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Merck
CN

860520P

Avanti

C20 Ceramide (d18:1/20:0)

Avanti Research - A Croda Brand

Synonym(s):

N-arachidoyl-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C38H75NO3
CAS Number:
Molecular Weight:
594.01
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (860520P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@]([H])(NC(CCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

InChI

1S/C38H75NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h31,33,36-37,40-41H,3-30,32,34-35H2,1-2H3,(H,39,42)/b33-31+/t36-,37+/m0/s1

InChI key

XWBWIAOWSABHFI-NUKVNZTCSA-N

General description

C20 Ceramide (d18:1/20:0) or N-arachidoyl-D-erythro-sphingosine is a synthetic ceramide containing sphingosine with arachidonic acid. Ceramide synthase 2 is responsible for the synthesis of C20 ceramide.

Application

C20 Ceramide (d18:1/20:0) has been used:
  • as a standard to quantify ceramide content in muscle tissue samples using high-performance liquid chromatography/tandem mass spectrometry (LC/MS2)
  • as a standard for the quantitation of sphingolipid metabolites
  • to study its effects on mitochondrial-to-cytosolic stress response (MCSR) induction

Biochem/physiol Actions

Altered levels of C20 ceramide might function as a potential biomarker for monitoring tumor.

Packaging

5 mL Amber Glass Screw Cap Vial (860520P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Storage Class

11 - Combustible Solids



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Hyun-Eui Kim et al.
Cell, 166(6), 1539-1552 (2016-09-10)
Defects in mitochondrial metabolism have been increasingly linked with age-onset protein-misfolding diseases such as Alzheimer's, Parkinson's, and Huntington's. In response to protein-folding stress, compartment-specific unfolded protein responses (UPRs) within the ER, mitochondria, and cytosol work in parallel to ensure cellular
Donato A Rivas et al.
Journal of applied physiology (Bethesda, Md. : 1985), 113(11), 1727-1736 (2012-10-09)
One of the most fundamental adaptive physiological events is the response of skeletal muscle to high-intensity resistance exercise, resulting in increased protein synthesis and ultimately larger muscle mass. However, muscle growth in response to contraction is attenuated in older humans.
Ebru Afşar et al.
Redox biology, 30, 101430-101430 (2020-01-25)
We aimed to determine sphingolipid levels and examine apoptotic pathways in human retinal pigment epithelial cells (ARPE-19) undergoing endoplasmic reticulum (ER) stress. Cells were treated with tunicamycin (TM) to induce ER stress and tauroursodeoxycholic acid (TUDCA), an ER stress inhibitor



Global Trade Item Number

SKUGTIN
860520P-5MG04061835317677