CHEBI:34505 - 8-epi-prostaglandin F2α

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ChEBI Name 8-epi-prostaglandin F2α
ChEBI ID CHEBI:34505
ChEBI ASCII Name 8-epi-prostaglandin F2alpha
Definition An isoprostane that is prostaglandin F2α having inverted stereochemistry at the 8-position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:1934503, ZINC000003805921
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Formulae C20H34O5
C20H34O5
Net Charge 0
Average Mass 354.482
Monoisotopic Mass 354.24062
InChI 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
Roles Classification
Application(s): biomarker
A substance used as an indicator of a biological state.
(via F2-isoprostane )
bronchoconstrictor agent
A drug which causes a narrowing of the lumen of a bronchus or bronchiole.
vasoconstrictor agent
Drug used to cause constriction of the blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 8-epi-prostaglandin F2α (CHEBI:34505) has functional parent prostaglandin F2α (CHEBI:15553)
8-epi-prostaglandin F2α (CHEBI:34505) has role biomarker (CHEBI:59163)
8-epi-prostaglandin F2α (CHEBI:34505) has role bronchoconstrictor agent (CHEBI:50141)
8-epi-prostaglandin F2α (CHEBI:34505) has role vasoconstrictor agent (CHEBI:50514)
8-epi-prostaglandin F2α (CHEBI:34505) is a F2-isoprostane (CHEBI:142058)
8-epi-prostaglandin F2α (CHEBI:34505) is conjugate acid of 8-epi-prostaglandin F2α(1−) (CHEBI:77768)
Incoming 1-palmitoyl-2-(8-epi-prostaglandin F2α)-sn-glycero-3-phosphocholine (CHEBI:77328) has functional parent 8-epi-prostaglandin F2α (CHEBI:34505)
1-stearoyl-2-(8-epi-prostaglandin F2α)-sn-glycero-3-phosphocholine (CHEBI:77329) has functional parent 8-epi-prostaglandin F2α (CHEBI:34505)
8-epi-prostaglandin F2α(1−) (CHEBI:77768) is conjugate base of 8-epi-prostaglandin F2α (CHEBI:34505)
IUPAC Name
(5Z,13E,15S)-9α,11α,15-trihydroxy-8β-prosta-5,13-dien-1-oic acid
Synonyms Sources
8-epi-PGF2alpha ChemIDplus
8-epi-Prostaglandin F2alpha KEGG COMPOUND
8-Epi-prostaglandin F2alpha ChemIDplus
8-Epiprostaglandin F2alpha ChemIDplus
8-Iso-PGF2a HMDB
8-Iso-PGF2α HMDB
8-iso-PGF2α-III ChEBI
8-IsoP ChEBI
8-Isoprostaglandin F2alpha KEGG COMPOUND
8-Isoprostane KEGG COMPOUND
9,11,15-Trihydroxy-prosta-5,13-dien-1-oic acid KEGG COMPOUND
Manual Xrefs Databases
C13809 KEGG COMPOUND
HMDB0005083 HMDB
LMFA03110001 LIPID MAPS
View more database links
Registry Numbers Types Sources
27415-26-5 CAS Registry Number ChemIDplus
7170215 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
31 August 2018