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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:8-epi-prostaglandin F2alpha
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Accession:CHEBI:34505 term browser browse the term
Definition:An isoprostane that is prostaglandin F2alpha having inverted stereochemistry at the 8-position.
Synonyms:related_synonym: (5Z,13E,15S)-9alpha,11alpha,15-trihydroxy-8beta-prosta-5,13-dien-1-oic acid;   8-Epiprostaglandin F2alpha;   8-Iso-PGF2a;   8-Iso-PGF2alpha;   8-IsoP;   8-Isoprostaglandin F2alpha;   8-Isoprostane;   8-epi-PGF2alpha;   8-iso-PGF2alpha-III;   9,11,15-Trihydroxy-prosta-5,13-dien-1-oic acid;   Formula=C20H34O5;   InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17+,18-,19+/m0/s1;   InChIKey=PXGPLTODNUVGFL-NAPLMKITSA-N;   SMILES=C1[C@@H]([C@H]([C@H]([C@@H]1O)/C=C/[C@H](CCCCC)O)C/C=C\\CCCC(O)=O)O
 xref: CAS:27415-26-5;   HMDB:HMDB0005083;   KEGG:C13809;   LIPID_MAPS_instance:LMFA03110001
 xref_mesh: MESH:C075750
 xref: PMID:10711349;   PMID:11290373;   PMID:11309241;   PMID:11442801;   PMID:12023538;   PMID:12626646;   PMID:12869634;   PMID:14504139;   PMID:14718263;   PMID:15363966;   PMID:15528403;   PMID:18455148;   PMID:18544228;   PMID:19581065;   PMID:26279287;   PMID:26288351;   PMID:26919242;   PMID:27171014;   PMID:27256793;   PMID:27530350;   PMID:27660223;   PMID:27780952;   PMID:28031075;   PMID:28102831;   PMID:28385290;   PMID:9733362;   PMID:9853769;   Reaxys:7170215
 cyclic_relationship: is_conjugate_acid_of CHEBI:77768


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8-epi-prostaglandin F2alpha term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Apoe apolipoprotein E multiple interactions ISO [APOE gene mutant form affects the susceptibility to Folic Acid] which results in decreased abundance of 8-epi-prostaglandin F2alpha CTD PMID:17118406 NCBI chr 1:80,612,894...80,616,820
Ensembl chr 1:80,612,895...80,617,057
JBrowse link
G App amyloid beta precursor protein multiple interactions
increases abundance
ISO [Lead co-treated with APP protein modified form] results in increased abundance of 8-epi-prostaglandin F2alpha
APP protein modified form results in increased abundance of 8-epi-prostaglandin F2alpha
CTD PMID:22610977 NCBI chr11:24,425,013...24,641,872
Ensembl chr11:24,425,005...24,641,858
JBrowse link
G Il1b interleukin 1 beta multiple interactions
increases abundance
increases chemical synthesis
ISO
EXP
1-((4-methylsulfonyl)phenyl)-3-trifluoromethyl-5-(4-fluorophenyl)pyrazole inhibits the reaction [IL1B results in increased chemical synthesis of 8-epi-prostaglandin F2alpha]; 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid inhibits the reaction [IL1B results in increased chemical synthesis of 8-epi-prostaglandin F2alpha]; Ascorbic Acid inhibits the reaction [IL1B results in increased chemical synthesis of 8-epi-prostaglandin F2alpha]; Ascorbic Acid promotes the reaction [Aspirin inhibits the reaction [IL1B results in increased chemical synthesis of 8-epi-prostaglandin F2alpha]]; Aspirin inhibits the reaction [IL1B results in increased chemical synthesis of 8-epi-prostaglandin F2alpha]; Dehydroascorbic Acid inhibits the reaction [IL1B results in increased chemical synthesis of 8-epi-prostaglandin F2alpha]; Indomethacin inhibits the reaction [IL1B results in increased chemical synthesis of 8-epi-prostaglandin F2alpha]; resveratrol inhibits the reaction [IL1B protein results in increased abundance of 8-epi-prostaglandin F2alpha]
pyrrolidine dithiocarbamic acid inhibits the reaction [IL1B protein results in increased abundance of 8-epi-prostaglandin F2alpha]; Rotenone inhibits the reaction [IL1B protein results in increased abundance of 8-epi-prostaglandin F2alpha]
CTD PMID:11530235 PMID:16529823 PMID:19751497 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Pafah2 platelet-activating factor acetylhydrolase 2 affects metabolic processing
multiple interactions
ISO PAFAH2 protein affects the metabolism of 8-epi-prostaglandin F2alpha
PAFAH2 protein affects the reaction [Carbon Tetrachloride results in increased abundance of 8-epi-prostaglandin F2alpha]
CTD PMID:18024956 NCBI chr 5:152,606,850...152,635,956
Ensembl chr 5:152,606,847...152,634,803
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO [L 745337 results in decreased activity of PTGS2 protein] which results in decreased chemical synthesis of 8-epi-prostaglandin F2alpha; [lipopolysaccharide, E. coli O26-B6 results in increased expression of PTGS2 protein] which results in increased chemical synthesis of 8-epi-prostaglandin F2alpha; [Tetradecanoylphorbol Acetate results in increased expression of PTGS2 protein] which results in increased chemical synthesis of 8-epi-prostaglandin F2alpha CTD PMID:8621535 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Tbxa2r thromboxane A2 receptor multiple interactions
affects response to substance
ISO 8-epi-prostaglandin F2alpha binds to and results in increased activity of TBXA2R protein
TBXA2R protein affects the susceptibility to 8-epi-prostaglandin F2alpha
CTD PMID:18158556 PMID:22565502 NCBI chr 7:11,253,153...11,259,233
Ensembl chr 7:11,253,180...11,257,977
JBrowse link

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  CHEBI ontology 19761
    role 19711
      application 19401
        indicator 8672
          biomarker 6440
            8-epi-prostaglandin F2alpha 6
              1-palmitoyl-2-(8-epi-prostaglandin F2alpha)-sn-glycero-3-phosphocholine 0
              1-stearoyl-2-(8-epi-prostaglandin F2alpha)-sn-glycero-3-phosphocholine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19761
    subatomic particle 19759
      composite particle 19759
        hadron 19759
          baryon 19759
            nucleon 19759
              atomic nucleus 19759
                atom 19759
                  main group element atom 19653
                    p-block element atom 19653
                      carbon group element atom 19569
                        carbon atom 19559
                          organic molecular entity 19559
                            organic group 18593
                              organic divalent group 18584
                                organodiyl group 18584
                                  carbonyl group 18499
                                    carbonyl compound 18499
                                      carboxylic acid 18151
                                        monocarboxylic acid 17523
                                          fatty acid 16011
                                            fatty acid derivative 1042
                                              icosanoid 456
                                                prostanoid 396
                                                  prostaglandin 391
                                                    prostaglandins F 97
                                                      prostaglandins Falpha 96
                                                        prostaglandin F2alpha 86
                                                          8-epi-prostaglandin F2alpha 6
                                                            1-palmitoyl-2-(8-epi-prostaglandin F2alpha)-sn-glycero-3-phosphocholine 0
                                                            1-stearoyl-2-(8-epi-prostaglandin F2alpha)-sn-glycero-3-phosphocholine 0
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