860646P
Avanti
C18 Ceramide (d17:1/18:0)
Avanti Research™ - A Croda Brand
Synonym(s):
N-stearoyl-D-erythro-sphingosine (C17 base)
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About This Item
Empirical Formula (Hill Notation):
C35H69NO3
CAS Number:
Molecular Weight:
551.93
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
C18 Ceramide (d17:1/18:0), Avanti Research™ - A Croda Brand 860646P, powder
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860646P-10mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860646P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@]([H])(NC(CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCC
InChI key
KGEXFGDEDXQZLQ-QKSCFGQVSA-N
General description
Ceramide is a bioactive sphingolipid. C18 Ceramide (d17:1/18:0) is synthesized by the N-acylation of sphingosine. This reaction is catalyzed by ceramide synthase 1 (CerS1). C18 Ceramide is highly expressed in brain tissues.
Application
C18 Ceramide (d17:1/18:0) has been used as an internal standard in mass spectrometer and ultra high performance Liquid Chromatography for quantitative measurement of ceramides in muscle.
Biochem/physiol Actions
C18 Ceramide has an ability to induce cell death. Defects in the generation or accumulation of C18 Ceramide has been associated with the development of human head and neck squamous cell carcinomas (HNSCC).
Packaging
5 mL Amber Glass Screw Cap Vial (860646P-10mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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The structure of D-erythro-C18 ceramide at the air-water interface
Vaknin D and Kelley MS
Biophysical Journal, 79(5), 2616-2623 (2000)
Clinical relevance of ceramide metabolism in the pathogenesis of human head and neck squamous cell carcinoma (HNSCC): attenuation of C18-ceramide in HNSCC tumors correlates with lymphovascular invasion and nodal metastasis
Karahatay S, et al.
Cancer Letters, 256(1), 101-111 (2007)
Diverse functions of ceramide in cancer cell death and proliferation
Advances in Cancer Research, 117, 37-58 (2013)
Long-term follow-up of muscle lipid accumulation, mitochondrial activity and oxidative stress and their relationship with impaired glucose homeostasis in high fat high fructose diet-fed rats
Wang Y, et al.
The Journal of Nutritional Biochemistry, 64(5), 182-197 (2019)
Anna Zalewska et al.
Biomolecules, 9(12) (2019-12-19)
This is the first study to investigate the relationship between ceramides, the mitochondrial respiratory system, oxidative stress, inflammation, and apoptosis in the submandibular gland mitochondria of mice with insulin resistance (IR). The experiment was conducted on 20 male C57BL/6 mice
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