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L-α-Lysophosphatidylcholine (from egg yolk) - ≥99%, Type I, powder, high purity , CAS No.9008-30-4, Activator of ASIC3;Activator of K 2P10.1;Activator of TRPC5;Activator of TRPC6;Activator of TRPV2

In stock
Item Number
L339698
Grouped product items
SKU Size
Availability
Price Qty
L339698-5mg
5mg
3
$48.90
L339698-25mg
25mg
2
$168.90
L339698-100mg
100mg
2
$472.90

a major component of oxidized low density lipoproteins that has been implicated in various inflammatory re

Basic Description

Synonyms GTPL2508 | Lysophosphatidylcholine, soybean | Lysophosphatidylcholine | [(2R)-3-acetyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate | [(2R)-3-acetyloxy-2-hydroxypropyl] 2-trimethylazaniumylethyl phosphate | UNII-CQD833204Z | Q27083304 | CQD83
Specifications & Purity Moligand™, ≥99%, Type I, powder
Biochemical and Physiological Mechanisms Lysophosphatidylcholine is a major component of oxidized low density lipoprotein and is associated with a variety of inflammatory responses including atherosclerosis. To demyelinate neurons in the spinal cord and to study the processes that underlie myeli
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Action Type ACTIVATOR
Mechanism of action Activator of ASIC3;Activator of K 2P10.1;Activator of TRPC5;Activator of TRPC6;Activator of TRPV2
Product Description

Lysophosphatidylcholine is a major component of oxidized low density lipoproteins, and has been implicated in various inflammatory reactions, including atherosclerosis. It is used to demyelinate spinal neurons and study the processes underlying remyelination. It activates protein kinase C, p38 MAP kinase, p42 MAP Kinase, and the jun kinase (JNK) pathway, and stimulates transcription of c-jun. Lysophosphatidylcholine accumulates during cardiac ischemia and may induce arrhythmias by uncoupling gap junction communication, and increase ischemic damage by enhancing Na+ loading in cardiac myocytes. It also activates TREK1, TREK2 and TRAAK K+ channels.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Glycerophospholipids
Subclass Glycerophosphocholines
Intermediate Tree Nodes Lysophosphatidylcholines
Direct Parent 1-acyl-sn-glycero-3-phosphocholines
Alternative Parents Phosphocholines  Dialkyl phosphates  Tetraalkylammonium salts  Secondary alcohols  Carboxylic acid esters  Monocarboxylic acids and derivatives  Organopnictogen compounds  Organic salts  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  Amines  
Molecular Framework Aliphatic acyclic compounds
Substituents 1-acyl-sn-glycero-3-phosphocholine - Phosphocholine - Dialkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Tetraalkylammonium salt - Quaternary ammonium salt - Carboxylic acid ester - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Amine - Alcohol - Organic salt - Aliphatic acyclic compound
Description This compound belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine.
External Descriptors Monoacylglycerophosphocholines

Associated Targets(Human)

TRPC5 Tchem Short transient receptor potential channel 5 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TRPC6 Tchem Short transient receptor potential channel 6 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TRPV2 Tchem Transient receptor potential cation channel subfamily V member 2 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
ASIC3 Tchem Acid-sensing ion channel 3 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
KCNK10 Tclin Potassium channel subfamily K member 10 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

Names and Identifiers

Pubchem Sid 504763547
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/504763547
IUPAC Name [(2R)-3-acetyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
INCHI InChI=1S/C10H22NO7P/c1-9(12)16-7-10(13)8-18-19(14,15)17-6-5-11(2,3)4/h10,13H,5-8H2,1-4H3/t10-/m1/s1
InChIKey RYCNUMLMNKHWPZ-SNVBAGLBSA-N
Smiles CC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O
Isomeric SMILES CC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O
WGK Germany 3
Alternate CAS 9008-30-4
MeSH Entry Terms Lysolecithin;Lysolecithins;Lysophosphatidylcholine;Lysophosphatidylcholines
Reaxy-Rn 28424934
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28424934&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

10 results found

Lot Number Certificate Type Date Item
H2223376 Certificate of Analysis Jun 10, 2025 L339698
H2223450 Certificate of Analysis Jun 10, 2025 L339698
D2503467 Certificate of Analysis Mar 20, 2025 L339698
D2503485 Certificate of Analysis Mar 20, 2025 L339698
D2503486 Certificate of Analysis Mar 20, 2025 L339698
K2321380 Certificate of Analysis Nov 07, 2023 L339698
K2321381 Certificate of Analysis Nov 07, 2023 L339698
K2321382 Certificate of Analysis Nov 07, 2023 L339698
L2405102 Certificate of Analysis Nov 07, 2023 L339698
H2223449 Certificate of Analysis Jul 30, 2022 L339698

Chemical and Physical Properties

Molecular Weight 299.260 g/mol
XLogP3 -1.800
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 10
Exact Mass 299.113 Da
Monoisotopic Mass 299.113 Da
Topological Polar Surface Area 105.000 Ų
Heavy Atom Count 19
Formal Charge 0
Complexity 320.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 1
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Solution Calculators

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