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

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:icosa-5,8,11,13-tetraenoic acid
go back to main search page
Accession:CHEBI:36035 term browser browse the term
Definition:Any icosatetraenoic acid with the double bonds at positions 5, 8, 11 and 13.
Synonyms:related_synonym: 20:4, n-7,9,12,15;   5,8,11,13-eicosatetraenoic acid;   5,8,11,13-eicosatetraenoic acids;   5,8,11,13-icosatetraenoic acid;   5,8,11,13-icosatetraenoic acids;   C20:4, n-7,9,12,15;   Formula=C20H32O2;   InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h7-10,12-13,15-16H,2-6,11,14,17-19H2,1H3,(H,21,22);   InChIKey=IJAXPCZCTKDWBJ-UHFFFAOYSA-N;   SMILES=[H]C(CCCC(O)=O)=CCC([H])=CCC([H])=CC([H])=CCCCCCC;   eicosa-5,8,11,13-tetraenoic acid;   eicosa-5,8,11,13-tetraenoic acids;   icosa-5,8,11,13-tetraenoic acids


show annotations for term's descendants           Sort by:
 
(5Z,8Z,11Z,13E)-15-HETE term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ALOX15 arachidonate 15-lipoxygenase multiple interactions
increases abundance
increases chemical synthesis
ISO
EXP
[[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 mRNA; [[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 protein; [Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid; cinnamyl-3,4-dihydroxycyanocinnamate inhibits the reaction [[[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 mRNA]; Masoprocol inhibits the reaction [[[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 mRNA]
ALOX15 protein results in increased abundance of 15-hydroxy-5,8,11,13-eicosatetraenoic acid
ALOX15 protein results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid
[ALOX15 protein affects the metabolism of Arachidonic Acid] which results in increased abundance of 15-hydroxy-5,8,11,13-eicosatetraenoic acid
CTD PMID:18984061 PMID:21193584 PMID:23872364 NCBI chr17:4,630,919...4,641,678
Ensembl chr17:4,630,919...4,642,294
Ensembl chr17:4,630,919...4,642,294
JBrowse link
G ALOX5 arachidonate 5-lipoxygenase multiple interactions EXP [benoxaprofen results in decreased activity of ALOX5 protein] which results in increased abundance of 15-hydroxy-5,8,11,13-eicosatetraenoic acid; [Masoprocol results in decreased activity of ALOX5 protein] which results in increased abundance of 15-hydroxy-5,8,11,13-eicosatetraenoic acid; [RS 43179 results in decreased activity of ALOX5 protein] which results in increased abundance of 15-hydroxy-5,8,11,13-eicosatetraenoic acid; [tenidap results in decreased activity of ALOX5 protein] which results in increased abundance of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:2849922 NCBI chr10:45,374,209...45,446,121
Ensembl chr10:45,374,176...45,446,119
JBrowse link
G APP amyloid beta precursor protein increases secretion
multiple interactions
EXP APP protein modified form results in increased secretion of 15-hydroxy-5,8,11,13-eicosatetraenoic acid
CNB 001 inhibits the reaction [APP protein modified form results in increased secretion of 15-hydroxy-5,8,11,13-eicosatetraenoic acid]; Dronabinol inhibits the reaction [APP protein modified form results in increased secretion of 15-hydroxy-5,8,11,13-eicosatetraenoic acid]; L 685458 inhibits the reaction [APP protein modified form results in increased secretion of 15-hydroxy-5,8,11,13-eicosatetraenoic acid]
CTD PMID:28721267 NCBI chr21:25,880,550...26,171,128
Ensembl chr21:25,880,550...26,171,128
JBrowse link
G EGF epidermal growth factor multiple interactions
increases chemical synthesis
EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid promotes the reaction [EGF protein affects the localization of PRKCA protein]
EGF protein results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid
CTD PMID:15613483 NCBI chr 4:109,912,883...110,013,766
Ensembl chr 4:109,912,883...110,013,766
JBrowse link
G EPHX2 epoxide hydrolase 2 increases activity EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased activity of EPHX2 protein CTD PMID:25600587 NCBI chr 8:27,491,143...27,597,559
Ensembl chr 8:27,490,781...27,545,564
JBrowse link
G HGF hepatocyte growth factor multiple interactions EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid promotes the reaction [HGF protein affects the localization of PRKCA protein] CTD PMID:15613483 NCBI chr 7:81,699,006...81,770,438
Ensembl chr 7:81,699,010...81,770,438
JBrowse link
