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Ask your administrator if you think this is wrong. ====== Rotenone 2μM R00 exp33 ====== ==== Mechanism of Action ==== Inhibits complex I, blocks electron transfer from iron-sulfur centers to ubiquinone, generates ROS, also inhibits microtubule assembly * **<color #00a2e8>Class / Subclass 1:</color>** Organelle Function / Mitochondrial Inhibitor * **<color #00a2e8>Class / Subclass 2:</color>** Cell Cycle / Microtubule Poison ==== Technical Notes ==== <accordion collapsed='true'> <panel title='Compound References' collapsed='true'> * **<color #00a2e8>PubChem Name:</color>** %%Rotenone%% * **<color #00a2e8>Synonyms:</color>** N/A * **<color #00a2e8>CAS #:</color>** 83-79-4 * **<color #00a2e8>PubChem CID:</color>** [[https://pubchem.ncbi.nlm.nih.gov/compound/6758|6758]] * **<color #00a2e8>IUPAC:</color>** %%(1S,6R,13S)-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one%% * **<color #00a2e8>INCHI Name:</color>** InChI=1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1 * **<color #00a2e8>INCHI Key:</color>** JUVIOZPCNVVQFO-HBGVWJBISA-N * **<color #00a2e8>Molecular Weight:</color>** 394.4 * **<color #00a2e8>Canonical SMILES:</color>** CC(=C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC * **<color #00a2e8>Isomeric SMILES:</color>** CC(=C)[C@H]1CC2=C(O1)C=CC3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC * **<color #00a2e8>Molecular Formula:</color>** C23H22O6 {{:chemogenomics:structures:chem-0018.svg?nolink}} </panel> <panel title='Compound Supplier' collapsed='true'> * **<color #00a2e8>Supplier Name:</color>** Sigma-Aldrich * **<color #00a2e8>Catalog #:</color>** R8875 * **<color #00a2e8>Lot #:</color>** SLBG7568V </panel> <panel title='Compound Characterization' collapsed='true'> * **<color #00a2e8>HRMS (ESI-TOF) m/z:</color>** (M+H)+ Calcd for C23H22O6 395.14891; found 395.15075 </panel> <panel title='Dose Response Curve' collapsed='true'> * **<color #00a2e8>Platform ID:</color>** Rotenone * **<color #00a2e8>Min:</color>** 11.0154; **<color #00a2e8>Max:</color>** 87.2842 {{:chemogenomics:dose_response:dr_275.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |0.0123 | | IC30 |0.0322 | | IC40 |0.0711 | | IC50 |0.1468 | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ </panel> </accordion> ==== Screen Summary ==== * **<color #00a2e8>Round</color>**: 00 * **<color #00a2e8>Dose</color>**: 2µM * **<color #00a2e8>Days of incubation</color>**: 8 * **<color #00a2e8>Doublings</color>**: 0.3 * **<color #00a2e8>Numbers of reads</color>**: 11335210 ==== Screen Results ==== ^Sensitive/Resistant hits (FDR<0.05)^CRANKS^Score Plot^Top 30 Genes^Screen Similarity^Top 30 Sensitive GO terms^Top 30 Resistant GO terms^ |7/173|<color #e85500>[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Rotenone_2uM_Round-0_exp33.txt|Scores]]</color>|<button type="primary" size="sm" modal="ScorePlot">View</button>|<button type="primary" size="sm" modal="modal_hits">View</button>|<button type="primary" size="sm" modal="modal_screen_similarity">View</button>|<button type="primary" size="sm" modal="modal_go_sensitive">View</button>|<button type="primary" size="sm" modal="modal_go_resistant">View</button>| <modal id='ScorePlot' size='lg' title='Rotenone 2μM R00 exp33'> {{:chemogenomics:cranks_plots:exp33.png?nolink}} </modal> <modal id="modal_hits" size="sm" title="Top 30 S/R Genes"> ^Gene^CRANKS Score^FDR^ |[[:human_genes:S:SEPHS2|SEPHS2]]|-3.26|<0.01| |[[:human_genes:A:ATP6AP1|ATP6AP1]]|-3.17|0.28| |[[:human_genes:D:DDX3X|DDX3X]]|-3.05|<0.01| |[[:human_genes:P:PSTK|PSTK]]|-2.92|0.02| |[[:human_genes:C:COX7A2L|COX7A2L]]|-2.89|0.01| |[[:human_genes:A:ATP6V0C|ATP6V0C]]|-2.61|0.48| |[[:human_genes:B:BRD2|BRD2]]|-2.57|0.05| |[[:human_genes:H:HNRNPA0|HNRNPA0]]|-2.54|0.05| |[[:human_genes:A:ATP6V1A|ATP6V1A]]|-2.53|0.09| |[[:human_genes:Y:YPEL5|YPEL5]]|-2.53|0.05| |[[:human_genes:A:ATP6V1B2|ATP6V1B2]]|-2.48|0.09| |[[:human_genes:R:RAB43|RAB43]]|-2.45|0.10| |[[:human_genes:G:GZF1|GZF1]]|-2.43|0.17| |[[:human_genes:T:TSC2|TSC2]]|-2.39|0.09| |[[:human_genes:M:MTCH2|MTCH2]]|-2.35|0.09| |[[:human_genes:P:POLE|POLE]]|-2.34|0.48| |[[:human_genes:M:MRS2|MRS2]]|-2.34|0.09| |[[:human_genes:S:SLC6A12|SLC6A12]]|-2.33|0.14| |[[:human_genes:A:AATF|AATF]]|-2.32|0.28| |[[:human_genes:E:EEFSEC|EEFSEC]]|-2.29|0.10| |[[:human_genes:P:PCGF1|PCGF1]]|-2.28|0.10| |[[:human_genes:S:SLC6A17|SLC6A17]]|-2.25|0.11| |[[:human_genes:C:CLSPN|CLSPN]]|-2.24|0.29| |[[:human_genes:B:BIRC5|BIRC5]]|-2.24|0.28| |[[:human_genes:T:TAF1|TAF1]]|-2.23|0.28| |[[:human_genes:U:UIMC1|UIMC1]]|-2.21|0.20| |[[:human_genes:A:ANKRD13C|ANKRD13C]]|-2.18|0.32| |[[:human_genes:F:FBXL14|FBXL14]]|-2.15|0.17| |[[:human_genes:Y:YY1|YY1]]|-2.11|0.28| |[[:human_genes:S:SCGB1C1|SCGB1C1]]|-2.10|0.20| |[[:human_genes:D:DPY19L1|DPY19L1]]|3.46|<0.01| |[[:human_genes:N:NOD1|NOD1]]|3.49|<0.01| |[[:human_genes:H:HOXA7|HOXA7]]|3.50|<0.01| |[[:human_genes:P:PLEKHA8|PLEKHA8]]|3.54|<0.01| |[[:human_genes:E:ELMO1|ELMO1]]|3.56|<0.01| |[[:human_genes:C:COL28A1|COL28A1]]|3.57|<0.01| |[[:human_genes:G:GPR141|GPR141]]|3.59|<0.01| |[[:human_genes:H:HIBADH|HIBADH]]|3.62|<0.01| |[[:human_genes:D:DFNA5|DFNA5]]|3.63|<0.01| |[[:human_genes:H:HOXA3|HOXA3]]|3.65|<0.01| |[[:human_genes:C:CENPE|CENPE]]|3.68|<0.01| |[[:human_genes:C:CYTH3|CYTH3]]|3.70|<0.01| |[[:human_genes:Z:ZDHHC4|ZDHHC4]]|3.71|<0.01| |[[:human_genes:T:TNRC18|TNRC18]]|3.73|<0.01| |[[:human_genes:U:USP42|USP42]]|3.80|<0.01| |[[:human_genes:P:PDE1C|PDE1C]]|3.82|<0.01| |[[:human_genes:H:HOXA5|HOXA5]]|3.83|<0.01| |[[:human_genes:C:C7orf41|C7orf41]]|4.11|<0.01| |[[:human_genes:M:MAD2L1|MAD2L1]]|5.07|<0.01| |[[:human_genes:Z:ZWILCH|ZWILCH]]|5.08|<0.01| |[[:human_genes:R:RBM14-RBM4|RBM14-RBM4]]|5.72|<0.01| |[[:human_genes:M:MAD2L1BP|MAD2L1BP]]|5.91|<0.01| |[[:human_genes:M:MAD1L1|MAD1L1]]|6.31|<0.01| |[[:human_genes:R:RBM14|RBM14]]|6.36|<0.01| |[[:human_genes:C:CDC20|CDC20]]|6.44|<0.01| |[[:human_genes:B:BUB1B|BUB1B]]|6.80|<0.01| |[[:human_genes:B:BUB3|BUB3]]|6.90|<0.01| |[[:human_genes:T:TRIP13|TRIP13]]|7.30|<0.01| |[[:human_genes:Z:ZW10|ZW10]]|8.24|<0.01| |[[:human_genes:K:KNTC1|KNTC1]]|8.27|<0.01| </modal> <modal id="modal_screen_similarity" size="lg" title="Correlated Screens"> ^Screen^Correlation^Plot^ |[[:results:exp244|SB743921 0.001μM R05 exp244]]|0.338|<button type="primary" size="small" modal="1">View</button>| |[[:results:exp208|Vinblastine 0.015μM R05 exp208]]|0.225|<button type="primary" size="small" modal="2">View</button>| |[[:results:exp108|Vinblastine 0.2μM R03 exp108]]|0.052|<button type="primary" size="small" modal="3">View</button>| |[[:results:exp24|Nocodazole 0.2μM R00 exp24]]|0.387|<button type="primary" size="small" modal="4">View</button>| |[[:results:exp94|Nocodazole 0.1μM R03 exp94]]|0.343|<button type="primary" size="small" modal="5">View</button>| |[[:results:exp93|DABN racemic mixture R03 exp93]]|0.274|<button type="primary" size="small" modal="6">View</button>| |[[:results:exp111|R-DABN 8μM R03 exp111]]|0.256|<button type="primary" size="small" modal="7">View</button>| |[[:results:exp256|HMS-I1 10μM R06 exp256]]|0.211|<button type="primary" size="small" modal="8">View</button>| |[[:results:exp64|Nocodazole 0.2μM R02 exp64]]|0.197|<button type="primary" size="small" modal="9">View</button>| |[[:results:exp17|DABN 20μM R00 exp17]]|0.094|<button type="primary" size="small" modal="10">View</button>| |[[:results:exp98|BI-6727 0.04μM R03 exp98]]|0.092|<button type="primary" size="small" modal="11">View</button>| |[[:results:exp19|Etoposide 1μM R00 exp19]]|0.075|<button type="primary" size="small" modal="12">View</button>| |[[:results:exp34|Rotenone 