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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 chr10:90,910,316...90,930,437
Ensembl chr10:90,910,316...90,931,131
JBrowse link
G Ace2 angiotensin I 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:30,293,597...30,340,961
Ensembl chr  X:30,293,589...30,340,977
JBrowse link
G Agt angiotensinogen decreases expression
multiple interactions
increases cleavage
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] which results in increased abundance of angiotensin I (1-7)
14,15-epoxy-5,8,11-eicosatrienoic acid analog inhibits the reaction [REN2 protein results in increased expression of AGT protein modified form]
CTD PMID:27428043 NCBI chr19:52,529,139...52,549,618
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 6:131,713,716...131,735,319
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 chr12:9,207,986...9,230,038
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 chr15:40,289,901...40,327,632
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 2:120,236,328...120,290,673
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 chr11:83,957,813...84,023,629
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 1:181,366,646...181,372,863
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 chr10:71,323,777...71,367,908
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 1:81,196,532...81,212,848
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 19812
    role 19763
      biological role 19763
        biochemical role 19380
          metabolite 19358
            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 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19710
                    p-block element atom 19710
                      carbon group element atom 19631
                        carbon atom 19621
                          organic molecular entity 19621
                            organic group 18730
                              organic divalent group 18721
                                organodiyl group 18721
                                  carbonyl group 18670
                                    carbonyl compound 18670
                                      carboxylic acid 18367
                                        monocarboxylic acid 17639
                                          fatty acid 16023
                                            unsaturated fatty acid 953
                                              polyunsaturated fatty acid 688
                                                fatty acid 20:4 332
                                                  icosatetraenoic acid 332
                                                    icosa-5,8,11,14-tetraenoic acid 286
                                                      arachidonic acid 286
                                                        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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