G IL1B interleukin 1 beta multiple interactions
increases secretion
EXP IL1B protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; IL1B protein affects the reaction [TNF protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]]; TNF protein affects the reaction [IL1B protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]]
15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of IL1B protein
CTD PMID:23355332 NCBI chr 2:112,829,751...112,836,843
Ensembl chr 2:112,829,751...112,836,816
JBrowse link
G KCNA5 potassium voltage-gated channel subfamily A member 5 multiple interactions
affects activity
ISO [[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 mRNA; [[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 protein; cinnamyl-3,4-dihydroxycyanocinnamate inhibits the reaction [[[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 mRNA]; Masoprocol inhibits the reaction [[[Oxygen deficiency results in increased activity of ALOX15 protein] which results in increased chemical synthesis of 15-hydroxy-5,8,11,13-eicosatetraenoic acid] which results in decreased expression of KCNA5 mRNA]
15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the activity of KCNA5 protein
CTD PMID:18984061 NCBI chr12:5,043,879...5,046,788
Ensembl chr12:5,043,879...5,046,788
JBrowse link
G KCNB1 potassium voltage-gated channel subfamily B member 1 affects activity ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the activity of KCNB1 protein CTD PMID:18984061 NCBI chr20:49,363,877...49,484,033
Ensembl chr20:49,293,394...49,484,297
JBrowse link
G KCNC4 potassium voltage-gated channel subfamily C member 4 affects activity ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the activity of KCNC4 protein CTD PMID:18984061 NCBI chr 1:110,210,314...110,282,649
Ensembl chr 1:110,210,314...110,283,100
Ensembl chr 1:110,210,314...110,283,100
JBrowse link
G KRT1 keratin 1 multiple interactions ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid inhibits the reaction [Calcium results in increased expression of KRT1 mRNA] CTD PMID:12069687 NCBI chr12:52,674,736...52,680,407
Ensembl chr12:52,674,736...52,680,407
JBrowse link
G LYZ lysozyme multiple interactions
increases secretion
EXP [parthenolide co-treated with artemisinine co-treated with Quercetin] inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; artemisinine inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; IL1B protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; IL1B protein affects the reaction [TNF protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]]; parthenolide inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; Quercetin inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; SB 203580 inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; TNF protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; TNF protein affects the reaction [IL1B protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]] CTD PMID:23355332 NCBI chr12:69,348,381...69,354,234
Ensembl chr12:69,348,381...69,354,234
Ensembl chr12:69,348,381...69,354,234
JBrowse link
G MAPK1 mitogen-activated protein kinase 1 increases phosphorylation EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased phosphorylation of MAPK1 protein CTD PMID:25600587 NCBI chr22:21,759,657...21,867,680
Ensembl chr22:21,754,500...21,867,680
Ensembl chr22:21,754,500...21,867,680
JBrowse link
G MAPK3 mitogen-activated protein kinase 3 increases phosphorylation EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased phosphorylation of MAPK3 protein CTD PMID:25600587 NCBI chr16:30,114,105...30,123,309
Ensembl chr16:30,114,105...30,123,506
JBrowse link
G NFKB1 nuclear factor kappa B subunit 1 increases activity
affects localization
multiple interactions
EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased activity of NFKB1 protein
15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the localization of NFKB1 protein
artemisinine inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the localization of NFKB1 protein]
CTD PMID:23355332 PMID:25600587 NCBI chr 4:102,501,266...102,617,302
Ensembl chr 4:102,501,331...102,617,302
JBrowse link
G NFKBIA NFKB inhibitor alpha multiple interactions ISO
EXP
15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased phosphorylation of and results in increased degradation of NFKBIA protein; calphostin C inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased phosphorylation of and results in increased degradation of NFKBIA protein]
