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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:131888 - 8-
epi
-prostaglandin E
2
Main
ChEBI Ontology
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ChEBI Name
8-
epi
-prostaglandin E
2
ChEBI ID
CHEBI:131888
ChEBI ASCII Name
8-epi-prostaglandin E2
Definition
A prostanoid that is prostaglandin E
2
having inverted stereochemistry at the 8-position.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula
C20H32O5
Net Charge
0
Average Mass
352.466
Monoisotopic Mass
352.22497
InChI
InChI=1S/C20H32O5/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-
17,19,21,23H,2-
3,5-
6,8-
11,14H2,1H3,(H,24,25)
/b7-
4-
,13-
12+/t15-
,16-
,17+,19+/m0/s1
InChIKey
XEYBRNLFEZDVAW-CLQOMRTCSA-N
SMILES
C(\[C@H]1[C@@H](CC([C@H]1C/C=C\CCCC(O)=O)=O)O)=C/[C@H](CCCCC)O
Metabolite of Species
Details
Rattus norvegicus
(NCBI:txid10116)
See:
PubMed
Rattus norvegicus
(NCBI:txid10116)
See:
MetaboLights Study
Homo sapiens
(NCBI:txid9606)
See:
PubMed
Roles Classification
Biological Role
(s):
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (
Rattus norvegicus
).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
Application
(s):
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 E
2
(
CHEBI:131888
)
has functional parent
prostaglandin E
2
(
CHEBI:15551
)
8-
epi
-prostaglandin E
2
(
CHEBI:131888
)
has role
bronchoconstrictor agent (
CHEBI:50141
)
8-
epi
-prostaglandin E
2
(
CHEBI:131888
)
has role
human metabolite (
CHEBI:77746
)
8-
epi
-prostaglandin E
2
(
CHEBI:131888
)
has role
rat metabolite (
CHEBI:86264
)
8-
epi
-prostaglandin E
2
(
CHEBI:131888
)
has role
vasoconstrictor agent (
CHEBI:50514
)
8-
epi
-prostaglandin E
2
(
CHEBI:131888
)
is a
cyclic ketone (
CHEBI:3992
)
8-
epi
-prostaglandin E
2
(
CHEBI:131888
)
is a
diol (
CHEBI:23824
)
8-
epi
-prostaglandin E
2
(
CHEBI:131888
)
is a
prostanoid (
CHEBI:26347
)
8-
epi
-prostaglandin E
2
(
CHEBI:131888
)
is a
secondary alcohol (
CHEBI:35681
)
IUPAC Name
(5
Z
,8β,11α,13
E
,15
S
)-11,15-dihydroxy-9-oxoprosta-5,13-dien-1-oic acid
Synonyms
Sources
7-[3-Hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl]-5-heptenoic acid
HMDB
8-
epi
-PGE
2
ChEBI
8-iso-PGE
2
ChEBI
8-isoprostaglandin E
2
ChEBI
Manual Xrefs
Databases
4446334
ChemSpider
HMDB0005844
HMDB
LMFA03110003
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
27415-25-4
CAS Registry Number
ChemIDplus
4709355
Reaxys Registry Number
Reaxys
Citations
Types
Sources
10636418
PubMed citation
Europe PMC
10718110
PubMed citation
Europe PMC
11160628
PubMed citation
Europe PMC
12376370
PubMed citation
Europe PMC
12626646
PubMed citation
Europe PMC
12716476
PubMed citation
Europe PMC
12869634
PubMed citation
Europe PMC
15257985
PubMed citation
Europe PMC
17690331
PubMed citation
Europe PMC
19088946
PubMed citation
Europe PMC
19513831
PubMed citation
Europe PMC
20036885
PubMed citation
Europe PMC
22015024
PubMed citation
Europe PMC
22565502
PubMed citation
Europe PMC
22959706
PubMed citation
Europe PMC
26209241
PubMed citation
Europe PMC
9013211
PubMed citation
Europe PMC
9099206
PubMed citation
Europe PMC
9316826
PubMed citation
Europe PMC
Last Modified
06 December 2016