34324-89-5

Basic information

• Product Name: N-PALMITOYL CEREBROSIDE
• Synonyms: N-PALMITOYL CEREBROSIDE;N-palmitoylgalactosylsphingosine;N-[(1S,2R,3E)-1-[(β-D-Dalactopyranosyloxy)Methyl]-2-hydroxy-3-heptadecen-1-yl]hexadecanaMide;D-galactosyl--1,1' N-palMitoyl-D-erythro-sphingosine;N-Hexadecanoyl cerebroside;N-Palmitoyl cerebroside semisynthetic from bovine brain cerebrosides;N-(hexadecanoyl)-beta-D-galactosylsphingosine;N-[(E,2S,3R)-3-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-4-en-2-yl]hexadecanamide
• CAS NO: 34324-89-5
• Molecular Formula: C40H77NO8
• Molecular Weight: 700.0413
• Product Categories: Amino Acids & Derivatives, Protein Kinase Inhibitors and Activators
• Mol File: 34324-89-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 842.8°Cat760mmHg
• Flash Point: 463.5°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 5.17E-33mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: ?20°C
• PKA: 12.92±0.70(Predicted)
• CAS DataBase Reference: N-PALMITOYL CEREBROSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-PALMITOYL CEREBROSIDE(34324-89-5)
• EPA Substance Registry System: N-PALMITOYL CEREBROSIDE(34324-89-5)

Safety Data

• Hazardous Substances Data: 34324-89-5(Hazardous Substances Data)

Usage

Description

N-PALMITOYL CEREBROSIDE, also known as D-galactosyl-N-acylsphingosine, is a type of cerebroside with a ceramide N-acyl group specified as hexadecanoyl. It is a white solid and is known for its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
N-PALMITOYL CEREBROSIDE is used as a therapeutic agent for various neurological disorders due to its potential role in maintaining the integrity of the nervous system and its ability to promote cell growth and differentiation.
Used in Cosmetic Industry:
N-PALMITOYL CEREBROSIDE is used as an active ingredient in skincare products for its moisturizing and skin barrier strengthening properties, which help maintain the skin's natural moisture balance and protect it from environmental stressors.
Used in Research Applications:
N-PALMITOYL CEREBROSIDE is used as a research tool in the study of cellular processes and the development of new therapeutic strategies for various diseases, particularly those involving the nervous system.

InChI:InChI=1/C40H77NO8/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(43)33(32-48-40-39(47)38(46)37(45)35(31-42)49-40)41-36(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,33-35,37-40,42-43,45-47H,3-26,28,30-32H2,1-2H3,(H,41,44)/b29-27+/t33?,34-,35-,37+,38+,39-,40+/m1/s1

Upstream product

• 94069-99-5 (2S,3R)-N-palmitoyl-3-O-benzoyl-1-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-sphingosine 
• 2238-90-6 psychosine 
• 112-67-4 n-hexadecanoyl chloride 
• 183667-71-2 (2S,3R,4E)-2',3',4',6'-tetra-O-benzoyl-β-D-galactopyranosyl-(1'->1)-2-(hexadecanoylamido)-3-O-benzoyl-4-octadecene-1,3-diol 
• 914803-32-0 (2S,3R,4E)-2',3',4',6'-tetra-O-benzoyl-β-D-galactopyranosyl-(1'->1)-2-azido-3-O-benzoyl-4-octadecene-1,3-diol 
• 103348-50-1 (2S,3R,4E)-2-azido-3-benzoyloxy-4-octadecen-1-ol 
• 149707-75-5 2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose 
• 631090-32-9 Methanesulfonic acid (1R,2R)-2-hydroxy-1-hydroxymethyl-but-3-enyl ester 
• 866957-56-4 Methanesulfonic acid (1R,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-but-3-enyl ester 
• 866957-57-5 [(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 866957-58-6 2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester 
• 866957-62-2 2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-hexadecanoylamino-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester 
• 866957-61-1 2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(E)-(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-octadec-4-enyloxy]-tetrahydro-pyran-4-yl ester 
• 866957-63-3 2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(E)-(2S,3R)-2-hexadecanoylamino-3-(4-methoxy-benzyloxy)-octadec-4-enyloxy]-tetrahydro-pyran-4-yl ester 

Downstream Products

• 183667-71-2 (2S,3R,4E)-2',3',4',6'-tetra-O-benzoyl-β-D-galactopyranosyl-(1'->1)-2-(hexadecanoylamido)-3-O-benzoyl-4-octadecene-1,3-diol 

Relevant articles and documents

Borinic acid-catalyzed stereo- and site-selective synthesis of β-glycosylceramides

A method for activation of unprotected ceramides towards stereo- and site-selective glycosylation is described. Two-point binding of a diarylborinic acid catalyst to the ceramide accelerates its reactions with 'armed' glycosyl methanesulfonate donors, resulting in the formation of a β-glycosidic linkage at the primary OH group.

Inhibitory activity of a ceramide library on interleukin-4 production from activated T cells

Allergic diseases are hypersensitivity disorders associated with the production of specific immunoglobulin E (IgE) to environmental allergens. Interleukin (IL)-4, produced primarily by CD4+ T cells, is an important stimulus for the switch of th

CD1a-binding glycosphingolipids stimulating human autoreactive T-cells: Synthesis of a family of sulfatides differing in the acyl chain moiety

Native sulfatide (a mixture of 3-sulfated β-D-galactopyranosylceramides with different fatty acids at the ceramide moiety) is an antigen presented by CD1a proteins. Herein the preparation of four sulfatides, which are constituents of the natural mixture a