2,3-Dihydroxypropyl 2-[(icosa-5,8,11,14-tetraenoyl)amino]ethyl hydrogen phosphate
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Grundinformationen
- CAS
201738-25-2- Standard-SMILES
CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCCOP(=O)(O)OCC(O)CO- InChIKey
PAGKVQGBMADPCS-UHFFFAOYSA-N- Summenformel
- C25H44NO7P
- Durchschnittliche Molmasse
- 501,601 g/mol
- Monoisotopische Masse
- 501,28553938
Namen und Bezeichner
- Bevorzugter Name
- 2,3-Dihydroxypropyl 2-[(icosa-5,8,11,14-tetraenoyl)amino]ethyl hydrogen phosphate
- IUPAC
- 2,3-Dihydroxypropyl 2-[(icosa-5,8,11,14-tetraenoyl)amino]ethyl hydrogen phosphate
- Englischer Name
- GLYCEROPHOSPHO-N-ARACHIDONOYL ETHANOLAMINE
- Summenformel
- C25H44NO7P
- Molmasse
- 501.59
Namen und Synonyme
GP-NAREPAGKVQGBMADPCS-DOFZRALJSA-NGLYCEROPHOSPHO-ARACHIDONOYL ETHANOLAMIDEGLYCEROPHOSPHO-N-ARACHIDONOYL ETHANOLAMINEPhosphoric acid, mono(2,3-dihydroxypropyl) mono[2-[[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]amino]ethyl] ester
Datenbank-Bezeichner
- CAS
201738-25-2- PubChem CID
- 53393983
- DTXSID
DTXSID70693963
Eigenschaften
Physikochemische Eigenschaften
- Dichte
- 1.111 · 1.111±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- 20 mg/ml; · DMF: 20 mg/ml; DMSO: 20 mg/ml; PBS (pH 7.2): 10 mg/ml
- Aggregatzustand
- A crystalline solid
- pka
- 1.37 · 1.37±0.50(Predicted)
- Stabilität
- Hygroscopic, Light Sensitive
Chemie und Industrie
Anwendungen
BeschreibungN-Acylated ethanolamines (NAE) are naturally-occurring lipids that have diverse bioactivities. The different types of NAE can be derived from glycerophospho-linked precursors by the activity of glycerophosphodiesterase 1 (GDE1). Glycerophospho-N-arachidonoyl ethanolamine is the precursor of arachidonoyl ethanolamide (AEA), also known as anandamide. AEA is an endogenous cannabinoid neurotransmitter that binds to both central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors. It inhibits the specific binding of [3H]-HU-243 to synaptosomal membranes with a Ki value of 52 nM, compared to 46 nM for Δ9-THC.
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