586-02-7

Basic information

• Product Name: (2S)-N-[(1S,2R,3E)-1-[(β-D-Galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecenyl]-2-hydroxytetracosanamide
• Synonyms: (2S)-N-[(1S,2R,3E)-1-[(β-D-Galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecenyl]-2-hydroxytetracosanamide;Phrenosine;Phrenosine【Ox brain】
• CAS NO: 586-02-7
• Molecular Formula: C48H93NO9
• Molecular Weight: 828.2533
• Mol File: 586-02-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 923.1°Cat760mmHg
• Flash Point: 512.1°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: (2S)-N-[(1S,2R,3E)-1-[(β-D-Galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecenyl]-2-hydroxytetracosanamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-N-[(1S,2R,3E)-1-[(β-D-Galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecenyl]-2-hydroxytetracosanamide(586-02-7)
• EPA Substance Registry System: (2S)-N-[(1S,2R,3E)-1-[(β-D-Galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecenyl]-2-hydroxytetracosanamide(586-02-7)

Safety Data

• Hazardous Substances Data: 586-02-7(Hazardous Substances Data)

Usage

Description

(2S)-N-[(1S,2R,3E)-1-[(β-D-Galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecenyl]-2-hydroxytetracosanamide, also known as lactosylceramide, is a type of sphingolipid that is found in cell membranes. It is characterized by a long hydrocarbon chain and a sugar molecule, making it amphipathic and able to interact with both water and lipid environments. Lactosylceramide plays a crucial role in cell signaling and cell recognition processes, and is involved in various biological functions, including cell growth, differentiation, and apoptosis.

Uses

Used in Pharmaceutical Industry:
Lactosylceramide is used as a potential target for therapeutic interventions in the pharmaceutical industry due to its involvement in various biological functions and its implication in certain diseases, such as cancer and autoimmune disorders.
Used in Research Applications:
Lactosylceramide is used as a research tool in the study of cell signaling, cell recognition processes, and the role of sphingolipids in various biological functions. It can help researchers gain a better understanding of the mechanisms underlying cell growth, differentiation, and apoptosis, as well as the development of diseases.

InChI:InChI=1/C48H93NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(52)47(56)49-40(39-57-48-46(55)45(54)44(53)43(38-50)58-48)41(51)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h34,36,40-46,48,50-55H,3-33,35,37-39H2,1-2H3,(H,49,56)/b36-34+/t40?,41?,42?,43-,44+,45+,46-,48-/m1/s1

Upstream product

• 112146-64-2 (2S,3R,4E)-N-(2'R)-2'-tert-butyldiphenylsilyloxytetracosanoyl-1-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)sphingenine 
• 108041-03-8 Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(E)-(2S,3R)-3-hydroxy-2-((R)-2-hydroxy-tetracosanoylamino)-octadec-4-enyloxy]-tetrahydro-pyran-4-yl ester 

Relevant articles and documents

TOTAL SYNTHESIS OF CEREBROSIDES: (2S,3R,4E)-1-O-β-D-GALACTOPYRANOSYL-N-(2'R AND 2'S)-2'-HYDROXYTETRACOSANOYLSPHINGENINE

Total synthesis of both (2S,3R,4E)-1-O-β-D-galactopyranosyl-N-(2'R)-2'-hydroxytetracosanoylsphingenine 23 and the (2'S) stereoisomer were performed in an unambigous way by employing either (2S,3R,4E)-N-(2'R)-2'-(tert-butyldiphenylsilyloxy)tetracosanoylpsh