27888-44-4

Basic information

• Product Name: N-behenoyl-D-erythro-sphingosine
• Synonyms: N-behenoyl-D-erythro-sphingosine;C22 Ceramide (d18:1/22:0)
• CAS NO: 27888-44-4
• Molecular Formula: C₄₀H₇₉NO₃
• Molecular Weight: 622.06016
• Mol File: 27888-44-4.mol

Chemical Properties

• Boiling Point: 731.8±60.0 °C(Predicted)
• Appearance: /
• Density: 0.909±0.06 g/cm3(Predicted)
• PKA: 13.54±0.20(Predicted)
• CAS DataBase Reference: N-behenoyl-D-erythro-sphingosine(CAS DataBase Reference)
• NIST Chemistry Reference: N-behenoyl-D-erythro-sphingosine(27888-44-4)
• EPA Substance Registry System: N-behenoyl-D-erythro-sphingosine(27888-44-4)

Safety Data

• Hazardous Substances Data: 27888-44-4(Hazardous Substances Data)

Usage

General Description

N-behenoyl-D-erythro-sphingosine, also known as C24 ceramide, is a long-chain ceramide molecule that consists of a sphingosine base linked to a behenic acid fatty acid chain. Ceramides are important components of the lipid bilayer in cell membranes and are involved in various cellular processes, including cell signaling, proliferation, and apoptosis. N-behenoyl-D-erythro-sphingosine has been found to have potential therapeutic effects, including anti-cancer properties and the ability to improve skin barrier function. It is also being studied for its role in neurodegenerative diseases and inflammatory disorders. Overall, N-behenoyl-D-erythro-sphingosine is a biologically important molecule with promising therapeutic potential.

Upstream product

• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 112-85-6 n-docosanoic acid 

Downstream Products

• 929-77-1 behenic acid methyl ester 
• 147492-65-7 Cer (d18:0/22:0) 

Relevant articles and documents

Ceramide compound and application

The invention relates to a ceramide compound; in the structural general formula, m=2-12; n=0-20. The ceramide compound has significant pseudo neural growth factor activity, and is the small molecule compound capable of passing through blood-brain barrier. The structural general formula is shown as Figure.

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.