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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 EXP [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 7:19,696,244...19,701,310
Ensembl chr 7:19,696,109...19,699,188
JBrowse link
G App amyloid beta (A4) 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 chr16:84,952,666...85,175,255
Ensembl chr16:84,949,685...85,173,766
JBrowse link
G Il1b interleukin 1 beta multiple interactions
increases abundance
increases chemical synthesis
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 2:129,364,569...129,371,164
Ensembl chr 2:129,364,570...129,371,139
JBrowse link
G Pafah2 platelet-activating factor acetylhydrolase 2 affects metabolic processing
multiple interactions
EXP 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 4:134,396,320...134,427,412
Ensembl chr 4:134,396,320...134,427,413
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 chr 1:150,100,031...150,108,234
Ensembl chr 1:150,100,031...150,108,227
JBrowse link
G Ren2 renin 2 tandem duplication of Ren1 increases transport
multiple interactions
EXP REN2 protein results in increased transport of 8-epi-prostaglandin F2alpha
14,15-epoxy-5,8,11-eicosatrienoic acid analog inhibits the reaction [REN2 protein results in increased transport of 8-epi-prostaglandin F2alpha]; trandolapril inhibits the reaction [REN2 protein results in increased transport of 8-epi-prostaglandin F2alpha]
CTD PMID:27428043
G Tbxa2r thromboxane A2 receptor multiple interactions
affects response to substance
ISO
EXP
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 chr10:81,328,268...81,335,174
Ensembl chr10:81,328,731...81,335,172
JBrowse link

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  CHEBI ontology 21727
    role 21705
      application 21214
        indicator 8753
          biomarker 6524
            8-epi-prostaglandin F2alpha 7
              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 21727
    subatomic particle 21713
      composite particle 21713
        hadron 21713
          baryon 21713
            nucleon 21713
              atomic nucleus 21713
                atom 21713
                  main group element atom 21629
                    p-block element atom 21629
                      carbon group element atom 21434
                        carbon atom 21334
                          organic molecular entity 21334
                            organic group 19894
                              organic divalent group 19881
                                organodiyl group 19881
                                  carbonyl group 19864
                                    carbonyl compound 19864
                                      carboxylic acid 19163
                                        monocarboxylic acid 18465
                                          fatty acid 16600
                                            fatty acid derivative 1034
                                              icosanoid 460
                                                prostanoid 399
                                                  prostaglandin 394
                                                    prostaglandins F 103
                                                      prostaglandins Falpha 102
                                                        prostaglandin F2alpha 88
                                                          8-epi-prostaglandin F2alpha 7
                                                            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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