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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:piericidin A
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Accession:CHEBI:138511 term browser browse the term
Definition:A member of the class of monohydroxypyridines that acts as an irreversible mitochondrial Complex I inhibitor that strongly associates with ubiquinone binding sites in both mitochondrial and bacterial forms of NADH:ubiquinone oxidoreductase
Synonyms:exact_synonym: 2-[(2E,5E,7E,9R,10R,11E)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraen-1-yl]-5,6-dimethoxy-3-methylpyridin-4-ol
 related_synonym: 2-[(2E,5E,7E,11E)-10R-hydroxy-3,7,9R,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5,6-dimethoxy-3-methyl-4-pyridinol;   2-[(2E,5E,7E,9R,10R,11E)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraenyl]-5,6-dimethoxy-3-methyl-1H-pyridin-4-one;   AR 054;   Formula=C25H37NO4;   InChI=1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1;   InChIKey=BBLGCDSLCDDALX-LKGBESRRSA-N;   Piericidin A1;   SMILES=C/C=C(/[C@@H]([C@@H](/C=C(/C=C/C/C(=C/CC=1C(=C(C(=C(N1)OC)OC)O)C)/C)\\C)C)O)\\C;   SN 198E;   Shaoguanmycin B
 xref: CAS:2738-64-9
 xref_mesh: MESH:C100213
 xref: MetaCyc:CPD0-1233;   PMID:12400692;   PMID:16277503;   PMID:16953619;   PMID:17721005;   PMID:17941090;   PMID:19138148;   PMID:22365607;   PMID:24295981;   PMID:24409990;   PMID:25437199;   PMID:25812110;   PMID:26856451;   PMID:27301663;   PMID:28217742;   PMID:9684860;   Pubchem:6437838;   Reaxys:4720916

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piericidin A term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Mapt microtubule-associated protein tau increases response to substance
increases phosphorylation
ISO MAPT protein polymorphism results in increased susceptibility to piericidin A
piericidin A results in increased phosphorylation of MAPT protein polymorphism
CTD PMID:25437199 NCBI chr10:89,138,644...89,236,137
Ensembl chr10:89,138,627...89,236,129
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Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19908
    role 19883
      biological role 19881
        antimicrobial agent 18058
          piericidin A 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19908
    subatomic particle 19906
      composite particle 19906
        hadron 19906
          baryon 19906
            nucleon 19906
              atomic nucleus 19906
                atom 19906
                  main group element atom 19853
                    p-block element atom 19853
                      carbon group element atom 19799
                        carbon atom 19794
                          organic molecular entity 19794
                            organic molecule 19751
                              organic cyclic compound 19559
                                organic heterocyclic compound 18896
                                  organic heteromonocyclic compound 17816
                                    pyridines 11236
                                      hydroxypyridine 88
                                        monohydroxypyridine 57
                                          piericidin A 1
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