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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
UNSPSC Code:
12352211
NACRES:
NA.25

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

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
Development and validation of a high-throughput LC-MS/MS assay for routine measurement of molecular ceramides
Kauhanen D, et al.
Analytical and Bioanalytical Chemistry, 408(13), 3475-3483 (2016)
Md Abdullah Al Sazzad et al.
Langmuir : the ACS journal of surfaces and colloids, 32(23), 5973-5980 (2016-05-25)
To better understand the interactions of saturated ceramides with unsaturated glycerophospholipids in bilayer membranes, we measured how palmitoyl ceramide (PCer) and dihydroceramide (dihydro-PCer, lacking the trans 4 double bond of the sphingoid base of ceramide) can interact with phosphatidylcholines (PCs)

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