Skip to Content
Merck

860516P

Avanti

C16 Ceramide (d18:1/16:0)

Avanti Research™ - A Croda Brand

Synonym(s):

N-palmitoyl-D-erythro-sphingosine

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C34H67NO3
CAS Number:
24696-26-2
Molecular Weight:
537.90
MDL number:
MFCD00871748
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

C16 Ceramide (d18:1/16:0), Avanti Research™ - A Croda Brand

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

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

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.

General description

Ceramide comprise sphingosine and fatty acid and belongs to the sphingolipids family.

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
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
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service