Drug Information

Drug General Information
Drug ID
D07MBC
Former ID
DIB020558
Drug Name
N-oleoylethanolamide
Synonyms
N-oleoylethanolamine; oleylethanolamide; NOE; OEA
Drug Type
Small molecular drug
Indication Discovery agent Investigative [539726]
Structure
Download
2D MOL

3D MOL
Formula
C20H39NO2
InChI
InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9-
InChIKey
BOWVQLFMWHZBEF-KTKRTIGZSA-N
PubChem Compound ID
5283454
PubChem Substance ID
7850594, 11039003, 11111564, 11114103, 14801663, 17405500, 24278603, 26752201, 26752202, 26759287, 39316864, 47662426, 48185106, 49681175, 49998734, 50104865, 50104866, 53778048, 56365486, 56365865, 56463012, 57358922, 76839960, 81054509, 85231163, 90341098, 91721840, 92304360, 103178679, 112379007, 113860131, 118843673, 121361710, 121404012, 123050584, 124750115, 124800447, 124880955, 124880956, 124880957, 124880958, 126524346, 131294564, 134343544, 135025785, 135651533, 135653823, 135707348, 136894919, 137027986
Target and Pathway
Target(s) Peroxisome proliferator activated receptor alpha Target Info Agonist [527561]
G-protein coupled receptor 55 Target Info Agonist [529051]
Glucose-dependent insulinotropic receptor Target Info Agonist [532227]
KEGG Pathway PPAR signaling pathway
cAMP signaling pathway
Adipocytokine signaling pathway
Glucagon signaling pathway
Non-alcoholic fatty liver disease (NAFLD)
Hepatitis Chsa04024:cAMP signaling pathway
Insulin secretion
Pathway Interaction Database RXR and RAR heterodimerization with other nuclear receptor
Reactome RORA activates gene expression
BMAL1:CLOCK,NPAS2 activates circadian gene expression
PPARA activates gene expression
YAP1- and WWTR1 (TAZ)-stimulated gene expression
Transcriptional activation of mitochondrial biogenesis
Activation of gene expression by SREBF (SREBP)
Transcriptional regulation of white adipocyte differentiation
Nuclear Receptor transcription pathway
Regulation of lipid metabolism by Peroxisome proliferator-activated receptor alpha (PPARalpha)
Circadian ClockR-HSA-373076:Class A/1 (Rhodopsin-like receptors)
G alpha (i) signalling events
WikiPathways Nuclear Receptors in Lipid Metabolism and Toxicity
Nuclear Receptors Meta-Pathway
Estrogen Receptor Pathway
PPAR Alpha Pathway
Regulation of Lipid Metabolism by Peroxisome proliferator-activated receptor alpha (PPARalpha)
Transcriptional Regulation of White Adipocyte Differentiation
YAP1- and WWTR1 (TAZ)-stimulated gene expression
Activation of Gene Expression by SREBP (SREBF)
Adipogenesis
SREBF and miR33 in cholesterol and lipid homeostasis
Circadian Clock
Nuclear ReceptorsWP1825:GPCR ligand binding
GPCR downstream signaling
GPCRs, OtherWP2728:Incretin Synthesis, Secretion, and Inactivation
References
Ref 539726(http://www.guidetopharmacology.org/) Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2661).
Ref 527561Oleoylethanolamide, an endogenous PPAR-alpha agonist, lowers body weight and hyperlipidemia in obese rats. Neuropharmacology. 2005 Jun;48(8):1147-53. Epub 2005 Apr 21.
Ref 529051The orphan receptor GPR55 is a novel cannabinoid receptor. Br J Pharmacol. 2007 Dec;152(7):1092-101. Epub 2007 Sep 17.
Ref 532227Screening beta-arrestin recruitment for the identification of natural ligands for orphan G-protein-coupled receptors. J Biomol Screen. 2013 Jun;18(5):599-609.

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