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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:palmitoyl ethanolamide
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Accession:CHEBI:71464 term browser browse the term
Definition:An N-(long-chain-acyl)ethanolamine that is the ethanolamide of palmitic (hexadecanoic) acid.
Synonyms:exact_synonym: N-(2-hydroxyethyl)hexadecanamide
 related_synonym: Anandamide (16:0);   Formula=C18H37NO2;   Hydroxyethylpalmitamide;   InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21);   InChIKey=HXYVTAGFYLMHSO-UHFFFAOYSA-N;   Monoethanolamine palmitic acid amide;   N-(2-Hydroxyethyl)palmitamide;   N-hexadecanoylethanolamine;   N-palmitoylethanolamine;   PEA;   Palmitamide MEA;   Palmitic acid monoethanolamide;   Palmitinsaeure-beta-hydroxyethylamid;   Palmitoyl-EA;   SMILES=CCCCCCCCCCCCCCCC(=O)NCCO;   hexadecanoyl ethanolamide;   palmidrol;   palmidrolum;   palmitoylethanolamide
 xref: CAS:544-31-0;   Drug_Central:2045;   HMDB:HMDB0002100;   KEGG:C16512;   KEGG:D08328;   LINCS:LSM-3518;   LIPID_MAPS_instance:LMFA08040013
 xref_mesh: MESH:C005958
 xref: PMID:16715117;   PMID:18501510;   PMID:19395322;   PMID:19535304;   PMID:19622239;   PMID:20462810;   PMID:21562563;   PMID:21564082;   PMID:21705689;   PMID:22172516;   PMID:22595021;   PMID:22912814;   PMID:23201387;   PMID:4559625;   PMID:4584774;   PMID:4704121;   PMID:5165412;   Patent:CA2738117;   Patent:EP2276461;   Patent:US2011046225;   Patent:US2011171313;   Patent:WO2009133574;   Patent:WO2011027373;   Reaxys:1789716;   Wikipedia:Palmitoylethanolamide


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palmitoyl ethanolamide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A increases export ISO ABCB1 protein results in increased export of palmidrol CTD PMID:30102254 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Apob apolipoprotein B affects folding ISO palmidrol affects the folding of APOB protein CTD PMID:16115474 NCBI chr 6:30,844,386...30,883,983
Ensembl chr 6:30,844,368...30,892,497 		JBrowse link
G Aqp3 aquaporin 3 (Gill blood group) multiple interactions ISO [palmidrol co-treated with TNF protein co-treated with IFNG protein] results in increased expression of AQP3 mRNA; palmidrol inhibits the reaction [[TNF protein co-treated with IFNG protein] results in increased expression of AQP3 mRNA] CTD PMID:31054246 NCBI chr 5:56,239,200...56,244,718
Ensembl chr 5:56,239,201...56,244,720 		JBrowse link
G Aqp4 aquaporin 4 affects expression ISO palmidrol affects the expression of AQP4 mRNA CTD PMID:31054246 NCBI chr18:6,507,903...6,524,558
Ensembl chr18:6,507,903...6,524,856 		JBrowse link
G Cldn3 claudin 3 multiple interactions
decreases expression		 ISO [TNF protein co-treated with IFNG protein co-treated with palmidrol] results in decreased expression of CLDN3 mRNA
palmidrol results in decreased expression of CLDN3 mRNA		 CTD PMID:31054246 NCBI chr12:21,708,538...21,710,010
Ensembl chr12:21,708,398...21,711,001 		JBrowse link
G Cldn5 claudin 5 decreases expression ISO palmidrol results in decreased expression of CLDN5 mRNA CTD PMID:31054246 NCBI chr11:82,212,822...82,214,248
Ensembl chr11:82,211,475...82,214,992 		JBrowse link
G Cnr1 cannabinoid receptor 1 multiple interactions EXP [rimonabant binds to and results in decreased activity of CNR1 protein] which results in decreased susceptibility to palmidrol analog CTD PMID:17558434 NCBI chr 5:48,408,543...48,436,099
Ensembl chr 5:48,408,574...48,435,099 		JBrowse link
G Cnr2 cannabinoid receptor 2 affects binding
multiple interactions		 ISO
EXP		 palmidrol binds to CNR2 protein
[SR 144528 binds to and results in decreased activity of CNR2 protein] which results in decreased susceptibility to palmidrol analog		 CTD PMID:10617657 PMID:10688601 PMID:17558434 NCBI chr 5:148,125,222...148,151,548
Ensembl chr 5:148,125,604...148,151,548 		JBrowse link
G Gsta1 glutathione S-transferase alpha 1 multiple interactions EXP palmidrol analog inhibits the reaction [[Streptozocin co-treated with iomeprol] results in increased expression of GSTA1 protein] CTD PMID:26474837 NCBI chr 9:23,703,476...23,720,121
