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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 21450
    chemical entity 21448
      atom 21434
        nonmetal atom 21301
          carbon atom 20999
            organic molecular entity 20999
              olefinic compound 14550
                olefinic fatty acid 616
                  trienoic fatty acid 110
                    (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid 0
Path 2
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  CHEBI ontology 21450
    subatomic particle 21434
      composite particle 21434
        hadron 21434
          baryon 21434
            nucleon 21434
              atomic nucleus 21434
                atom 21434
                  main group element atom 21329
                    p-block element atom 21329
                      carbon group element atom 21100
                        carbon atom 20999
                          organic molecular entity 20999
                            organic group 19497
                              organic divalent group 19487
                                organodiyl group 19487
                                  carbonyl group 19464
                                    carbonyl compound 19464
                                      carboxylic acid 19083
                                        monocarboxylic acid 18350
                                          fatty acid 16457
                                            unsaturated fatty acid 927
                                              polyunsaturated fatty acid 669
                                                trienoic fatty acid 110
                                                  fatty acid 18:3 95
                                                    octadecatrienoic acid 95
                                                      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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