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About This Item
Empirical Formula (Hill Notation):
C24H47NO3
CAS Number:
Molecular Weight:
397.63
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
SMILES string
OC[C@]([H])(NC(CCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI
1S/C24H47NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h18-19,22-23,26-27H,3-17,20-21H2,1-2H3,(H,25,28)/b19-18+
InChI key
NPRJSFWNFTXXQC-VHEBQXMUSA-N
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860506P-10mg), pkg of 1 × 5 mg (860506P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
General description
C6 Ceramide (d18:1/6:0) is a short chain and a cell permeable ceramide. It comprises amino alcoholic chain attached to fatty acyl chain via an amide linkage.
Application
C6 Ceramide (d18:1/6:0) has been used as a chemotherapeutic agent to test its anti-tumor effect in breast cancer cells and ovarian cancer cell lines. It has also been used to test chemo-sensitization effects in cancer cells.
Biochem/physiol Actions
C6 Ceramide (d18:1/6:0) is involved in inhibiting proliferation and inducing apoptosis. When used in combination with acid ceramidase inhibitor DM102, [(2R,3Z)-N-(1-hydroxyoctadec-3-en-2-yl)pivaloylamide], it favors cell death in human breast cancer cells lines. C6 Ceramide may serve as an adjunct in chemotherapy. It elicits anti-tumor effects via AKT (serine/threonine-specific protein kinase) dephosphorylation and α-tubulin acetylation.
Packaging
5 mL Amber Glass Screw Cap Vial (860506P-10mg)
5 mL Amber Glass Screw Cap Vial (860506P-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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C6-ceramide and targeted inhibition of acid ceramidase induce synergistic decreases in breast cancer cell growth
Flowers M, et al.
Breast Cancer Research and Treatment, 133(2), 447-458 (2012)
Exogenous cell-permeable C6 ceramide sensitizes multiple cancer cell lines to Doxorubicin-induced apoptosis by promoting AMPK activation and mTORC1 inhibition
Ji C, et al.
Oncogene, 29(50), 6557-6557 (2010)
C6 ceramide dramatically enhances docetaxel-induced growth inhibition and apoptosis in cultured breast cancer cells: a mechanism study
Yang L, et al.
Experimental Cell Research, 332(1), 47-59 (2015)
C Ji et al.
Oncogene, 29(50), 6557-6568 (2010-08-31)
New chemotherapy-enhancing strategies are needed for better cancer therapy. Previous studies suggest that exogenous cell-permeable C6 ceramide may be a useful adjunct to the anti-tumor effects of chemotherapeutic agents (such as Taxol) against multiple cancers. Here we demonstrate that exogenous
Mechanisms involved in exogenous C2-and C6-ceramide-induced cancer cell toxicity
Fillet M, et al.
Biochemical Pharmacology, 65(10), 1633-1642 (2003)
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