15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased phosphorylation of and results in increased degradation of NFKBIA protein; Quercetin inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased phosphorylation of and results in increased degradation of NFKBIA protein]
CTD PMID:15451026 PMID:23355332 NCBI chr14:35,401,513...35,404,749
Ensembl chr14:35,401,511...35,404,749
Ensembl chr14:35,401,511...35,404,749
JBrowse link
G NPPA natriuretic peptide A increases expression EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased expression of NPPA mRNA CTD PMID:25600587 NCBI chr 1:11,845,709...11,847,783
Ensembl chr 1:11,845,709...11,848,345
JBrowse link
G NPPB natriuretic peptide B increases expression EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased expression of NPPB mRNA CTD PMID:25600587 NCBI chr 1:11,857,464...11,858,945
Ensembl chr 1:11,857,464...11,858,945
JBrowse link
G PPARD peroxisome proliferator activated receptor delta multiple interactions ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid binds to and results in increased activity of PPARD protein CTD PMID:12069687 NCBI chr 6:35,342,558...35,428,180
Ensembl chr 6:35,342,558...35,428,191
JBrowse link
G PRKCA protein kinase C alpha multiple interactions
increases activity
affects localization
EXP
ISO
15-hydroxy-5,8,11,13-eicosatetraenoic acid promotes the reaction [EGF protein affects the localization of PRKCA protein]; 15-hydroxy-5,8,11,13-eicosatetraenoic acid promotes the reaction [HGF protein affects the localization of PRKCA protein]
calphostin C inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased activity of PRKCA protein]
15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the localization of PRKCA protein
CTD PMID:15451026 PMID:15613483 NCBI chr17:66,302,613...66,810,743
Ensembl chr17:66,302,613...66,810,743
JBrowse link
G RELA RELA proto-oncogene, NF-kB subunit increases activity
multiple interactions
affects localization
EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased activity of RELA protein
artemisinine inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the localization of RELA protein]
CTD PMID:23355332 PMID:25600587 NCBI chr11:65,653,601...65,662,946
Ensembl chr11:65,653,597...65,663,090
JBrowse link
G TNF tumor necrosis factor increases secretion
multiple interactions
EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of TNF protein
IL1B protein affects the reaction [TNF protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]]; TNF protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; TNF protein affects the reaction [IL1B protein affects the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]]
CTD PMID:23355332 NCBI chr 6:31,575,565...31,578,336
Ensembl chr 6:31,575,565...31,578,336
JBrowse link
G UGT1A1 UDP glucuronosyltransferase family 1 member A1 increases glucuronidation EXP UGT1A1 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 2:233,760,270...233,773,300
Ensembl chr 2:233,760,270...233,773,300
Ensembl chr 2:233,760,270...233,773,300
JBrowse link
G UGT1A10 UDP glucuronosyltransferase family 1 member A10 increases glucuronidation EXP UGT1A10 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 2:233,636,477...233,773,305
Ensembl chr 2:233,636,454...233,773,305
JBrowse link
G UGT1A3 UDP glucuronosyltransferase family 1 member A3 increases glucuronidation EXP UGT1A3 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 2:233,729,042...233,773,300
Ensembl chr 2:233,729,108...233,773,299
JBrowse link
G UGT1A4 UDP glucuronosyltransferase family 1 member A4 increases glucuronidation EXP UGT1A4 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 2:233,718,736...233,773,300
Ensembl chr 2:233,718,778...233,773,299
Ensembl chr 2:233,718,778...233,773,299
JBrowse link
G UGT1A9 UDP glucuronosyltransferase family 1 member A9 increases glucuronidation EXP UGT1A9 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 2:233,671,898...233,773,300
Ensembl chr 2:233,671,898...233,773,300
JBrowse link
G UGT2B7 UDP glucuronosyltransferase family 2 member B7 increases glucuronidation EXP UGT2B7 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 4:69,051,375...69,112,987
Ensembl chr 4:69,051,363...69,112,987
