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ChEBI
> Main
CHEBI:34505 - 8-
epi
-prostaglandin F
2α
Main
ChEBI Ontology
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ChEBI Name
8-
epi
-prostaglandin F
2α
ChEBI ID
CHEBI:34505
ChEBI ASCII Name
8-epi-prostaglandin F2alpha
Definition
An isoprostane that is prostaglandin F
2α
having inverted stereochemistry at the 8-position.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Molfile
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Molfile
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 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
F
2
-isoprostane (
CHEBI:142058
)
8-
epi
-prostaglandin F
2α
(
CHEBI:34505
)
is conjugate acid of
8-
epi
-prostaglandin F
2α
(1−) (
CHEBI:77768
)
Incoming
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
(5
Z
,13
E
,15
S
)-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-PGF
2α
HMDB
8-iso-PGF
2α
-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
Types
Sources
10711349
PubMed citation
Europe PMC
11290373
PubMed citation
Europe PMC
11309241
PubMed citation
Europe PMC
11442801
PubMed citation
Europe PMC
12023538
PubMed citation
Europe PMC
12626646
PubMed citation
Europe PMC
12869634
PubMed citation
Europe PMC
14504139
PubMed citation
Europe PMC
14718263
PubMed citation
Europe PMC
15363966
PubMed citation
Europe PMC
15528403
PubMed citation
Europe PMC
18455148
PubMed citation
Europe PMC
18544228
PubMed citation
Europe PMC
19581065
PubMed citation
Europe PMC
26279287
PubMed citation
Europe PMC
26288351
PubMed citation
Europe PMC
26919242
PubMed citation
Europe PMC
27171014
PubMed citation
Europe PMC
27256793
PubMed citation
Europe PMC
27530350
PubMed citation
Europe PMC
27660223
PubMed citation
Europe PMC
27780952
PubMed citation
Europe PMC
28031075
PubMed citation
Europe PMC
28102831
PubMed citation
Europe PMC
28385290
PubMed citation
Europe PMC
9733362
PubMed citation
Europe PMC
9853769
PubMed citation
Europe PMC
Last Modified
31 August 2018