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(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid |
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CHEBI:48905 |
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(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid |
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A lipid hydroperoxide, obtained by the formal substitution of a hydrogen at position 9 of (9Z,11E,15Z)-octadeca-9,11,15-trienoic acid by a hydroperoxy group (the 13S-stereoisomer). Biochemically, it is an 18-C rearrangement and primary peroxidation product of α-linolenic acid, an intermediate in prostaglandin and leukotriene metabolism, and the substrate of the lyase enzyme hydroperoxide dehydratase. |
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This entity has been manually annotated by the ChEBI Team.
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Molfile
XML
SDF
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InChI=1S/C18H30O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h3,7,9,11-12,15,17,21H,2,4-6,8,10,13-14,16H2,1H3,(H,19,20)/b9-7-,11-3-,15-12+/t17-/m0/s1 |
UYQGVDXDXBAABN-FQSPHKRJSA-N |
CC\C=C/C[C@H](OO)\C=C\C=C/CCCCCCCC(O)=O |
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Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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View more via ChEBI Ontology
Outgoing
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(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
(CHEBI:48905)
has functional parent
(9Z,11E,15Z)-octadeca-9,11,15-trienoic acid
(CHEBI:48907)
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
(CHEBI:48905)
is a
hydroperoxyoctadecatrienoic acid
(CHEBI:134615)
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
(CHEBI:48905)
is a
trienoic fatty acid
(CHEBI:73155)
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
(CHEBI:48905)
is conjugate acid of
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
(CHEBI:58757)
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
(CHEBI:48905)
is enantiomer of
(9Z,11E,13R,15Z)-13-hydroperoxyoctadecatrienoic acid
(CHEBI:133986)
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Incoming
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(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
(CHEBI:58757)
is conjugate base of
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
(CHEBI:48905)
(9Z,11E,13R,15Z)-13-hydroperoxyoctadecatrienoic acid
(CHEBI:133986)
is enantiomer of
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
(CHEBI:48905)
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(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
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(9Z,11E,15Z)-(13S)-13-Hydroperoxyoctadeca-9,11,15-trienoic acid
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KEGG COMPOUND
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(9Z,11E,15Z)-(13S)-Hydroperoxyoctadeca-9,11,15-trienoate
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KEGG COMPOUND
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13(S)-HPOT
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ChEBI
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13(S)-HpOTrE
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KEGG COMPOUND
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13(S)-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid
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ChEBI
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13(S)-hydroperoxylinolenic acid
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MetaCyc
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13-HPOT
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MetaCyc
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13-HPOT
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KEGG COMPOUND
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13S-HpOTrE
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LIPID MAPS
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13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid
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MetaCyc
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13S-hydroperoxy-9Z,11E,15Z-octadecatrienoic acid
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LIPID MAPS
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4188888
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Reaxys Registry Number
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Reaxys
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4188888
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Beilstein Registry Number
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Beilstein
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35088946
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PubMed citation
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Europe PMC
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7893744
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PubMed citation
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Europe PMC
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