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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:14,15-EET
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Accession:CHEBI:34157 term browser browse the term
Definition:An EET obtained by formal epoxidation of the 14,15-double bond of arachidonic acid.
Synonyms:exact_synonym: (5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid
 related_synonym: (5Z,8Z,11Z)-14,15-Epoxyeicosa-5.8.11-trienoic acid;   (5Z,8Z,11Z)-14,15-Epoxyicosa-5.8.11-trienoic acid;   14,15-EpETrE;   14,15-epoxy-5Z,8Z,11Z-eicosatrienoic acid;   14,15-epoxy-5Z,8Z,11Z-icosatrienoic acid;   Formula=C20H32O3;   InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-;   InChIKey=JBSCUHKPLGKXKH-ILYOTBPNSA-N;   SMILES=CCCCCC1OC1C\\C=C/C\\C=C/C\\C=C/CCCC(O)=O;   all-cis-14,15-epoxyeicosa-5,8,11-trienoic acid
 xref: HMDB:HMDB0004264;   KEGG:C14771;   LIPID_MAPS_instance:LMFA03080005
 xref_mesh: MESH:C046782
 xref: PMID:19653681;   Reaxys:4703440
 cyclic_relationship: is_conjugate_acid_of CHEBI:84024



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14,15-EET term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ace angiotensin I converting enzyme decreases activity EXP 14,15-epoxy-5,8,11-eicosatrienoic acid analog results in decreased activity of ACE protein CTD PMID:27428043 NCBI chr10:91,410,129...91,430,246
Ensembl chr10:90,910,316...90,931,131
JBrowse link
G Ace2 angiotensin converting enzyme 2 multiple interactions ISO 14,15-epoxy-5,8,11-eicosatrienoic acid analog promotes the reaction [REN2 protein results in increased expression of ACE2 protein] CTD PMID:27428043 NCBI chr  X:33,925,458...33,972,851
Ensembl chr  X:30,293,589...30,340,977
JBrowse link
G Agt angiotensinogen decreases expression
increases cleavage
multiple interactions
EXP
ISO
14,15-epoxy-5,8,11-eicosatrienoic acid analog results in decreased expression of AGT protein modified form
14,15-epoxy-5,8,11-eicosatrienoic acid analog results in increased cleavage of AGT protein modified form
14,15-epoxy-5,8,11-eicosatrienoic acid analog inhibits the reaction [REN2 protein results in increased expression of AGT protein modified form]
[14,15-epoxy-5,8,11-eicosatrienoic acid analog results in increased cleavage of AGT protein modified form] which results in increased abundance of angiotensin I (1-7)
CTD PMID:27428043 NCBI chr19:69,426,540...69,447,017
Ensembl chr19:52,529,185...52,540,977
JBrowse link
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation ISO 14,15-epoxy-5,8,11-eicosatrienoic acid results in increased phosphorylation of AKT1 protein CTD PMID:16286479 NCBI chr 6:137,534,810...137,555,131
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 increases chemical synthesis ISO CYP2C8 protein results in increased chemical synthesis of 14,15-epoxy-5,8,11-eicosatrienoic acid CTD PMID:12675279
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions
increases chemical synthesis
ISO Ketoconazole inhibits the reaction [CYP3A4 protein results in increased chemical synthesis of 14,15-epoxy-5,8,11-eicosatrienoic acid] CTD PMID:12675279 NCBI chr12:14,321,771...14,343,886
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Ephx2 epoxide hydrolase 2 multiple interactions
increases abundance
ISO [Arsenites results in increased expression of and results in increased activity of EPHX2 protein] which results in decreased abundance of 14,15-epoxy-5,8,11-eicosatrienoic acid; [Mercuric Chloride results in increased expression of and results in increased activity of EPHX2 protein] which results in decreased abundance of 14,15-epoxy-5,8,11-eicosatrienoic acid
EPHX2 gene mutant form results in increased abundance of 14,15-epoxy-5,8,11-eicosatrienoic acid
CTD PMID:19896470 PMID:22680237 PMID:24472606 NCBI chr15:44,465,447...44,503,157
Ensembl chr15:40,289,902...40,327,615
JBrowse link
G Fgf2 fibroblast growth factor 2 increases expression ISO 14,15-epoxy-5,8,11-eicosatrienoic acid results in increased expression of FGF2 protein CTD PMID:16286479 NCBI chr 2:122,164,454...122,218,796
Ensembl chr 2:120,236,328...120,291,221
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO 14,15-epoxy-5,8,11-eicosatrienoic acid results in increased phosphorylation of MAPK1 protein CTD PMID:19464254 NCBI chr11:97,462,025...97,529,193
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation ISO 14,15-epoxy-5,8,11-eicosatrienoic acid results in increased phosphorylation of MAPK3 protein CTD PMID:19464254 NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 increases phosphorylation ISO 14,15-epoxy-5,8,11-eicosatrienoic acid results in increased phosphorylation of RPS6KB1 protein CTD PMID:16286479 NCBI chr10:71,817,794...71,865,211
Ensembl chr10:71,323,777...71,367,908
JBrowse link
G Tgfb1 transforming growth factor, beta 1 decreases secretion
multiple interactions
ISO TGFB1 protein results in decreased secretion of 14,15-epoxy-5,8,11-eicosatrienoic acid
12-(3-adamantan-1-ylureido)dodecanoic acid inhibits the reaction [TGFB1 protein results in decreased secretion of 14,15-epoxy-5,8,11-eicosatrienoic acid]
CTD PMID:28694203 NCBI chr 1:90,324,312...90,340,627
Ensembl chr 1:81,196,532...81,212,847
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20856
    role 20816
      biological role 20814
        biochemical role 20261
          metabolite 20243
            EET 13
              14,15-EET 12
                (14R,15S)-EET 0
                (14S,15R)-EET 0
                14,15-epoxy-(5Z,8Z,11Z)-icosatrienoyl-CoA 0
                2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate 0
                N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20856
    subatomic particle 20854
      composite particle 20854
        hadron 20854
          baryon 20854
            nucleon 20854
              atomic nucleus 20854
                atom 20854
                  main group element atom 20777
                    p-block element atom 20777
                      carbon group element atom 20710
                        carbon atom 20704
                          organic molecular entity 20704
                            heteroorganic entity 20215
                              organochalcogen compound 19902
                                organooxygen compound 19804
                                  carbon oxoacid 19150
                                    carboxylic acid 19147
                                      monocarboxylic acid 18300
                                        fatty acid 16989
                                          unsaturated fatty acid 1702
                                            polyunsaturated fatty acid 851
                                              fatty acid 20:4 364
                                                icosatetraenoic acid 364
                                                  icosa-5,8,11,14-tetraenoic acid 321
                                                    arachidonic acid 321
                                                      EET 13
                                                        14,15-EET 12
                                                          (14R,15S)-EET 0
                                                          (14S,15R)-EET 0
                                                          14,15-epoxy-(5Z,8Z,11Z)-icosatrienoyl-CoA 0
                                                          2-glyceryl 14,15-epoxy-(5Z,8Z,11Z)-icosatrienoate 0
                                                          N-[(5Z,8Z,11Z)-14,15-epoxyicosatrienoyl]ethanolamine 0
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