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ChEBI
> Main
CHEBI:88347 - 15(
S
)-HEPE
Main
ChEBI Ontology
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ChEBI Name
15(
S
)-HEPE
ChEBI ID
CHEBI:88347
ChEBI ASCII Name
15(S)-HEPE
Definition
A 15-HEPE that consists of (5
Z
,8
Z
,11
Z
,13
E
,17
Z
)-icosapentaenoic acid in which the 15-hydroxy group has
S
-configuration.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Molfile
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Molfile
Formula
C20H30O3
Net Charge
0
Average Mass
318.451
Monoisotopic Mass
318.21949
InChI
InChI=1S/C20H30O3/c1-
2-
3-
13-
16-
19(21)
17-
14-
11-
9-
7-
5-
4-
6-
8-
10-
12-
15-
18-
20(22)
23/h3-
5,8-
11,13-
14,17,19,21H,2,6-
7,12,15-
16,18H2,1H3,(H,22,23)
/b5-
4-
,10-
8-
,11-
9-
,13-
3-
,17-
14+/t19-
/m0/s1
InChIKey
WLKCSMCLEKGITB-DBVSHIMFSA-N
SMILES
C(\CC)=C\C[C@@H](/C=C/C=C\C/C=C\C/C=C\CCCC(=O)O)O
Metabolite of Species
Details
Drosophila melanogaster
(NCBI:txid7227)
See:
PubMed
Homo sapiens
(NCBI:txid9606)
See:
MetaboLights Study
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (
Mus musculus
).
(via
15-HEPE
)
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via
HEPE
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
15(
S
)-HEPE (
CHEBI:88347
)
has role
human xenobiotic metabolite (
CHEBI:76967
)
15(
S
)-HEPE (
CHEBI:88347
)
is a
15-HEPE (
CHEBI:72627
)
15(
S
)-HEPE (
CHEBI:88347
)
is conjugate acid of
15(
S
)-HEPE(1−) (
CHEBI:132087
)
15(
S
)-HEPE (
CHEBI:88347
)
is enantiomer of
15(
R
)-HEPE (
CHEBI:91140
)
Incoming
15(
S
)-HEPE(1−) (
CHEBI:132087
)
is conjugate base of
15(
S
)-HEPE (
CHEBI:88347
)
15(
R
)-HEPE (
CHEBI:91140
)
is enantiomer of
15(
S
)-HEPE (
CHEBI:88347
)
IUPAC Name
(5
Z
,8
Z
,11
Z
,13
E
,15
S
,17
Z
)-
15-
hydroxyicosa-
5,8,11,13,17-
pentaenoic acid
Synonyms
Sources
(5
Z
,8
Z
,11
Z
,13
E
,15
S
,17
Z
)-15-hydroxyicosapentaenoic acid
ChEBI
15S-HEPE
LIPID MAPS
15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid
LIPID MAPS
Manual Xref
Database
LMFA03070009
LIPID MAPS
View more database links
Registry Number
Type
Source
26880603
Reaxys Registry Number
Reaxys
Citations
Types
Sources
15850718
PubMed citation
Europe PMC
19538551
PubMed citation
Europe PMC
21206090
PubMed citation
Europe PMC
26931457
PubMed citation
Europe PMC
Last Modified
22 July 2016