91326-84-0

Basic information

• Product Name: 1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• Synonyms: 1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• CAS NO: 91326-84-0
• Molecular Formula: C₃₁H₅₈NO₆P
• Molecular Weight: 571.77
• Mol File: 91326-84-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: 1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE(91326-84-0)
• EPA Substance Registry System: 1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE(91326-84-0)

Safety Data

• Hazardous Substances Data: 91326-84-0(Hazardous Substances Data)

Usage

Explanation

The chemical formula of 1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE consists of 34 carbon atoms, 62 hydrogen atoms, 1 nitrogen atom, 8 oxygen atoms, and 1 phosphorus atom.
2. Phospholipid derivative

Explanation

This compound is derived from phospholipids, which are a class of lipids that are a major component of all cell membranes.

Explanation

1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE is also known by the name ET-18-OCH3, which is often used in scientific literature.
4. Member of phosphatidylcholine family

Explanation

This compound is a member of the phosphatidylcholine family, also known as PC or lecithin, which are important components of cell membranes and involved in various biological functions.
5. Ether lipid

Explanation

1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE is classified as an ether lipid, which means it contains an ether bond (an oxygen atom connected to two alkyl or aryl groups) in its structure.
6. Biomedical research and drug development

Explanation

This compound is used in the field of biomedical research and drug development due to its potential therapeutic applications and ability to interact with cell membranes.
7. Potential therapeutic applications

Explanation

1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE has been studied for its potential use in the treatment of various diseases, including cancer, arthritis, and cardiovascular diseases.
8. Inhibiting cancer cell growth

Explanation

Research has shown that this compound may have the ability to inhibit the growth of cancer cells, making it a potential candidate for cancer treatment.
9. Drug delivery vehicle

Explanation

1-O-HEXADECYL-2-O-BENZYL-SN-GLYCERO-3-PHOSPHOCHOLINE has been investigated as a potential drug delivery vehicle for various therapeutic agents due to its ability to interact with cell membranes and its potential therapeutic properties.

Upstream product

• 55357-38-5 choline tosylate 
• 84415-89-4 (S)-2-benzyloxy-3-hexadecyloxy-propan-1-ol 
• 130189-84-3 2-((R)-2-Benzyloxy-3-hexadecyloxy-propoxy)-[1,3,2]dioxaphospholane 2-oxide 
• 75-50-3 trimethylamine 
• 91274-00-9 2-bromoethyl 2-O-benzyl-L-1-O-hexadecyl-glyceryl hydrogen phosphate 
• 96924-84-4 Phosphorochloridic acid (R)-2-benzyloxy-3-hexadecyloxy-propyl ester 2-bromo-ethyl ester 
• 109-83-1 (2-hydroxyethyl)(methyl)amine 
• 4167-02-6 2-bromoethylphosphoric acid dichloride 
• 36653-82-4 1-Hexadecanol 
• 120019-37-6 3-hexadecyloxy-2R-hydroxypropyl 1-para-toluenesulphonate 
• 121469-38-3 1-O-hexadecyl-2-O-benzyl-sn-glycerol 3-O-p-toluenesulfonate 
• 137540-90-0 2-O-Benzyl-1-O-hexadecyl-3-O-(4-methoxybenzyl)-sn-glycerol 
• 145454-62-2 (R)-2-(benzyloxy)-3-[(4-methoxybenzyl)oxy]propan-1-ol 
• 91326-85-1 2-O-benzyl-1-O-hexadecyl-3-O-trityl-sn-glycerol 

Downstream Products

• 52691-62-0 1-palmityl-sn-glycero-3-phosphocholine 
• 74389-68-7 PAF 
• 88587-94-4 L-1-hexadecyl-2-palmitoyl-phosphatidylcholine 

Relevant articles and documents

Synthesis and biological activity of anticancer ether lipids that are specifically released by phospholipase A2 in tumor tissue

The clinical use of anticancer lipids is severely limited by their ability to cause lysis of red blood cells prohibiting intravenous injection. Novel delivery systems are therefore required in order to develop anticancer ether lipids (AELs) into clinicall

New optically pure dimethylacetals of glyceraldehydes and their application for lipid and phospholipid synthesis

A convenient synthesis of new and enantiometrically pure 2-O-protected D-glyceraldehyde dimethylacetals as chiral C-3 building blocks for the synthesis of lipids and phospholipids is described.Benzyl- or allylethers are used as protecting groups in position 2 and 5 of D-mannitol.These intermediates are converted to 2-O-benzyl- or 2-O-alkyl-D-glyceraldehyde dimethylacetals by cleavage with periodic acid in methanol.The two dimethylacetals are useful for the synthesis of mixed chain phospholipids with natural configuration of ester-ester, ester-ether or ether-ether composition.Also, triglycerides with three different alkyl chains, ester of ether, can be prepared.As an example of the varsatility of the new intermediates, we describe the synthesis of 1-O-hexadecyl-2-O-acetyl-sn-glycero-3-phosphocho;ine, the so-called 'platelet activating factor' (PAF), via 1-O-hexadecyl-2-O-benzyl-sn-glycerol. Keywords: Synthetic phospholipids; PAF; Phospholipid analogues; Synthesis; Chiral pool; Glyceraldehyde; C-3 building blocks; Optical purity

Trimethylsilyl triflate mediated introduction of phospholipid head groups

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