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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:20-HETE
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Accession:CHEBI:34306 term browser browse the term
Definition:A HETE that consists of arachidonic acid bearing a hydroxy substituent at position 20.
Synonyms:related_synonym: (5Z,8Z,11Z,14Z)-20-Hydroxyicosa-5,8,11,14-tetraenoic acid;   20-Hydroxy arachidonic acid;   20-Hydroxyeicosatetraenoic acid;   20-Hydroxyicosatetraenoic acid;   20-hydroxyarachidonic acid;   Formula=C20H32O3;   InChI=1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10-;   InChIKey=NNDIXBJHNLFJJP-DTLRTWKJSA-N;   SMILES=OCCCCC\\C=C/C\\C=C/C\\C=C/C\\C=C/CCCC(O)=O
 xref: Beilstein:4693091;   CAS:79551-86-3;   KEGG:C14748;   LIPID_MAPS_instance:LMFA03060009
 xref_mesh: MESH:C055987
 cyclic_relationship: is_conjugate_acid_of CHEBI:76624


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20-HETE term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ACTA2 actin alpha 2, smooth muscle increases expression
multiple interactions		 EXP 20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of ACTA2 mRNA; 20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of ACTA2 protein
20-hydroxyeicosa-5(Z),14(Z)-dienoic acid promotes the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of ACTA2 mRNA]; 20-hydroxyeicosa-5(Z),14(Z)-dienoic acid promotes the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of ACTA2 protein]; 20-hydroxyeicosa-6(Z),15(Z)-dienoic acid inhibits the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of ACTA2 mRNA]; 20-hydroxyeicosa-6(Z),15(Z)-dienoic acid inhibits the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of ACTA2 protein]		 CTD PMID:36368619 NCBI chr10:88,935,074...88,991,337
Ensembl chr10:88,935,074...88,991,339 		JBrowse link
G CLOCK clock circadian regulator affects abundance ISO CLOCK protein affects the abundance of 20-hydroxy-5,8,11,14-eicosatetraenoic acid CTD PMID:22440902 NCBI chr 4:55,427,903...55,546,909
Ensembl chr 4:55,427,903...55,546,909 		JBrowse link
G COL1A1 collagen type I alpha 1 chain increases expression
multiple interactions		 EXP 20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of COL1A1 mRNA; 20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of COL1A1 protein
20-hydroxyeicosa-5(Z),14(Z)-dienoic acid promotes the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of COL1A1 mRNA]; 20-hydroxyeicosa-5(Z),14(Z)-dienoic acid promotes the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of COL1A1 protein]; 20-hydroxyeicosa-6(Z),15(Z)-dienoic acid inhibits the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of COL1A1 mRNA]; 20-hydroxyeicosa-6(Z),15(Z)-dienoic acid inhibits the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of COL1A1 protein]		 CTD PMID:36368619 NCBI chr17:50,184,101...50,201,631
Ensembl chr17:50,184,101...50,201,632 		JBrowse link
G CYP4A11 cytochrome P450 family 4 subfamily A member 11 multiple interactions
increases chemical synthesis
increases secretion		 EXP isoliquiritigenin inhibits the reaction [CYP4A11 protein results in increased secretion of 20-hydroxy-5,8,11,14-eicosatetraenoic acid]
CYP4A11 protein results in increased chemical synthesis of 20-hydroxy-5,8,11,14-eicosatetraenoic acid		 CTD PMID:23747687 PMID:30259074 NCBI chr 1:46,929,188...46,941,476
Ensembl chr 1:46,929,177...46,941,484 		JBrowse link
G CYP4A22 cytochrome P450 family 4 subfamily A member 22 increases chemical synthesis
multiple interactions		 ISO CYP4A1 protein results in increased chemical synthesis of 20-hydroxy-5,8,11,14-eicosatetraenoic acid
20-hydroxy-5,8,11,14-eicosatetraenoic acid affects the reaction [CYP4A1 protein affects the susceptibility to Phenylephrine]; 20-hydroxy-5,8,11,14-eicosatetraenoic acid inhibits the reaction [DDMS inhibits the reaction [CYP4A1 protein results in increased susceptibility to Phenylephrine]]		 CTD PMID:11124159 PMID:12388396 NCBI chr 1:47,137,441...47,149,727
Ensembl chr 1:47,137,435...47,149,727 		JBrowse link
G CYP4F2 cytochrome P450 family 4 subfamily F member 2 increases chemical synthesis EXP CYP4F2 protein results in increased chemical synthesis of 20-hydroxy-5,8,11,14-eicosatetraenoic acid CTD PMID:30259074 NCBI chr19:15,878,023...15,898,074
Ensembl chr19:15,878,023...15,898,077 		JBrowse link
G CYP4F3 cytochrome P450 family 4 subfamily F member 3 increases chemical synthesis EXP CYP4F3 protein alternative form results in increased chemical synthesis of 20-hydroxy-5,8,11,14-eicosatetraenoic acid CTD PMID:30259074 NCBI chr19:15,640,897...15,662,825
Ensembl chr19:15,640,897...15,662,825 		JBrowse link
G CYP4Z1 cytochrome P450 family 4 subfamily Z member 1 multiple interactions
increases abundance		 EXP HET0016 inhibits the reaction [CYP4Z1 protein results in increased abundance of 20-hydroxy-5,8,11,14-eicosatetraenoic acid] CTD PMID:22841774 NCBI chr 1:47,055,525...47,118,318
Ensembl chr 1:47,067,231...47,118,318 		JBrowse link
G NFATC4 nuclear factor of activated T cells 4 multiple interactions
