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
Accession: CHEBI:34157
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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
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
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
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
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
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
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
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
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
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
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
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
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
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
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