102917-80-6

Basic information

• Product Name: (2S,3R,4E)-N-TETRACOSANOYL SPHINGOSINE
• Synonyms: N-LIGNOCEROYL-D-ERYTHRO-SPHINGOSINE;24:0 CERAMIDE;(2S,3R,4E)-N-TETRACOSANOYL SPHINGOSINE;C24 CERAMIDE;N-TETRACOSANOYL-D-SPINGOSINE;[R-(R*,S*)]-N-[2-Hydroxy-1-(hydroxymethyl)-3-heptadecenyl]-tetracosanamide;C24 Ceramide (d18:1/24:0)
• CAS NO: 102917-80-6
• Molecular Formula: C₄₂H₈₃NO₃
• Molecular Weight: 650.11
• Mol File: 102917-80-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 750.0±60.0 °C(Predicted)
• Appearance: /
• Density: 0.906±0.06 g/cm3(Predicted)
• PKA: 13.82±0.20(Predicted)
• CAS DataBase Reference: (2S,3R,4E)-N-TETRACOSANOYL SPHINGOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4E)-N-TETRACOSANOYL SPHINGOSINE(102917-80-6)
• EPA Substance Registry System: (2S,3R,4E)-N-TETRACOSANOYL SPHINGOSINE(102917-80-6)

Safety Data

• Hazardous Substances Data: 102917-80-6(Hazardous Substances Data)

Usage

General Description

"(2S,3R,4E)-N-tetracosanoyl sphingosine" is a chemical compound that belongs to the sphingolipid family. It is a long-chain ceramide with a tetracosanoyl (24:0) fatty acid connected to the amino group of sphingosine. Ceramides are important components of cell membranes and play crucial roles in cell signaling, apoptosis, and cell adhesion. This particular ceramide, with its long fatty acid chain, is likely involved in forming the lipid bilayer of cell membranes, contributing to membrane stability and function. Additionally, it may have implications in various cellular processes and biological functions, making it an important molecule for further research and understanding its potential physiological relevance.

Upstream product

• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 557-59-5 n-tetracosanoic acid 
• 104826-27-9 <2(R),3(R),4E>-1,3-O-isopropylidene-4-octadecene-1,2,3-triol 
• 97818-16-1 1,3-bis(1-ethoxyethoxy)-2-tetracosanamido-4-E-D-erythro-octadec-4-ene 
• 104846-28-8 <2(S),3(R),4E>-1,3-O-isopropylidene-2-tetracosanamido-4-octadecene-1,3-diol 
• 113785-46-9 Trifluoro-methanesulfonic acid (4R,5R)-2,2-dimethyl-4-((E)-pentadec-1-enyl)-[1,3]dioxan-5-yl ester 
• 104826-29-1 (2R,3R,4E)-1,3-O-isopropylidene-2-O-(methylsulfonyl)octadec-4-en-1,2,3-triol 
• 104826-31-5 <2(S),3(R),4E>-2-azido-1,3-O-isopropylidene-4-octadecene-1,3-diol 
• 25791-20-2 (n-tetradecyl)triphenylphosphonium bromide 
• 112-71-0 1-Bromotetradecane 
• 104826-33-7 <2(S),3(R),4E>-2-amino-1,3-O-isopropylidene-4-octadecene-1,3-diol 

Downstream Products

• 148289-55-8 (2S,3R,4E)-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-(N-tetracosanoylamino)-4-octadecene-1,3-diol 
• 107034-41-3 3-O-benzoyl-2-N-tetracosanoyl-4-E-D-erythro-sphingenine 
• 114716-67-5 3-O-benzoyl-2-N-tetracosanoyl-1-O-trityl-4-E-D-erythro-sphingenine 
• 109582-79-8 2-N-tetracosanoyl-1-O-trityl-4-E-D-erythro-sphingenine 
• 75196-33-7 Cer (d18:0/24:0) 

Relevant articles and documents

Total synthesis of sulfated glycosphingolipid SM1a, a kind of human epithelial carcinoma antigen

A highly efficient and practical total synthesis of the sulfated ganglioside SM1a, a kind of human epithelial carcinoma antigen identified in mammalian kidney, has been accomplished for the first time. The characteristic sequence of SM1a, β-D-Galp-(1→3)-β

A HIGHLY STEREOSELECTIVE SYNTHESIS OF 2(S),3(R),4E- AND 2(S),3(R),4Z-N-TETRACOSANOYLSPHINGENINE FROM D-GLUCOSE

The synthesis of 4-E- and 4-Z-D-erythro-ceramide was achieved in 10 steps in ca. 20-30percent overall yield, starting from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose.E- and Z-5-Deoxy-1,2-O-isopropylidene-5-C-tetradecylidene-α-D-xylofuranose were used a