JBrowse link
15-oxo-ETE term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G HMOX1 heme oxygenase 1 increases expression EXP 15-keto-5,8,11,13-eicosatetraenoic acid results in increased expression of HMOX1 protein CTD PMID:25450232 NCBI chr22:35,381,096...35,394,207
Ensembl chr22:35,380,361...35,394,207
Ensembl chr22:35,380,361...35,394,207
JBrowse link
G IKBKB inhibitor of nuclear factor kappa B kinase subunit beta multiple interactions
decreases activity
EXP [15-keto-5,8,11,13-eicosatetraenoic acid results in decreased activity of IKBKB protein] which results in decreased phosphorylation of NFKBIA protein CTD PMID:25450232 NCBI chr 8:42,270,727...42,332,460
Ensembl chr 8:42,271,302...42,332,653
Ensembl chr 8:42,271,302...42,332,653
JBrowse link
G IL1B interleukin 1 beta multiple interactions EXP 15-keto-5,8,11,13-eicosatetraenoic acid inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B mRNA] CTD PMID:25450232 NCBI chr 2:112,829,751...112,836,843
Ensembl chr 2:112,829,751...112,836,816
JBrowse link
G IL6 interleukin 6 multiple interactions EXP 15-keto-5,8,11,13-eicosatetraenoic acid inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 mRNA] CTD PMID:25450232 NCBI chr 7:22,725,889...22,732,002
Ensembl chr 7:22,725,884...22,732,002
JBrowse link
G NFKBIA NFKB inhibitor alpha multiple interactions EXP [15-keto-5,8,11,13-eicosatetraenoic acid results in decreased activity of IKBKB protein] which results in decreased phosphorylation of NFKBIA protein CTD PMID:25450232 NCBI chr14:35,401,513...35,404,749
Ensembl chr14:35,401,511...35,404,749
Ensembl chr14:35,401,511...35,404,749
JBrowse link
G NQO1 NAD(P)H quinone dehydrogenase 1 increases expression EXP 15-keto-5,8,11,13-eicosatetraenoic acid results in increased expression of NQO1 protein CTD PMID:25450232 NCBI chr16:69,709,401...69,726,560
Ensembl chr16:69,706,996...69,726,668
JBrowse link
G TNF tumor necrosis factor decreases expression
multiple interactions
EXP 15-keto-5,8,11,13-eicosatetraenoic acid results in decreased expression of TNF mRNA
15-keto-5,8,11,13-eicosatetraenoic acid inhibits the reaction [Lipopolysaccharides results in increased expression of TNF mRNA]
CTD PMID:25450232 NCBI chr 6:31,575,565...31,578,336
Ensembl chr 6:31,575,565...31,578,336
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 24381
    chemical entity 24349
      atom 24338
        nonmetal atom 24042
          carbon atom 23925
            organic molecular entity 23925
              olefinic compound 15191
                olefinic fatty acid 654
                  icosatetraenoic acid 337
                    icosa-5,8,11,13-tetraenoic acid 32
                      (5Z,8Z,11Z,13E)-15-HETE + 28
                      15(S)-HPETE + 0
                      15-oxo-ETE + 7
Path 2
Term Annotations click to browse term
  CHEBI ontology 24381
    subatomic particle 24338
      composite particle 24338
        hadron 24338
          baryon 24338
            nucleon 24338
              atomic nucleus 24338
                atom 24338
                  main group element atom 24185
                    p-block element atom 24185
                      carbon group element atom 23965
                        carbon atom 23925
                          organic molecular entity 23925
                            organic group 22218
                              organic divalent group 22192
                                organodiyl group 22192
                                  carbonyl group 22175
                                    carbonyl compound 22175
                                      carboxylic acid 21201
                                        monocarboxylic acid 20098
                                          fatty acid 18319
                                            unsaturated fatty acid 967
                                              polyunsaturated fatty acid 697
                                                fatty acid 20:4 337
                                                  icosatetraenoic acid 337
                                                    icosa-5,8,11,13-tetraenoic acid 32
                                                      (5Z,8Z,11Z,13E)-15-HETE + 28
                                                      15(S)-HPETE + 0
                                                      15-oxo-ETE + 7
paths to the root