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860520P

Avanti

C20 Ceramide (d18:1/20:0)

Avanti Research™ - A Croda Brand 860520P, powder

Synonym(s):

N-arachidoyl-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C38H75NO3
CAS Number:
123482-93-9
Molecular Weight:
594.01
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860520P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860520P

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

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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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
Elisabetta Albi et al.
International journal of molecular sciences, 15(7), 11555-11565 (2014-07-01)
Proliferating thyroid cells are more sensitive to UV-C radiations than quiescent cells. The effect is mediated by nuclear phosphatidylcholine and sphingomyelin metabolism. It was demonstrated that proton beams arrest cell growth and stimulate apoptosis but until now there have been
Mutay Aslan et al.
Nutrition and cancer, 1-13 (2020-04-15)
We aimed to investigate the impact of thymoquinone (TQ), on sphingolipid metabolites, ER stress and apoptotic pathways in MCF-7 and HepG2 cancer cells. Antiproliferative effect was exerted in cancer cells via TQ incubation at different doses and durations. Cell viability
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
Xingzhong Zhang et al.
Cell metabolism, 30(5), 937-951 (2019-11-02)
Obesity-induced adipose dysfunction is a major contributor to atherosclerosis. Cold exposure has been reported to affect atherosclerosis through regulation of adipose function, but the mechanism has not been well clarified. Here, adipocyte hypoxia-inducible factor 2α (HIF-2α) was upregulated after mild cold
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