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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 chr10:92,289,002...92,386,517
Ensembl chr10:92,288,910...92,386,517
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Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        antimicrobial agent 17312
          piericidin A 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic heterocyclic compound 18410
                                  organic heteromonocyclic compound 16445
                                    pyridines 8381
                                      hydroxypyridine 64
                                        monohydroxypyridine 49
                                          piericidin A 1
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.