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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
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Accession:CHEBI:48905 term browser browse the term
Definition: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.
Synonyms:related_synonym: (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
 xref: Beilstein:4188888;   KEGG:C04785;   LIPID_MAPS_instance:LMFA02000052;   MetaCyc:CPD-725;   PMID:7893744;   Reaxys:4188888
 cyclic_relationship: is_conjugate_acid_of CHEBI:58757;   is_enantiomer_of CHEBI:133986

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  CHEBI ontology 0
    chemical entity 0
      atom 0
        nonmetal atom 0
          carbon atom 0
            organic molecular entity 0
              olefinic compound 0
                olefinic fatty acid 0
                  trienoic fatty acid 0
                    (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid 0
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    subatomic particle 0
      composite particle 0
        hadron 0
          baryon 0
            nucleon 0
              atomic nucleus 0
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                  main group element atom 0
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                                      carboxylic acid 0
                                        monocarboxylic acid 0
                                          fatty acid 0
                                            unsaturated fatty acid 0
                                              polyunsaturated fatty acid 0
                                                trienoic fatty acid 0
                                                  fatty acid 18:3 0
                                                    octadecatrienoic acid 0
                                                      9,11,15-octadecatrienoic acid 0
                                                        (9Z,11E,15Z)-octadeca-9,11,15-trienoic acid 0
                                                          (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid 0
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