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Ontology Browser

Term:
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid (CHEBI:48905)
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Parent Terms Term With Siblings Child Terms
(10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoic acid +  
(2E,6E,10E)-geranylgeranic acid +  
(2E,6E,10E,14E)-omega-hydroxygeranylgeranic acid 
(4Z,7Z,11Z,13Z,15E,17S)-10,17-bis(hydroperoxy)docosapentaenoic acid 
(4Z,7Z,11Z,13Z,15E,17S,19Z)-10,17-bis(hydroperoxy)docosahexaenoic acid 
(4Z,8E,10Z,12E,14S,16Z,19Z)-14-hydroperoxydocosahexaenoic acid 
(5S)-hydroperoxy-18-hydroxy-EPE 
(5Z,9E,12S,14Z)-8,11,12,20-tetrahydroxyicosa-5,9,14-trienoic acid 
(5Z,9E,14Z)-(8xi,11R,12S)-11,12-epoxy-8-hydroxyicosa-5,9,14-trienoic acid 
(6E,8Z,11Z)-5-oxoicosatrienoic acid 
(7S,14S)-bis(hydroperoxy)-(4Z,8E,10Z,12E,16Z,19Z)-docosahexaenoic acid 
(7S,17S)-bis(hydroperoxy)-(4Z,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid 
(7Z,11Z,13Z,15E,19Z)-10,17-bis(hydroperoxy)docosapentaenoic acid 
(8E,10S,12Z,15Z)-10-hydroperoxyoctadeca-8,12,15-trienoic acid 
(8E,10Z,13Z,15E,19Z)-7,17-bis(hydroperoxy)docosapentaenoic acid 
(8Z,11Z,14Z)-heptadecatrienoic acid 
(9S,10E,12Z,14E,16S)-9,16-bis(hydroperoxy)octadecatrienoate 
(9S,10E,12Z,14E,16S)-9,16-bis(hydroperoxy)octadecatrienoic acid 
(9Z,11E)-9-hydroperoxyoctadeca-9,11-dienoic acid 
(9Z,11E,13R,15Z)-13-hydroperoxyoctadecatrienoic acid 
(9Z,11E,13S,14Z)-13-hydroperoxyoctadecatrienoic acid 
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid 
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 alpha-linolenic acid, an intermediate in prostaglandin and leukotriene metabolism, and the substrate of the lyase enzyme hydroperoxide dehydratase.
(9Z,11E,15Z)-13-hydroperoxyoctadecatrienoic acid 
(9Z,11R,12Z,15Z)-11-hydroperoxyoctadecatrienoic acid 
(9Z,11S,12Z,15Z)-11-hydroperoxyoctadecatrienoic acid 
(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid +  
(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoic acid 
(R)-2-hydroperoxy-alpha-linolenic acid 
10-HPO(6,8,12)TrE +  
11(S)-hydroxy-14(S),15(S)-hepoxilin A3 
12(R)-HPETE methyl ester 
12-HHTrE +   
13,14-dihydro-15-oxolipoxin A4 
13,14-dihydrolipoxin A4 
13-hydroperoxylinoleic acid 
15(S)-HPETE 2-glyceryl ester 
2-[(9S,11R)-epidioxy-(15S)-hydroperoxy-(5Z,13E)-prostadienoyl]-sn-glycero-3- phosphocholine 
2-[(9S,11R)-epidioxy-(15S)-hydroperoxy-(5Z,13E)-prostadienoyl]-sn-glycero-3-phosphoethanolamine 
8,11,14-icosatrien-5-ynoic acid 
8-HPETE methyl ester +  
alpha-licanic acid 
bis(hydroperoxy)icosatetraenoic acid +  
DHET +  
dodecatrienoic acid +   
EET +   
epoxy(hydroxy)icosatrienoic acid +  
farnesoic acid +   
fatty acid 16:3 +  
fatty acid 18:3 +   
fatty acid 20:3 +  
hepoxilin B3 
HPETE +   
HPODE +   
hydroperoxy(epoxy)icosatrienoic acid +  
hydroperoxyicosapentaenoic acid +  
hydroperoxyicosatrienoic acid +  
hydroperoxyoctadecatrienoic acid +  
methyl 8-[3,5-epidioxy-2-(3-hydroperoxy-1-pentenyl)-cyclopentyl]-octanoate 
N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]-gamma-aminobutanoic acid 
N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]-gamma-aminobutyric acid 
N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]alanine 
N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]glycine 
N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]alanine 
N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]glycine 
octatrienoic acid 
trihydroxyicosatrienoic acid +  
trioxilin +  

Synonyms
Related Synonyms: (9Z,11E,15Z)-(13S)-Hydroperoxyoctadeca-9,11,15-trienoate ;   13(S)-HPOT ;   13(S)-HpOTrE ;   13(S)-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid ;   13(S)-hydroperoxylinolenic acid ;   13-HPOT ;   13S-HpOTrE ;   13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid ;   13S-hydroperoxy-9Z,11E,15Z-octadecatrienoic acid ;   Formula=C18H30O4 ;   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 ;   InChIKey=UYQGVDXDXBAABN-FQSPHKRJSA-N ;   SMILES=CC\\C=C/C[C@H](OO)\\C=C\\C=C/CCCCCCCC(O)=O
Xrefs: Beilstein:4188888 ;   KEGG:C04785 ;   LIPID_MAPS_instance:LMFA02000052 ;   MetaCyc:CPD-725 ;   PMID:7893744 ;   Reaxys:4188888
Cyclic Relationships: is_conjugate_acid_of CHEBI:58757 ;   is_enantiomer_of CHEBI:133986

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.