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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 19812
    role 19761
      biological role 19761
        antimicrobial agent 17400
          piericidin A 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic molecule 19560
                              organic cyclic compound 19351
                                organic heterocyclic compound 18582
                                  organic heteromonocyclic compound 17081
                                    pyridines 9096
                                      hydroxypyridine 81
                                        monohydroxypyridine 52
                                          piericidin A 1
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