88642-46-0

Basic information

• Product Name: [(2S,3R,4E,8E)-2-[[(2R)-2-Hydroxyhexadecanoyl]amino]-3-hydroxy-9-methyl-4,8-octadecadienyl]β-D-glucopyranoside
• Synonyms: (2R)-N-[(1S,2R,3E,7E)-1-(β-D-Glucopyranosyloxymethyl)-2-hydroxy-8-methyl-3,7-heptadecadienyl]-2-hydroxyhexadecanamide;(R)-N-[(1S,2R,3E,7E)-1-[(β-D-Glucopyranosyloxy)methyl]-2-hydroxy-8-methyl-3,7-heptadecadienyl]-2-hydroxyhexadecanamide;[(2S,3R,4E,8E)-2-[[(2R)-2-Hydroxyhexadecanoyl]amino]-3-hydroxy-9-methyl-4,8-octadecadienyl]β-D-glucopyranoside;Cerebroside B;N-(2-Hydroxyhexadecanoyl)-1-(β-D-glucopyranosyloxy)-9-methyl-4,8-sphingadienine
• CAS NO: 88642-46-0
• Molecular Formula: C41H77NO9
• Molecular Weight: 728.05
• Mol File: 88642-46-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [(2S,3R,4E,8E)-2-[[(2R)-2-Hydroxyhexadecanoyl]amino]-3-hydroxy-9-methyl-4,8-octadecadienyl]β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: [(2S,3R,4E,8E)-2-[[(2R)-2-Hydroxyhexadecanoyl]amino]-3-hydroxy-9-methyl-4,8-octadecadienyl]β-D-glucopyranoside(88642-46-0)
• EPA Substance Registry System: [(2S,3R,4E,8E)-2-[[(2R)-2-Hydroxyhexadecanoyl]amino]-3-hydroxy-9-methyl-4,8-octadecadienyl]β-D-glucopyranoside(88642-46-0)

Safety Data

• Hazardous Substances Data: 88642-46-0(Hazardous Substances Data)

Usage

General Description

[(2S,3R,4E,8E)-2-[[(2R)-2-Hydroxyhexadecanoyl]amino]-3-hydroxy-9-methyl-4,8-octadecadienyl]β-D-glucopyranoside, also known as monogalactosyldiacylglycerol (MGDG), is a type of glycolipid found in the membranes of plant cells. It consists of a glucose molecule bound to a diacylglycerol molecule, which contains two long hydrocarbon chains. MGDG is important for the structure and function of the thylakoid membranes in chloroplasts, where it is involved in photosynthesis. It helps to maintain membrane fluidity and stability, and also plays a role in the organization of photosynthetic protein complexes. Additionally, MGDG has been studied for its potential health benefits, including antioxidant and anti-inflammatory properties.

Upstream product

• 1220969-59-4 1-O-(2'',3'',4'',6''-tetra-O-benzoyl-β-D-glucopyranosyl)-(2S,3R,4E,8E)-2-[(2'R)-2'-((benzoyloxy)hexadecanoyl)amino]-3-O-benzoyl-9-methyl-4,8-octadecadiene-1,3-diol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 100924-04-7 (4E,8E,2S,3R,2'R)-N-2'-acetoxyhexadecanoyl-1-O-benzoyl-9-methyl-4,8-sphingadienine 
• 100933-62-8 1-O-benzoylsphingadienine*HCl 
• 100924-01-4 (2'E,6'E,4S,1'R)-4-(1'-hydroxy-7'-methyl-2',6'-hexadecadienyl)-2-phenyl-1,3-oxazolin-2-ene 
• 100933-63-9 (4E,8E,2S,3R,2'R)-N-2'-hydroxyhexadecanoyl-1-O-(tetra-O-acetyl-β-D-glucopyranosyl)-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine 
• 100924-05-8 (4E,8E,2S,3R,2'R)-N-2'-acetoxyhexadecanoyl-1-O-benzoyl-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine 
• 100924-06-9 (4E,8E,2S,3R,2'R)-N-2'-hydroxyhexadecanoyl-3-O-(t-butyldiphenylsilyl)-9-methyl-4,8-sphingadienine 
• 100923-97-5 (E)-1,1-dibromo-6-methyl-1,5-pentadecadiene 
• 100923-96-4 (E)-5-methyl-4-tetradecenal 
• 100923-95-3 (E)-5-methyl-4-tetradecenenitrile 
• 100923-94-2 (E)-1-bromo-4-methyl-3-tridecene 
• 100923-98-6 (E)-6-methyl-pentadec-5-en-1-yne 
• 88195-82-8 p-nitrophenyl 2-O-acetyl-(2R)-2-hydroxypalmitate 

Downstream Products

• 76918-58-6 (R)-2-((R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-hexadecanoic acid methyl ester 
• 16742-51-1 methyl (R)-2-hydroxyhexadecanoate 
• 16452-51-0 (R)-(-)-2-hydroxyhexadecanoic acid 

Relevant articles and documents

Synthesis of phalluside-1 and Sch II using 1,2-metallate rearrangements

(4E,8E,10E)-9-Methyl-4,8,10-sphingatrienine, a core component of marine sphingolipids, was synthesised for the first time using a copper(i)-mediated 1,2-metallate rearrangement of a lithiated glycal as a key step. It was converted to phalluside-1, a cereb

SYNTHESIS OF (4E,8E,2S,3R,2'R)-N-2'-HYDROXYHEXADECANOYL-1-O-β-D-GLUCOPYRANOSYL-9-METHYL-4,8-SPHINGADIENINE, THE FRUITING-INDUCING CEREBROSIDE IN A BASIDIOMYCETE SCHIZOPHYLLUM COMMUNE

The title compound was synthesized by employing (R)-2-aminohexadecanoic acid, D-glucose and (S)-serine as the chiral sources, and the synthetic sample was found to be chemically and biologically identical with the fruiting-inducing cerebroside isolated fr