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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 1:79,353,924...79,357,852
Ensembl chr 1:79,353,916...79,357,932
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 chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561
JBrowse link
G Il1b interleukin 1 beta multiple interactions
increases chemical synthesis
increases abundance
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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 5:146,607,050...146,636,203
Ensembl chr 5:146,613,498...146,634,943
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 chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
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 7:8,383,347...8,390,753
Ensembl chr 7:8,383,378...8,388,176
JBrowse link

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  CHEBI ontology 19831
    role 19807
      application 19650
        indicator 8763
          biomarker 6563
            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 19831
    subatomic particle 19829
      composite particle 19829
        hadron 19829
          baryon 19829
            nucleon 19829
              atomic nucleus 19829
                atom 19829
                  main group element atom 19779
                    p-block element atom 19779
                      carbon group element atom 19728
                        carbon atom 19724
                          organic molecular entity 19724
                            heteroorganic entity 19477
                              organochalcogen compound 19240
                                organooxygen compound 19155
                                  carbon oxoacid 18613
                                    carboxylic acid 18610
                                      monocarboxylic acid 17966
                                        fatty acid 16685
                                          fatty acid derivative 8930
                                            icosanoid 468
                                              prostanoid 404
                                                prostaglandin 397
                                                  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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