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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:(5Z,8Z,11Z,13E)-15-HETE
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Accession:CHEBI:64017 term browser browse the term
Definition:A HETE that is (5Z,8Z,11Z,13E)-15-hydroxyicosa-5,8,11,13-tetraenoic acid bearing a hydroxy substituent at position 15.
Synonyms:exact_synonym: (5Z,8Z,11Z,13E)-15-hydroxyicosa-5,8,11,13-tetraenoic acid;   15-hydroxy-5,8,11,13-eicosatetraenoic acid
 related_synonym: 15-HETE;   15-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid;   15-hydroxy-5Z,8Z,11Z,13E-icosatetraenoic acid;   Formula=C20H32O3;   InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+;   InChIKey=JSFATNQSLKRBCI-USWFWKISSA-N;   SMILES=CCCCCC(O)\\C=C\\C=C/C\\C=C/C\\C=C/CCCC(O)=O
 alt_id: MESH:C025984
 xref: LIPID_MAPS_instance:LMFA03060087
 xref_mesh: MESH:C025984
 xref: Reaxys:2470466
 cyclic_relationship: is_conjugate_acid_of CHEBI:78832



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(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 chemical synthesis
increases abundance
EXP
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; [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 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
ALOX15 protein results in increased abundance of 15-hydroxy-5,8,11,13-eicosatetraenoic acid
CTD PMID:18984061 PMID:21193584 PMID:23872364 NCBI chr10:55,060,169...55,068,885
Ensembl chr10:55,060,412...55,068,874
JBrowse link
G Alox5 arachidonate 5-lipoxygenase multiple interactions ISO [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 chr 4:149,531,329...149,578,696
Ensembl chr 4:149,531,515...149,578,743
JBrowse link
G App amyloid beta precursor protein increases secretion
multiple interactions
ISO 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 chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561
JBrowse link
G Egf epidermal growth factor multiple interactions
increases chemical synthesis
ISO 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 2:218,219,408...218,302,359
Ensembl chr 2:218,219,415...218,302,064
JBrowse link
G Ephx2 epoxide hydrolase 2 increases activity ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased activity of EPHX2 protein CTD PMID:25600587 NCBI chr15:40,289,901...40,327,632
Ensembl chr15:40,289,902...40,327,615
JBrowse link
G Hgf hepatocyte growth factor multiple interactions ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid promotes the reaction [HGF protein affects the localization of PRKCA protein] CTD PMID:15613483 NCBI chr 4:18,673,736...18,745,582
Ensembl chr 4:18,677,101...18,745,409
JBrowse link
G Il1b interleukin 1 beta increases secretion
multiple interactions
ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of IL1B 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]]; 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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Kcna5 potassium voltage-gated channel subfamily A member 5 multiple interactions
affects activity
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; 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 chr 4:159,354,689...159,358,173
Ensembl chr 4:159,350,097...159,357,697
JBrowse link
G Kcnb1 potassium voltage-gated channel subfamily B member 1 affects activity EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the activity of KCNB1 protein CTD PMID:18984061 NCBI chr 3:155,820,255...155,913,383
Ensembl chr 3:155,822,963...155,916,194
JBrowse link
G Kcnc4 potassium voltage-gated channel subfamily C member 4 affects activity EXP 15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the activity of KCNC4 protein CTD PMID:18984061 NCBI chr 2:195,063,967...195,100,244
Ensembl chr 2:195,071,769...195,099,233
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 chr 7:132,976,618...132,981,844
Ensembl chr 7:132,976,620...132,981,844
JBrowse link
G Lyz2 lysozyme 2 increases secretion
multiple interactions
ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein
[parthenolide co-treated with artemisinin co-treated with Quercetin] inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of LYZ protein]; artemisinin 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 chr 7:52,906,810...52,912,154
Ensembl chr 7:52,906,811...52,912,106
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased phosphorylation of MAPK1 protein CTD PMID:25600587 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased phosphorylation of MAPK3 protein CTD PMID:25600587 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 increases activity
multiple interactions
affects localization
ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased activity of NFKB1 protein
artemisinin inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the localization of NFKB1 protein]
CTD PMID:23355332 PMID:25600587 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO 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 chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Nppa natriuretic peptide A increases expression ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased expression of NPPA mRNA CTD PMID:25600587 NCBI chr 5:158,429,042...158,430,351
Ensembl chr 5:158,429,042...158,430,351
JBrowse link
G Nppb natriuretic peptide B increases expression ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased expression of NPPB mRNA CTD PMID:25600587 NCBI chr 5:158,416,813...158,418,175
Ensembl chr 5:158,416,866...158,418,168
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 chr20:6,298,785...6,363,970
Ensembl chr20:6,298,785...6,363,968
JBrowse link
G Prkca protein kinase C, alpha multiple interactions
affects localization
increases activity
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]
15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the localization of PRKCA protein
15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased activity of PRKCA protein
calphostin C inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased activity of PRKCA protein]
CTD PMID:15451026 PMID:15613483 NCBI chr10:92,889,390...93,288,013
Ensembl chr10:92,894,012...93,288,012
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit increases activity
affects localization
multiple interactions
ISO 15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased activity of RELA protein
15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the localization of RELA protein
artemisinin inhibits the reaction [15-hydroxy-5,8,11,13-eicosatetraenoic acid affects the localization of RELA protein]
CTD PMID:23355332 PMID:25600587 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Tnf tumor necrosis factor multiple interactions
increases secretion
ISO 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]]
15-hydroxy-5,8,11,13-eicosatetraenoic acid results in increased secretion of TNF protein
CTD PMID:23355332 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases glucuronidation ISO UGT1A1 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 increases glucuronidation ISO UGT1A3 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 9:88,791,216...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a5 UDP glucuronosyltransferase family 1 member A5 increases glucuronidation ISO UGT1A4 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 9:88,762,250...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 increases glucuronidation ISO UGT1A9 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Ugt2b7 UDP glucuronosyltransferase family 2 member B7 increases glucuronidation ISO UGT2B7 protein results in increased glucuronidation of 15-hydroxy-5,8,11,13-eicosatetraenoic acid CTD PMID:15231852 NCBI chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19838
    chemical entity 19836
      atom 19836
        nonmetal atom 19764
          carbon atom 19719
            organic molecular entity 19719
              olefinic compound 16956
                olefinic fatty acid 795
                  HETE 38
                    (5Z,8Z,11Z,13E)-15-HETE 27
                      15(R)-HETE 0
                      15(S)-HETE 0
                      15-hydroxy-(5Z,8Z,11Z,13E)-icosatetraenoyl-CoA 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19838
    subatomic particle 19836
      composite particle 19836
        hadron 19836
          baryon 19836
            nucleon 19836
              atomic nucleus 19836
                atom 19836
                  main group element atom 19782
                    p-block element atom 19782
                      carbon group element atom 19722
                        carbon atom 19719
                          organic molecular entity 19719
                            heteroorganic entity 19474
                              organochalcogen compound 19262
                                organooxygen compound 19153
                                  carbon oxoacid 18647
                                    carboxylic acid 18620
                                      monocarboxylic acid 17994
                                        fatty acid 16843
                                          unsaturated fatty acid 1666
                                            polyunsaturated fatty acid 839
                                              fatty acid 20:4 361
                                                icosatetraenoic acid 361
                                                  icosa-5,8,11,13-tetraenoic acid 31
                                                    (5Z,8Z,11Z,13E)-15-HETE 27
                                                      15(R)-HETE 0
                                                      15(S)-HETE 0
                                                      15-hydroxy-(5Z,8Z,11Z,13E)-icosatetraenoyl-CoA 0
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