| Identification | Back Directory | [Name]
MONO(2,3-DIHYDROXYPROPYL)MONO[2-[[(9Z)-1-OXO-9-OCTADECENYL]AMINO]ETHYL] ESTER PHOSPHORIC ACID | [CAS]
201738-24-1 | [Synonyms]
VBNXVCGZJCGEKO-KTKRTIGZSA-N
GLYCEROPHOSPHO-N-OLEOYL ETHANOLAMINE
MONO(2,3-DIHYDROXYPROPYL)MONO[2-[[(9Z)-1-OXO-9-OCTADECENYL]AMINO]ETHYL] ESTER PHOSPHORIC ACID
Phosphoric acid, mono(2,3-dihydroxypropyl) mono[2-[[(9Z)-1-oxo-9-octadecenyl]amino]ethyl] ester | [Molecular Formula]
C23H46NO7P | [MDL Number]
MFCD11976894 | [MOL File]
201738-24-1.mol | [Molecular Weight]
479.59 |
| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [solubility ]
≤20mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide | [form ]
crystalline solid |
| Hazard Information | Back Directory | [Uses]
Glycerophospho-N-Oleoyl Ethanolamine is a precursor to the cannabinoid compound OEA. | [Definition]
ChEBI: Glycerophospho-N-Oleoyl Ethanolamine is a glycerophosphoethanolamine. | [Biological Activity]
glycerophospho-n-oleoyl ethanolamine is the precursor of oleoyl ethanolamide (oea). the fatty-acid ethanolamide, oleoylethanolamide (oea) is a naturally occurring lipid. oleoylethanolamide is an endogenous ppar-α agonist. oleoylethanolamide has been involved in modulating feeding and energy homeostasis by binding to peroxisome proliferator-activated receptor-alpha (ppar-α) [1]. ppar-α is a transcription factor and a major regulator of lipid metabolism in the liver. activation of ppar-α is mainly involved in fatty acid oxidation and expressed in liver, kidney, and skeletal muscle. through ligand binding, ppar-α promotes uptake, utilization, and catabolism of fatty acids [2].oea reduced food intake and lowered body-weight gain. subchronic oea treatment (5 mg/kg, i.p., once daily for two weeks) in zucker rats initiated transcription of ppar-α and other ppar-α target gene [1]. oea is an endogenous, potent agonist for pparα. oea activated pparα with an ec50 value of 120 nm in a transactivation assay [3]. in rodents, intraperitoneal administration of oea induced satiety and peripheral utilization of lipid substrate. acute oral administration induced satiety [4]. | [References]
[1] fu j, oveisi f, gaetani s, et al. oleoylethanolamide, an endogenous ppar-α agonist, lowers body weight and hyperlipidemia in obese rats[j]. neuropharmacology, 2005, 48(8): 1147-1153.
[2] schiffrin e l, amiri f, benkirane k, et al. peroxisome proliferator-activated receptors[j]. hypertension, 2003, 42(4): 664-668.
[3] fu j, gaetani s, oveisi f, et al. oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor ppar-α[j]. nature, 2003, 425(6953): 90-93.
[4] thabuis c, destaillats f, tissot‐favre d, et al. oleoyl‐ethanolamide (oea): a bioactive lipid derived from oleic acid and phosphatidylethanol‐amine[j]. lipid technology, 2007, 19(10): 225-227. |
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Energy Chemical
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