860517P

C17 Ceramide (d18:1/17:0)

Avanti Research^™ - A Croda Brand

• Synonym(s): N-heptadecanoyl-D-erythro-sphingosine
• Empirical Formula (Hill Notation): C₃₅H₆₉NO₃
• CAS Number: 67492-16-4
• Molecular Weight: 551.93
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• form: powder
• packaging: pkg of 1 × 10 mg (860517P-10mg); pkg of 1 × 25 mg (860517P-25mg); pkg of 1 × 5 mg (860517P-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(CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC
• InChI: 1S/C35H69NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35(39)36-33(32-37)34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,33-34,37-38H,3-27,29,31-32H2,1-2H3,(H,36,39)/b30-28+/t33-,34+/m0/s1
• InChI key: ICWGMOFDULMCFL-QKSCFGQVSA-N

Description

General description

Ceramide synthesis is mediated either by the salvage pathway by the acylation of sphingosine or sphingolipids hydrolysis or by de novo pathway via dihydroceramide formation. Structurally, ceramides have a sphingoid base, a long-chain amino alcohol linked to fatty acid by an amide bond.

Application

C17 Ceramide (d18:1/17:0) has been used:

• as an internal standard for myocardial ceramide quantification using chromatography with negative ion electrospray ionization coupled to tandem mass spectrometry
• as an internal standard in tandem mass spectrometry (MS/MS)
• as a substrate for sphingomyelin synthase 2 enzyme

Biochem/physiol Actions

Ceramides play a key role in regulating various cellular processes like senescence and apoptosis. They are directly involved in the proliferation and differentiation of skin cells and regulate skin barrier functionality. Ceramide based analogs are potential anti-tumor agents and are regarded as tumor suppressor lipid.

Packaging

5 mL Amber Glass Screw Cap Vial (860517P-10mg)

5 mL Amber Glass Screw Cap Vial (860517P-25mg)

5 mL Amber Glass Screw Cap Vial (860517P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3