involved in lipid raft formation. C16 ceramide based analog (C2-C16 CCPS) is potential anticancer agent used in chemotherapy. The levels of C16 ceramide and its ratio with other ceramides is regarded as a biomarker in predicting coronary artery disease (CAD). It interacts with the DNA-binding domain of tumor suppressor protein p53 and activates p53.
Packaging
5 mL Amber Glass Screw Cap Vial (860516P-100mg)
5 mL Amber Glass Screw Cap Vial (860516P-10mg)
5 mL Amber Glass Screw Cap Vial (860516P-25mg)
5 mL Amber Glass Screw Cap Vial (860516P-50mg)
5 mL Amber Glass Screw Cap Vial (860516P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Insulin resistance, ceramide accumulation, and endoplasmic reticulum stress in human chronic alcohol-related liver disease
Longato L, et al.
Oxidative Medicine and Cellular Longevity, 2012 (2012)
M Laura Fanani et al.
Langmuir : the ACS journal of surfaces and colloids, 34(39), 11749-11758 (2018-09-06)
Sphingosine [(2 S,3 R,4 E)-2-amino-4-octadecene-1,3-diol] is the most common sphingoid base in mammals. Ceramides are N-acyl sphingosines. Numerous small variations on this canonical structure are known, including the 1-deoxy, the 4,5-dihydro, and many others. However, whenever there is a Δ4
Aritz B García-Arribas et al.
Langmuir : the ACS journal of surfaces and colloids, 32(35), 9053-9063 (2016-08-04)
The effects of increasing amounts of palmitoylceramide (pCer) on human red blood cell lipid membranes have been studied using atomic force microscopy of supported lipid bilayers, in both imaging (bilayer thickness) and force-spectroscopy (nanomechanical resistance) modes. Membranes appeared homogeneous with