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Merck
CN

860516P

Avanti

C16 Ceramide (d18:1/16:0)

Avanti Research - A Croda Brand

Synonym(s):

N-palmitoyl-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C34H67NO3
CAS Number:
Molecular Weight:
537.90
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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assay

>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


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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C 16-ceramide is a natural regulatory ligand of p53 in cellular stress response
Fekry B, et al.
Nature Communications, 9(1), 4149-4149 (2018)
C16-ceramide analog combined with Pc 4 photodynamic therapy evokes enhanced total ceramide accumulation, promotion of DEVDase activation in the absence of apoptosis, and augmented overall cell killing
Separovic D, et al.
Journal of Lipids, 2011 (2011)
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)



Global Trade Item Number

SKUGTIN
860516P-100MG04061835317554
860516P-10MG04061835317561
860516P-25MG04061835317578
860516P-50MG04061835317585
860516P-5MG04061835317592