7344-02-7

Basic information

• Product Name: N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE
• Synonyms: N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE, 99+%, SYNTHETICAL;N-Arachidoyl-D-erythro-sphingosine, synthetical;N-Arachidoyl-D-erythro-sphingosineCeramide C20;N-(Eicosanoyl)-D-erythro-1,3-dihydroxy-2-aMino-4-trans-octadecene;N-Eicosanoyl-C18-sphingosine;(2S,3R,4E)-2-(Eicosanoylamino)-4-octadecene-1,3-diol;C20 Ceramide (d18:1/20:0);N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]eicosanamide
• CAS NO: 7344-02-7
• Molecular Formula: C₃₈H₇₅NO₃
• Molecular Weight: 594.01
• Product Categories: Activators;Fatty Acid Derivatives & Lipids;Glycerols;Inhibitors;Protein Kinase Inhibitors and Activators
• Mol File: 7344-02-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 89-90°C
• Boiling Point: 646.97°C (rough estimate)
• Appearance: /
• Density: 0.9431 (rough estimate)
• Refractive Index: 1.5350 (estimate)
• Storage Temp.: -20°C
• PKA: 13.54±0.20(Predicted)
• Stability: Stable, but may be heat sensitive - store at -20 C. Incompatible with oxidizing agents.
• CAS DataBase Reference: N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE(7344-02-7)
• EPA Substance Registry System: N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE(7344-02-7)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 7344-02-7(Hazardous Substances Data)

Usage

Description

N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE, also known as N-arachidonoyl-D-erythro-sphingosine (NADE), is a bioactive sphingolipid molecule derived from the ceramide family. It is characterized by its unique structure, which includes a sphingoid base and a fatty acid chain. NADE plays a crucial role in various cellular processes, including cell signaling, apoptosis, and inflammation. Its chemical properties include being a white powder.

Uses

Used in Pharmaceutical Industry:
N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE is used as a therapeutic agent for its potential role in treating various diseases. The application reason is its ability to modulate cellular responses, such as apoptosis, growth arrest, and differentiation in certain cell types. This makes it a promising candidate for the development of drugs targeting conditions like cancer, neurodegenerative diseases, and inflammatory disorders.
Used in Cosmetic Industry:
N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE is used as an active ingredient in cosmetics for its potential skin benefits. The application reason is its ability to support skin barrier function, improve skin hydration, and reduce inflammation. This makes it a valuable component in skincare products aimed at promoting healthy and youthful skin.
Used in Research Applications:
N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE is used as a research tool for studying the role of sphingolipids in cellular processes. The application reason is its unique structure and bioactivity, which allow researchers to investigate the mechanisms underlying cell signaling, apoptosis, and other cellular functions. This contributes to a better understanding of the complex roles of sphingolipids in health and disease.

Upstream product

• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 

Relevant articles and documents

Structure-activity relationship of α-galactosylceramides against b16- bearing mice

Agelasphin-9b, (2S,3S,4R)-1-O-(α-D-galactopyranosyl)-16-methyl-2-[N- ((R)-2-hydroxytetracosanoyl)-amino]-1,3,4-heptadecanetriol, is a potent antitumor agent isolated from the marine sponge Agelas mauritianus. Various analogues of agelasphin-9b (a lead compound) were synthesized, and the relationship between their structures and biological activities was examined using several assay systems. From the results, KRN7000, (2S,3S,4R)-1-O-(α- D-galactopyranosyl)-2-(N-hexacosanoylamino)-1,3,4-octadecanetriol, was selected as a candidate for clinical application.