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About This Item
Empirical Formula (Hill Notation):
C36H71NO3
CAS Number:
Molecular Weight:
565.95
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860518P-10mg), pkg of 1 × 5 mg (860518P-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(CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI
1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35+/m0/s1
InChI key
VODZWWMEJITOND-NXCSZAMKSA-N
General description
C18 Ceramide (d18:1/18:0) synthesis is catalyzed by ceramide synthase (CERS) 1 and 5. It is a component of cellular membrane and has low gel forming ability compared to unsaturated ceramide.
Application
C18 Ceramide (d18:1/18:0) has been used:
- to induce apoptosis in Manduca embryonic cell line (MRRL-CH1)
- as a standard to quantify ceramide from liver tissue using liquid chromatography-mass spectrometry
- to inhibit ceramidase in human embryonic kidney cells (HEK29) with β-glucocerebrosidase (GCase) mutation
Biochem/physiol Actions
C18 Ceramide based derivatives are present in low levels during neurodegeneration. It favors endoplasmic reticulum based stress and autophagy in glioma cells. Low levels of C18-ceramide are implicated in human head and neck squamous cell carcinoma. C18 ceramide may inhibit tumor progression.
Packaging
5 mL Amber Glass Screw Cap Vial (860518P-10mg)
5 mL Amber Glass Screw Cap Vial (860518P-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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Acid ceramidase inhibition ameliorates alpha-synuclein accumulation upon loss of GBA1 function
Kim MJ, et al.
Human Molecular Genetics, 27(11), 1972-1988 (2018)
Overexpression of ceramide synthase 1 increases C18-ceramide and leads to lethal autophagy in human glioma
Koybasi S, et al.
The Journal of biological chemistry, 279(43), 44311-44319 (2004)
Presence of unsaturated sphingomyelins and changes in their composition during the life cycle of the moth Manduca sexta
Abeytunga DTU, et al.
Journal of Lipid Research, 45(7), 1221-1231 (2004)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860518P-10MG | 04061835317639 |
| 860518P-5MG | 04061835317646 |