Send us a Message

Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   


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
go back to main search page
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

show annotations for term's descendants           Sort by:
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
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20089
    role 20042
      biological role 20011
        antimicrobial agent 17818
          piericidin A 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic molecule 19856
                              organic cyclic compound 19612
                                organic heterocyclic compound 18824
                                  organic heteromonocyclic compound 17151
                                    pyridines 9191
                                      hydroxypyridine 85
                                        monohydroxypyridine 53
                                          piericidin A 1
paths to the root