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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 chr19:44,905,796...44,909,393
Ensembl chr19:44,905,791...44,909,393
JBrowse link
G APP amyloid beta precursor protein multiple interactions
increases abundance
EXP [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 chr21:25,880,550...26,171,128
Ensembl chr21:25,880,550...26,171,128
JBrowse link
G IL1B interleukin 1 beta multiple interactions
increases abundance
increases chemical synthesis
EXP
ISO
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 2:112,829,751...112,836,843
Ensembl chr 2:112,829,751...112,836,816
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 1:25,959,764...25,998,164
Ensembl chr 1:25,959,767...25,998,117
JBrowse link
G PTGS2 prostaglandin-endoperoxide synthase 2 multiple interactions EXP [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 chr 1:186,671,791...186,680,423
Ensembl chr 1:186,671,791...186,680,423
Ensembl chr 1:186,671,791...186,680,423
JBrowse link
G TBXA2R thromboxane A2 receptor multiple interactions
affects response to substance
EXP
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 chr19:3,594,507...3,608,749
Ensembl chr19:3,594,507...3,606,875
Ensembl chr19:3,594,507...3,606,875
JBrowse link

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  CHEBI ontology 24513
    role 24426
      application 23840
        indicator 9358
          biomarker 7087
            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 24513
    subatomic particle 24471
      composite particle 24471
        hadron 24471
          baryon 24471
            nucleon 24471
              atomic nucleus 24471
                atom 24471
                  main group element atom 24329
                    p-block element atom 24329
                      carbon group element atom 24114
                        carbon atom 24076
                          organic molecular entity 24076
                            organic group 22409
                              organic divalent group 22386
                                organodiyl group 22386
                                  carbonyl group 22371
                                    carbonyl compound 22371
                                      carboxylic acid 21371
                                        monocarboxylic acid 20332
                                          fatty acid 18326
                                            fatty acid derivative 1057
                                              icosanoid 465
                                                prostanoid 403
                                                  prostaglandin 398
                                                    prostaglandins F 102
                                                      prostaglandins Falpha 101
                                                        prostaglandin F2alpha 87
                                                          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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