Send us a Message

Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   


The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

go back to main search page
Accession:CHEBI:34490 term browser browse the term
Definition:An EET obtained by formal epoxidation of the 8,9-double bond of arachidonic acid.
Synonyms:exact_synonym: (5Z)-7-{3-[(2Z,5Z)-undeca-2,5-dien-1-yl]oxiran-2-yl}hept-5-enoic acid
 related_synonym: (+/-)8,9-EpETrE;   (5Z,11Z,14Z)-8,9-Epoxyeicosa-5,11,14-trienoic acid;   (5Z,11Z,14Z)-8,9-Epoxyicosa-5,11,14-trienoic acid;   8,9-Epoxyeicosatrienoic acid;   8,9-epoxy-5Z,11Z,14Z-eicosatrienoic acid;   8,9-epoxy-5Z,11Z,14Z-icosatrienoic acid;   8,9-epoxyicosatrienoic acid;   Formula=C20H32O3;   InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6-,12-9-,13-10-;   InChIKey=DBWQSCSXHFNTMO-TYAUOURKSA-N;   SMILES=CCCCC\\C=C/C\\C=C/CC1OC1C\\C=C/CCCC(O)=O
 alt_id: CHEBI:63972
 xref: HMDB:HMDB0002232;   KEGG:C14769;   LIPID_MAPS_instance:LMFA03080003
 xref_mesh: MESH:C050715
 xref: Reaxys:4697201
 cyclic_relationship: is_conjugate_acid_of CHEBI:84025

show annotations for term's descendants           Sort by:
8,9-EET term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
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 8,9-epoxyeicosatrienoic acid] CTD PMID:12675279 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Ephx1 epoxide hydrolase 1 affects hydrolysis ISO EPHX1 protein affects the hydrolysis of 8,9-epoxyeicosatrienoic acid CTD PMID:28975360 NCBI chr13:92,714,315...92,744,124
Ensembl chr13:92,714,315...92,790,235
JBrowse link
G Ephx2 epoxide hydrolase 2 increases abundance ISO EPHX2 gene mutant form results in increased abundance of 8,9-epoxyeicosatrienoic acid CTD PMID:19896470 NCBI chr15:40,289,901...40,327,632
Ensembl chr15:40,289,902...40,327,615
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        biochemical role 19389
          metabolite 19364
            EET 13
              8,9-EET 3
                (8R,9S)-EET 0
                (8S,9R)-EET 0
                8,9-epoxy-(5Z,11Z,14Z)-icosatrienoyl-CoA 0
                N-[(5Z,11Z,14Z)-8,9-epoxyicosatrienoyl]ethanolamine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        monocarboxylic acid 17636
                                          fatty acid 16008
                                            unsaturated fatty acid 951
                                              polyunsaturated fatty acid 687
                                                fatty acid 20:4 332
                                                  icosatetraenoic acid 332
                                                    icosa-5,8,11,14-tetraenoic acid 286
                                                      arachidonic acid 286
                                                        EET 13
                                                          8,9-EET 3
                                                            (8R,9S)-EET 0
                                                            (8S,9R)-EET 0
                                                            8,9-epoxy-(5Z,11Z,14Z)-icosatrienoyl-CoA 0
                                                            N-[(5Z,11Z,14Z)-8,9-epoxyicosatrienoyl]ethanolamine 0
paths to the root