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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:docebenone
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Accession:CHEBI:2340 term browser browse the term
Definition:A member of the class of benzoquinones that is p-benzoquinone in which the hydrogens are substituted by three methyl groups and a 12-hydroxydodeca-5,10-diyn-1-yl group.
Synonyms:exact_synonym: 2-(12-hydroxydodeca-5,10-diyn-1-yl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione
 related_synonym: 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone;   2-(12-Hydroxy-5,10-dodecadiynyl)-3,5,6-trimethyl-p-benzoquinone;   2-(12-hydroxydodeca-5,10-diynyl)-3,5,6-trimethyl-1,4-benzoquinone;   6-(12-hydroxydodeca-5,10-diyn-1-yl)-2,3,5-trimethyl-1,4-benzoquinone;   AA-861;   AA861;   Formula=C21H26O3;   InChI=1S/C21H26O3/c1-16-17(2)21(24)19(18(3)20(16)23)14-12-10-8-6-4-5-7-9-11-13-15-22/h22H,5,7-10,12,14-15H2,1-3H3;   InChIKey=WDEABJKSGGRCQA-UHFFFAOYSA-N;   SMILES=CC1=C(C)C(=O)C(CCCCC#CCCCC#CCO)=C(C)C1=O;   docebenona;   docebenonum
 xref: CAS:80809-81-0;   KEGG:C01349;   KEGG:D03882
 xref_mesh: MESH:C036837
 xref: PMID:16903934;   PMID:17645780;   PMID:2447953;   Reaxys:4262656


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docebenone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alox12 arachidonate 12-lipoxygenase, 12S type decreases activity ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone results in decreased activity of ALOX12 protein CTD PMID:23238474 NCBI chr10:56,851,734...56,864,049
Ensembl chr10:56,851,734...56,864,005
JBrowse link
G Alox5 arachidonate 5-lipoxygenase decreases activity ISO
EXP
2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone results in decreased activity of ALOX5 protein CTD PMID:2724698, PMID:7812673, PMID:25432964 NCBI chr 4:148,398,004...148,446,308
Ensembl chr 4:148,398,892...148,446,303
JBrowse link
G Casp3 caspase 3 multiple interactions ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form promotes the reaction [Carbon Tetrachloride results in increased cleavage of CASP3 protein]] CTD PMID:25432964 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 multiple interactions ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form promotes the reaction [Carbon Tetrachloride results in increased cleavage of CASP8 protein]] CTD PMID:25432964 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Hsd11b2 hydroxysteroid 11-beta dehydrogenase 2 increases activity
multiple interactions
ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone results in increased activity of HSD11B2 protein
[2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone co-treated with Leukotriene B4] results in decreased expression of HSD11B2 protein; Leukotriene B4 inhibits the reaction [2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone results in increased activity of HSD11B2 protein]
CTD PMID:18032417 NCBI chr19:37,476,083...37,481,326
Ensembl chr19:37,476,095...37,481,307
JBrowse link
G Il6 interleukin 6 multiple interactions
decreases expression
ISO [2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone co-treated with 4-(5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide] results in decreased expression of IL6 mRNA
2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone results in decreased expression of IL6 mRNA
CTD PMID:17766677 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Mpo myeloperoxidase multiple interactions ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased activity of MPO protein] CTD PMID:7812673 NCBI chr10:75,087,892...75,098,260
Ensembl chr10:75,087,892...75,098,260
JBrowse link
G Osmr oncostatin M receptor multiple interactions ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form inhibits the reaction [Carbon Tetrachloride results in increased expression of OSMR mRNA]] CTD PMID:25432964 NCBI chr 2:56,107,491...56,163,522
Ensembl chr 2:56,110,777...56,151,531
JBrowse link
G Ptgs1 prostaglandin-endoperoxide synthase 1 multiple interactions ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form inhibits the reaction [Carbon Tetrachloride results in increased expression of OSMR mRNA]]; 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form inhibits the reaction [Carbon Tetrachloride results in increased phosphorylation of STAT3 protein]]; 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form promotes the reaction [Carbon Tetrachloride results in increased cleavage of CASP3 protein]]; 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form promotes the reaction [Carbon Tetrachloride results in increased cleavage of CASP8 protein]]; 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form promotes the reaction [Carbon Tetrachloride results in increased expression of TNF protein]] CTD PMID:25432964 NCBI chr 3:15,560,685...15,582,339
Ensembl chr 3:15,560,712...15,582,344
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [acenaphthenequinone results in increased expression of RELA protein] CTD PMID:17925309 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions EXP 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [Arachidonic Acid results in decreased activity of SOD1 protein] CTD PMID:16982041 NCBI chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions EXP 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [Arachidonic Acid results in increased activity of SOD2 protein] CTD PMID:16982041 NCBI chr 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form inhibits the reaction [Carbon Tetrachloride results in increased phosphorylation of STAT3 protein]] CTD PMID:25432964 NCBI chr10:88,790,401...88,842,263
Ensembl chr10:88,790,408...88,842,233
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [endotoxin, Escherichia coli results in increased secretion of TNF protein]; 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of TNF protein]; 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone inhibits the reaction [PTGS1 gene mutant form promotes the reaction [Carbon Tetrachloride results in increased expression of TNF protein]]; 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone promotes the reaction [endotoxin, Escherichia coli results in increased expression of TNF mRNA]; 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone promotes the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of TNF mRNA]; 2,3,5-trimethyl-6-(12-hydroxy-5,10-dodecadiynyl)-1,4-benzoquinone results in increased stability of and affects the expression of TNF mRNA CTD PMID:15060681, PMID:25432964 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

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  CHEBI ontology 19801
    chemical entity 19800
      molecular entity 19796
        polyatomic entity 19706
          molecule 19527
            organic molecule 19494
              acetylenic compound 5795
                docebenone 14
Path 2
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  CHEBI ontology 19801
    subatomic particle 19797
      composite particle 19797
        hadron 19797
          baryon 19797
            nucleon 19797
              atomic nucleus 19797
                atom 19797
                  main group element atom 19684
                    p-block element atom 19684
                      carbon group element atom 19583
                        carbon atom 19572
                          organic molecular entity 19572
                            organic group 18520
                              organic divalent group 18513
                                organodiyl group 18513
                                  carbonyl group 18415
                                    carbonyl compound 18415
                                      ketone 16154
                                        cyclic ketone 13820
                                          quinone 8333
                                            benzoquinones 671
                                              1,4-benzoquinones 666
                                                docebenone 14
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.