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: epoxy fatty acid
Accession: CHEBI:61498
browse the term
Definition: A heterocyclic fatty acid containing an epoxide ring as part of its structure.
Synonyms: related_synonym: epoxy fatty acids; epoxy-FA; epoxy-FAs; fatty acid epoxide; fatty acid epoxides
xref: PMID:15145985
cyclic_relationship: is_conjugate_acid_of CHEBI:190711
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 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
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 chr12:9,207,986...9,230,038
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
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 5,6-epoxy-8,11,14-eicosatrienoic acid]
CTD
PMID:12675279
NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
G
Ephx2
epoxide hydrolase 2
increases abundance
ISO
EPHX2 gene mutant form results in increased abundance of 5,6-epoxy-8,11,14-eicosatrienoic acid
CTD
PMID:19896470
NCBI chr15:40,289,901...40,327,632
Ensembl chr15:40,289,902...40,327,615
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
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
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
G
Abcc2
ATP binding cassette subfamily C member 2
increases export
ISO
ABCC2 protein results in increased export of 8-hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acid
CTD
PMID:30102254
NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
G
Alox5
arachidonate 5-lipoxygenase
increases chemical synthesis
ISO
ALOX5 protein results in increased chemical synthesis of Leukotriene A4
CTD
PMID:18295198
NCBI chr 4:149,531,329...149,578,696
Ensembl chr 4:149,531,515...149,578,743
G
Lta4h
leukotriene A4 hydrolase
multiple interactions increases hydrolysis
ISO
cyclohexene inhibits the reaction [LTA4H protein results in increased hydrolysis of Leukotriene A4]; Oxygen inhibits the reaction [LTA4H protein results in increased hydrolysis of Leukotriene A4]; Piperonyl Butoxide inhibits the reaction [LTA4H protein results in increased hydrolysis of Leukotriene A4]; propanethiol inhibits the reaction [LTA4H protein results in increased hydrolysis of Leukotriene A4]
CTD
PMID:2827578
NCBI chr 7:27,969,796...28,001,600
Ensembl chr 7:27,969,789...28,001,600
G
Mgst1
microsomal glutathione S-transferase 1
decreases activity
EXP
Leukotriene A4 results in decreased activity of MGST1 protein
CTD
PMID:9890956
NCBI chr 4:171,029,666...171,044,893
Ensembl chr 4:171,029,630...171,044,892
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
20072
chemical entity
20071
molecular entity
20071
main group molecular entity
19971
gas molecular entity
18216
oxirane
9839
epoxide
9838
epoxy monocarboxylic acid
26
epoxy fatty acid
17
(13S)-12,13-epoxyoctadeca-9,11-dienoic acid +
0
(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid
0
(16S,17S)-epoxy-(4Z,7Z,10Z,12E,14E,19Z)-docosahexaenoic acid
0
(2E,6E,10R,11S)-10,11-epoxy-3,7,11-trimethyltrideca-2,6-dienoic acid
0
(4Z,9E,11E,13Z,15E,17S,19Z)-7,8-epoxy-17-hydroxydocosahexaenoic acid
0
(5Z,9E,14Z)-(8xi,11R,12S)-11,12-epoxy-8-hydroxyicosa-5,9,14-trienoic acid
0
(7R)-hydroxy-(5S,6S)-epoxy-(8Z,11Z,14Z)-icosatrienoic acid
0
(9S),10-epoxy-(10,12Z)-octadecadienoic acid
0
(9Z,11Z,13S,15Z)-12,13-epoxyoctadecatrienoic acid
0
(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoic acid
0
11(S)-hydroxy-14(S),15(S)-hepoxilin A3
0
11-hydroxy-(12S,13S)-epoxy-(9Z)-octadecenoic acid
0
12,13-epoxy-18-hydroxy-(9Z)-octadecenoic acid
0
14,15-EpETE
0
15(16)-EpODE
0
17R,(16)-epoxy-(4Z,7Z,10Z,13Z,19Z)-docosahexa-4,7,10,13,15,19-enoic acid
0
