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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 24191
    chemical entity 24157
      atom 24144
        nonmetal atom 23821
          carbon atom 23660
            organic molecular entity 23660
              olefinic compound 14806
                olefinic fatty acid 620
                  trienoic fatty acid 111
                    (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid 0
Path 2
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  CHEBI ontology 24191
    subatomic particle 24144
      composite particle 24144
        hadron 24144
          baryon 24144
            nucleon 24144
              atomic nucleus 24144
                atom 24144
                  main group element atom 23976
                    p-block element atom 23976
                      carbon group element atom 23703
                        carbon atom 23660
                          organic molecular entity 23660
                            organic group 22176
                              organic divalent group 22150
                                organodiyl group 22150
                                  carbonyl group 22129
                                    carbonyl compound 22129
                                      carboxylic acid 21165
                                        monocarboxylic acid 20045
                                          fatty acid 18204
                                            unsaturated fatty acid 938
                                              polyunsaturated fatty acid 679
                                                trienoic fatty acid 111
                                                  fatty acid 18:3 97
                                                    octadecatrienoic acid 97
                                                      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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