Ketcher 10101713452D 1 1.00000 0.00000 0 30 30 0 0 0 999 V2000 5.7826 -26.1231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6364 -25.6302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4900 -26.1231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3437 -25.6302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1974 -26.1231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0512 -25.6302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9049 -26.1231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7585 -25.6302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6122 -26.1231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4661 -25.6302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3198 -26.1231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1735 -25.6302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.0272 -26.1231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.8809 -25.6302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.8809 -24.6445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.7346 -24.1516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.5883 -24.6445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.5883 -25.6302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.7346 -26.1231 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 17.7346 -23.1658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.0272 -24.1516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3198 -27.1089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9049 -27.1089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1974 -27.1089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3437 -24.6445 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4900 -27.1231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.4543 -24.1445 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.3204 -24.6445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.4543 -26.1302 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 19.4543 -27.1302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 2 3 2 0 0 0 3 4 1 0 0 0 4 5 1 0 0 0 5 6 1 0 0 0 6 7 2 0 0 0 7 8 1 0 0 0 8 9 2 0 0 0 9 10 1 0 0 0 10 11 1 0 0 0 11 12 2 0 0 0 12 13 1 0 0 0 13 14 1 0 0 0 14 15 1 0 0 0 15 16 2 0 0 0 16 17 1 0 0 0 17 18 2 0 0 0 18 19 1 0 0 0 19 14 2 0 0 0 16 20 1 0 0 0 15 21 1 0 0 0 11 22 1 0 0 0 7 23 1 0 0 0 5 24 1 1 0 0 4 25 1 6 0 0 3 26 1 0 0 0 17 27 1 0 0 0 27 28 1 0 0 0 18 29 1 0 0 0 29 30 1 0 0 0 M END > CHEBI:138511 > piericidin A > 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 > 3 > SN 198E; Shaoguanmycin B; Piericidin A1; AR 054; 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; 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; (+)-piericidin A1 > 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 > C25H37NO4 > 415.567 > 415.27226 > 0 > 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 > 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 > BBLGCDSLCDDALX-LKGBESRRSA-N > 2738-64-9 > 4720916 > 2738-64-9 > CPD0-1233 > 12400692; 16277503; 16953619; 17721005; 17941090; 19138148; 22365607; 24295981; 24409990; 25437199; 25812110; 26856451; 27301663; 28217742; 9684860 $$$$