17S,(16)-epoxy-(4Z,7Z,10Z,13Z,19Z)-docosahexa-4,7,10,13,15,19-enoic acid
0
4,5-epoxy-7z,10z,13z,16z,19z-docosapentaenoic acid, methyl ester
0
4,5-leukotriene A4
0
4S(5)-epoxy-17R-hydroxydocosahexaenoic acid
0
5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid
0
5(S),6(S)-epoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid +
0
5(S)6-epoxy-18(S)-HEPE
0
5,6-Epoxyoctadeca-7,9-diynoic acid
0
5R,6S-EpETrE
0
5S,6R-EpETrE
0
5S,6S-epoxy-7-undecynoic acid
0
7,8-epoxy,17-hydroxy-(9E,11E,13Z,15E,19Z)-docosapentaenoic acid
0
7S,8S-epoxy-17R-hydroxydocosahexaenoic acid
0
8-Hydroxy-9,10-epoxystearic acid
0
9(10)-EpODE
0
9,10-epoxy-17-hydroxyoctadecanoic acid
0
9,10-epoxy-18-hydroxy-(12Z)-octadecenoic acid
0
9,10-epoxy-18-hydroxyoctadecanoic acid +
0
A-12(13)-EpODE
0
EET +
13
EpETE +
0
eoxin A4
0
epoxy(hydroxy)icosatrienoic acid +
0
epoxydocosapentaenoic acid +
0
epoxydocosatetraenoic acid +
0
epoxyoctadecenoic acid +
0
epoxystearic acid +
0
hepoxilin A3 +
1
hepoxilin B3
0
hydroperoxy(epoxy)icosatrienoic acid +
0
juvenile hormone I acid
0
juvenile hormone III acid
0
leukotriene A4 +
3
vernolic acid +
0
Path 2
CHEBI ontology
20072
subatomic particle
20071
composite particle
20071
hadron
20071
baryon
20071
nucleon
20071
atomic nucleus
20071
atom
20071
main group element atom
19971
p-block element atom
19971
carbon group element atom
19894
carbon atom
19887
organic molecular entity
19887
organic group
18965
organic divalent group
18951
organodiyl group
18951
carbonyl group
18903
carbonyl compound
18903
carboxylic acid
18601
monocarboxylic acid
17854
fatty acid
16484
cyclic fatty acid
528
heterocyclic fatty acid
204
epoxy fatty acid
17
(13S)-12,13-epoxyoctadeca-9,11-dienoic acid +
0
(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid
0
(16S,17S)-epoxy-(4Z,7Z,10Z,12E,14E,19Z)-docosahexaenoic acid
0
(2E,6E,10R,11S)-10,11-epoxy-3,7,11-trimethyltrideca-2,6-dienoic acid
0
(4Z,9E,11E,13Z,15E,17S,19Z)-7,8-epoxy-17-hydroxydocosahexaenoic acid
0
(5Z,9E,14Z)-(8xi,11R,12S)-11,12-epoxy-8-hydroxyicosa-5,9,14-trienoic acid
0
(7R)-hydroxy-(5S,6S)-epoxy-(8Z,11Z,14Z)-icosatrienoic acid
0
(9S),10-epoxy-(10,12Z)-octadecadienoic acid
0
(9Z,11Z,13S,15Z)-12,13-epoxyoctadecatrienoic acid
0
(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoic acid
0
11(S)-hydroxy-14(S),15(S)-hepoxilin A3
0
11-hydroxy-(12S,13S)-epoxy-(9Z)-octadecenoic acid
0
12,13-epoxy-18-hydroxy-(9Z)-octadecenoic acid
0
14,15-EpETE
0
15(16)-EpODE
0
17R,(16)-epoxy-(4Z,7Z,10Z,13Z,19Z)-docosahexa-4,7,10,13,15,19-enoic acid
0
17S,(16)-epoxy-(4Z,7Z,10Z,13Z,19Z)-docosahexa-4,7,10,13,15,19-enoic acid
0
4,5-epoxy-7z,10z,13z,16z,19z-docosapentaenoic acid, methyl ester
0
4,5-leukotriene A4
0
4S(5)-epoxy-17R-hydroxydocosahexaenoic acid
0
5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid
0
5(S),6(S)-epoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid +
0
5(S)6-epoxy-18(S)-HEPE
0
5,6-Epoxyoctadeca-7,9-diynoic acid
0
5R,6S-EpETrE
0
5S,6R-EpETrE
0
5S,6S-epoxy-7-undecynoic acid
0
7,8-epoxy,17-hydroxy-(9E,11E,13Z,15E,19Z)-docosapentaenoic acid
0
7S,8S-epoxy-17R-hydroxydocosahexaenoic acid
0
8-Hydroxy-9,10-epoxystearic acid
0
9(10)-EpODE
0
9,10-epoxy-17-hydroxyoctadecanoic acid
0
9,10-epoxy-18-hydroxy-(12Z)-octadecenoic acid
0
9,10-epoxy-18-hydroxyoctadecanoic acid +
0
A-12(13)-EpODE
0
EET +
13
EpETE +
0
eoxin A4
0
epoxy(hydroxy)icosatrienoic acid +
0
epoxydocosapentaenoic acid +
0
epoxydocosatetraenoic acid +
0
epoxyoctadecenoic acid +
0
epoxystearic acid +
0
hepoxilin A3 +
1
hepoxilin B3
0
hydroperoxy(epoxy)icosatrienoic acid +
0
juvenile hormone I acid
0
juvenile hormone III acid
0
leukotriene A4 +
3
vernolic acid +
0