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
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
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
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:30,293,597...30,340,961
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 chr19:52,529,139...52,549,618
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 6:131,713,716...131,735,319
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 chr12:9,207,978...9,230,064
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 chr15:40,289,901...40,327,632
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 2:120,236,328...120,290,673
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 chr11:83,957,813...84,023,629
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 1:181,366,646...181,372,863
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 chr10:71,323,777...71,367,908
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 1:81,196,532...81,212,848
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
19922
role
19894
biological role
19864
biochemical role
19596
metabolite
19558
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
19922
subatomic particle
19892
composite particle
19892
hadron
19920
baryon
19892
nucleon
19920
atomic nucleus
19892
atom
19892
main group element atom
19866
p-block element atom
19866
carbon group element atom
19805
carbon atom
19802
organic molecular entity
19775
heteroorganic entity
19556
organochalcogen compound
19315
organooxygen compound
19205
carbon oxoacid
18694
carboxylic acid
18691
monocarboxylic acid
18007
fatty acid
16847
unsaturated fatty acid
1673
polyunsaturated fatty acid
841
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