increases localization		 EXP
ISO		 Cyclosporine inhibits the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased localization of NFATC4 protein]; Tacrolimus inhibits the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased localization of NFATC4 protein] CTD PMID:16055480 NCBI chr14:24,366,911...24,379,604
Ensembl chr14:24,365,673...24,379,604 		JBrowse link
G POMC proopiomelanocortin multiple interactions
increases abundance		 ISO HET0016 inhibits the reaction [POMC protein affects the abundance of 20-hydroxy-5,8,11,14-eicosatetraenoic acid]
POMC protein results in increased abundance of 20-hydroxy-5,8,11,14-eicosatetraenoic acid		 CTD PMID:18067589 PMID:19458537 NCBI chr 2:25,160,860...25,168,580
Ensembl chr 2:25,160,853...25,168,903 		JBrowse link
G SMAD3 SMAD family member 3 multiple interactions
increases phosphorylation		 EXP 20-hydroxyeicosa-5(Z),14(Z)-dienoic acid promotes the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased phosphorylation of SMAD3 protein]; 20-hydroxyeicosa-6(Z),15(Z)-dienoic acid inhibits the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased phosphorylation of SMAD3 protein] CTD PMID:36368619 NCBI chr15:67,065,602...67,195,169
Ensembl chr15:67,063,763...67,195,173 		JBrowse link
G TGFB1 transforming growth factor beta 1 increases expression
multiple interactions		 EXP 20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of TGFB1 mRNA; 20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of TGFB1 protein
20-hydroxyeicosa-5(Z),14(Z)-dienoic acid promotes the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of TGFB1 mRNA]; 20-hydroxyeicosa-5(Z),14(Z)-dienoic acid promotes the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of TGFB1 protein]; 20-hydroxyeicosa-6(Z),15(Z)-dienoic acid inhibits the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of TGFB1 mRNA]; 20-hydroxyeicosa-6(Z),15(Z)-dienoic acid inhibits the reaction [20-hydroxy-5,8,11,14-eicosatetraenoic acid results in increased expression of TGFB1 protein]		 CTD PMID:36368619 NCBI chr19:41,330,323...41,353,922
Ensembl chr19:41,301,587...41,353,922 		JBrowse link
G UGT1A1 UDP glucuronosyltransferase family 1 member A1 increases glucuronidation EXP UGT1A1 protein results in increased glucuronidation of 20-hydroxy-5,8,11,14-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 2:233,760,270...233,773,300
Ensembl chr 2:233,760,270...233,773,300 		JBrowse link
G UGT1A4 UDP glucuronosyltransferase family 1 member A4 increases glucuronidation EXP UGT1A4 protein results in increased glucuronidation of 20-hydroxy-5,8,11,14-eicosatetraenoic acid CTD PMID:15231852 NCBI chr 2:233,718,736...233,773,300
Ensembl chr 2:233,718,736...233,773,300 		JBrowse link
G UGT2B7 UDP glucuronosyltransferase family 2 member B7 increases glucuronidation EXP UGT2B7 protein results in increased glucuronidation of 20-hydroxy-5,8,11,14-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
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 26034
    chemical entity 26024
      molecular entity 25991
        polyatomic entity 25876
          heteroatomic molecular entity 25527
            hydroxides 24049
              organic hydroxy compound 22060
                hydroxy carboxylic acid 4443
                  hydroxy monocarboxylic acid 4443
                    20-HETE 15
                      20-HETE methyl ester 0
                      N-(20-hydroxyarachidonoyl)ethanolamine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 26034
    subatomic particle 26009
      composite particle 26009
        hadron 26020
          baryon 26009
            nucleon 26009
              atomic nucleus 26009
                atom 26009
                  main group element atom 25834
                    p-block element atom 25834
                      carbon group element atom 25434
                        carbon atom 25403
                          organic molecular entity 25392
                            heteroorganic entity 24766
                              organochalcogen compound 24378
                                organooxygen compound 24054
                                  carbon oxoacid 22749
                                    carboxylic acid 22729
                                      monocarboxylic acid 21724
                                        fatty acid 18997
                                          unsaturated fatty acid 1111
                                            polyunsaturated fatty acid 848
                                              fatty acid 20:4 368
                                                icosatetraenoic acid 368
                                                  icosa-5,8,11,14-tetraenoic acid 324
                                                    arachidonic acid 324
                                                      20-HETE 15
                                                        20-HETE methyl ester 0
                                                        N-(20-hydroxyarachidonoyl)ethanolamine 0
paths to the root