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

CAS: 9008-30-4 Cat. No.: L339698 Número EC: 232-715-0

GRADE & PURITY Moligand™, ≥99%, Type I, powder

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

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

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.

Specifications

Sinónimos

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

Especificaciones y pureza

Moligand™, ≥99%, Type I, powder

Mecanismos bioquímicos y fisiológicos

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

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

ACTIVATOR

Mecanismo de acción

Activator of ASIC3;Activator of K 2P10.1;Activator of TRPC5;Activator of TRPC6;Activator of TRPV2

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 504763547
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763547
• Sonrisas canónicas: CC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O
• IUPAC Name: [(2R)-3-acetyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: RYCNUMLMNKHWPZ-SNVBAGLBSA-N
• 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
• Isómeros SMILES: CC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O
• WGK Alemania: 3
• CAS alternativo: 9008-30-4
• Términos de entrada MeSH: 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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Glycerophospholipids
      • Subclass Glycerophosphocholines
        • Level5 Lysophosphatidylcholines
          • Level6 1-acyl-sn-glycero-3-phosphocholines

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: 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
• Descripción: 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

TRPC5 Tchem Short transient receptor potential channel 5 (0 Activities)

Discover Target: TRPC5

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRPC6 Tchem Short transient receptor potential channel 6 (0 Activities)

Discover Target: TRPC6

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)

Discover Target: TRPV2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ASIC3 Tchem Acid-sensing ion channel 3 (0 Activities)

Discover Target: ASIC3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNK10 Tclin Potassium channel subfamily K member 10 (0 Activities)

Discover Target: KCNK10

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Propiedades químicas y físicas

• Peso molecular: 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

Referencias

1. Chenhui Gu, Xuewen Hu, Baixi Shan, Xiaojing Wu, Jun Chen.  (2023)  Targeted and non-targeted metabolomics uncovering the effects of Er-Miao-Wan formula on rats with hyperuricemia.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:36731256] [10.1016/j.jpba.2023.115246]

2. Xiaoyang Sun, Lifen Zhang, Shaojun Tian, Kaizhou Yang, Jianchun Xie.  (2019)  Phospholipid composition and emulsifying properties of rice bran lecithin from enzymatic degumming.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2019.108588]

3. Yongxin Li, Wenni Tian, Fang Tian, Yanrong Zhao, Xuguang Zhang, Jie Xiao.  (2025)  Spatiotemporally programmed co-delivery via double emulsions enables absorption synergy of 5-MTHF-ca and vitamin D3.  FOOD RESEARCH INTERNATIONAL,      [PMID:40597517] [10.1016/j.foodres.2025.116800]