Term: | piericidin A |
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Accession: | CHEBI:138511
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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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