Ensembl chr 9:23,703,477...23,720,121 		JBrowse link
G Ifng interferon gamma multiple interactions ISO [palmidrol co-treated with TNF protein co-treated with IFNG protein] results in increased expression of AQP3 mRNA; [TNF protein co-treated with IFNG protein co-treated with palmidrol] results in decreased expression of CLDN3 mRNA; palmidrol inhibits the reaction [[TNF protein co-treated with IFNG protein] results in decreased expression of TRPV1 mRNA]; palmidrol inhibits the reaction [[TNF protein co-treated with IFNG protein] results in increased expression of AQP3 mRNA] CTD PMID:31054246 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375 		JBrowse link
G Il10 interleukin 10 multiple interactions ISO [hempseed oil co-treated with palmidrol] results in decreased expression of IL10 mRNA CTD PMID:33722712 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO [hempseed oil co-treated with palmidrol] results in decreased expression of IL6 mRNA CTD PMID:33722712 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Lcn2 lipocalin 2 multiple interactions EXP palmidrol analog inhibits the reaction [[Streptozocin co-treated with iomeprol] results in increased expression of LCN2 protein] CTD PMID:26474837 NCBI chr 3:15,680,688...15,684,033
Ensembl chr 3:15,680,687...15,684,095 		JBrowse link
G Ppara peroxisome proliferator activated receptor alpha multiple interactions
affects localization		 EXP [MK-886 binds to and results in decreased activity of PPARA protein] which results in decreased susceptibility to palmidrol analog; [palmidrol co-treated with glyceryl 2-arachidonate] affects the localization of PPARA protein; [palmidrol co-treated with glyceryl 2-arachidonate] affects the reaction [lipopolysaccharide, E. coli O26-B6 affects the localization of PPARA protein]
palmidrol affects the localization of PPARA protein		 CTD PMID:17558434 PMID:31787870 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO [palmidrol co-treated with TNF protein co-treated with IFNG protein] results in increased expression of AQP3 mRNA; [TNF protein co-treated with IFNG protein co-treated with palmidrol] results in decreased expression of CLDN3 mRNA; palmidrol inhibits the reaction [[TNF protein co-treated with IFNG protein] results in decreased expression of TRPV1 mRNA]; palmidrol inhibits the reaction [[TNF protein co-treated with IFNG protein] results in increased expression of AQP3 mRNA] CTD PMID:31054246 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 multiple interactions ISO palmidrol inhibits the reaction [[TNF protein co-treated with IFNG protein] results in decreased expression of TRPV1 mRNA] CTD PMID:31054246 NCBI chr10:57,851,428...57,876,513
Ensembl chr10:57,851,428...57,876,513 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19880
    role 19850
      application 19695
        anti-inflammatory agent 16672
          anti-inflammatory drug 14964
            palmitoyl ethanolamide 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    p-block element atom 19817
                      carbon group element atom 19757
                        carbon atom 19754
                          organic molecular entity 19754
                            heteroorganic entity 19512
                              organochalcogen compound 19275
                                organooxygen compound 19191
                                  carbon oxoacid 18658
                                    carboxylic acid 18655
                                      carboacyl group 17699
                                        univalent carboacyl group 17699
                                          carbamoyl group 17550
                                            carboxamide 17550
                                              monocarboxylic acid amide 15732
                                                fatty amide 829
                                                  N-(fatty acyl)-ethanolamine 52
                                                    N-(long-chain-acyl)ethanolamine 52
                                                      palmitoyl ethanolamide 16
paths to the root