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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 849
    chemical entity 849
      atom 834
        nonmetal atom 809
          carbon atom 790
            organic molecular entity 790
              olefinic compound 350
                olefinic fatty acid 8
                  trienoic fatty acid 2
                    (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid 0
Path 2
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  CHEBI ontology 849
    subatomic particle 834
      composite particle 834
        hadron 834
          baryon 834
            nucleon 834
              atomic nucleus 834
                atom 834
                  main group element atom 823
                    p-block element atom 820
                      carbon group element atom 794
                        carbon atom 790
                          organic molecular entity 790
                            organic group 372
                              organic divalent group 370
                                organodiyl group 370
                                  carbonyl group 369
                                    carbonyl compound 369
                                      carboxylic acid 250
                                        monocarboxylic acid 133
                                          fatty acid 77
                                            unsaturated fatty acid 9
                                              polyunsaturated fatty acid 9
                                                trienoic fatty acid 2
                                                  fatty acid 18:3 2
                                                    octadecatrienoic acid 2
                                                      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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