8-epi-prostaglandin F2alpha (CHEBI:34505)

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CHEBI:34505 - 8-epi-prostaglandin F_2α

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ChEBI ID	CHEBI:34505
ChEBI Name	8-epi-prostaglandin F_2α
Stars
ASCII Name	8-epi-prostaglandin F2alpha
Definition	An isoprostane that is prostaglandin F_2α having inverted stereochemistry at the 8-position.
Last Modified	31 August 2018
Downloads	Molfile

Formula	C20H34O5
Net Charge	0
Average Mass	354.487
Monoisotopic Mass	354.24062
SMILES	CCCCC[C@H](O)/C=C/[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O
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

Roles Classification

vasoconstrictor agent Drug used to cause constriction of the blood vessels.

bronchoconstrictor agent A drug which causes a narrowing of the lumen of a bronchus or bronchiole.

biomarker A substance used as an indicator of a biological state.

biomarker A substance used as an indicator of a biological state.

ChEBI Ontology

Outgoing Relation(s)
	8-epi-prostaglandin F_2α (CHEBI:34505) has functional parent prostaglandin F_2α (CHEBI:15553)
	8-epi-prostaglandin F_2α (CHEBI:34505) has role biomarker (CHEBI:59163)
	8-epi-prostaglandin F_2α (CHEBI:34505) has role bronchoconstrictor agent (CHEBI:50141)
	8-epi-prostaglandin F_2α (CHEBI:34505) has role vasoconstrictor agent (CHEBI:50514)
	8-epi-prostaglandin F_2α (CHEBI:34505) is a F₂-isoprostane (CHEBI:142058)
	8-epi-prostaglandin F_2α (CHEBI:34505) is conjugate acid of 8-epi-prostaglandin F_2α(1−) (CHEBI:77768)
Incoming Relation(s)
	1-palmitoyl-2-(8-epi-prostaglandin F_2α)-sn-glycero-3-phosphocholine (CHEBI:77328) has functional parent 8-epi-prostaglandin F_2α (CHEBI:34505)
	1-stearoyl-2-(8-epi-prostaglandin F_2α)-sn-glycero-3-phosphocholine (CHEBI:77329) has functional parent 8-epi-prostaglandin F_2α (CHEBI:34505)
	8-epi-prostaglandin F_2α(1−) (CHEBI:77768) is conjugate base of 8-epi-prostaglandin F_2α (CHEBI:34505)

IUPAC Name
(5Z,13E,15S)-9α,11α,15-trihydroxy-8β-prosta-5,13-dien-1-oic acid

Synonyms	Source
9,11,15-Trihydroxy-prosta-5,13-dien-1-oic acid	KEGG COMPOUND
8-Isoprostaglandin F2alpha	KEGG COMPOUND
8-Isoprostane	KEGG COMPOUND
8-Epi-prostaglandin F2alpha	ChemIDplus
8-Epiprostaglandin F2alpha	ChemIDplus
8-epi-PGF2alpha	ChemIDplus

Manual Xrefs	Databases
C13809	KEGG COMPOUND
LMFA03110001	LIPID MAPS
HMDB0005083	HMDB

Registry Numbers	Sources
Reaxys:7170215	Reaxys
CAS:27415-26-5	ChemIDplus

Citations