20μM R00 exp34]]|0.069|<button type="primary" size="small" modal="13">View</button>| |[[:results:exp2|5-Fluorouracil 20μM R00 exp2]]|0.061|<button type="primary" size="small" modal="14">View</button>| |[[:results:exp28|Pimelic-diphenylamide-106 5μM R00 exp28]]|0.06|<button type="primary" size="small" modal="15">View</button>| |[[:results:exp3|Actinomycin-D 0.001μM R00 exp3]]|0.056|<button type="primary" size="small" modal="16">View</button>| </modal> <modal id="1" size="lg" title="Rotenone 2μM R00 exp33 vs SB743921 0.001μM R05 exp244"> {{:chemogenomics:comparison_plots:exp244_vs_exp33.png?nolink |}} </modal> <modal id="2" size="lg" title="Rotenone 2μM R00 exp33 vs Vinblastine 0.015μM R05 exp208"> {{:chemogenomics:comparison_plots:exp208_vs_exp33.png?nolink |}} </modal> <modal id="3" size="lg" title="Rotenone 2μM R00 exp33 vs Vinblastine 0.2μM R03 exp108"> {{:chemogenomics:comparison_plots:exp108_vs_exp33.png?nolink |}} </modal> <modal id="4" size="lg" title="Nocodazole 0.2μM R00 exp24 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp24_vs_exp33.png?nolink |}} </modal> <modal id="5" size="lg" title="Nocodazole 0.1μM R03 exp94 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp33_vs_exp94.png?nolink |}} </modal> <modal id="6" size="lg" title="DABN racemic mixture R03 exp93 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp33_vs_exp93.png?nolink |}} </modal> <modal id="7" size="lg" title="R-DABN 8μM R03 exp111 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp111_vs_exp33.png?nolink |}} </modal> <modal id="8" size="lg" title="HMS-I1 10μM R06 exp256 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp256_vs_exp33.png?nolink |}} </modal> <modal id="9" size="lg" title="Nocodazole 0.2μM R02 exp64 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp33_vs_exp64.png?nolink |}} </modal> <modal id="10" size="lg" title="DABN 20μM R00 exp17 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp17_vs_exp33.png?nolink |}} </modal> <modal id="11" size="lg" title="BI-6727 0.04μM R03 exp98 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp33_vs_exp98.png?nolink |}} </modal> <modal id="12" size="lg" title="Etoposide 1μM R00 exp19 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp19_vs_exp33.png?nolink |}} </modal> <modal id="13" size="lg" title="Rotenone 20μM R00 exp34 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp33_vs_exp34.png?nolink |}} </modal> <modal id="14" size="lg" title="5-Fluorouracil 20μM R00 exp2 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp2_vs_exp33.png?nolink |}} </modal> <modal id="15" size="lg" title="Pimelic-diphenylamide-106 5μM R00 exp28 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp28_vs_exp33.png?nolink |}} </modal> <modal id="16" size="lg" title="Actinomycin-D 0.001μM R00 exp3 vs Rotenone 2μM R00 exp33"> {{:chemogenomics:comparison_plots:exp3_vs_exp33.png?nolink |}} </modal> <modal id="modal_go_sensitive" size="lg" title="Top 30 sensitive GO terms"> ^GO Term^Fold Change^Genes^ |Golgi lumen acidification|190.60|ATP6AP1,ATP6V0C,ATP6V1A| |endosomal lumen acidification|131.95|ATP6AP1,ATP6V0C,ATP6V1A| |synaptic vesicle lumen acidification|114.36|ATP6AP1,ATP6V1A,ATP6V1B2| |proton-transporting V-type ATPase complex|84.71|ATP6AP1,ATP6V0C,ATP6V1A,ATP6V1B2| |lysosomal lumen acidification|81.68|ATP6AP1,ATP6V0C,ATP6V1A| |ATPase activity, coupled to transmembrane movement of ions, rotational mechanism|74.58|ATP6V0C,ATP6V1A,ATP6V1B2| |proton-transporting ATPase activity, rotational mechanism|74.58|ATP6V0C,ATP6V1A,ATP6V1B2| |ATPase-coupled ion transmembrane transporter activity|74.58|ATP6V0C,ATP6V1A,ATP6V1B2| |vacuolar proton-transporting V-type ATPase complex|71.47|ATP6V0C,ATP6V1A,ATP6V1B2| |regulation of lysosomal lumen pH|61.26|ATP6AP1,ATP6V0C,ATP6V1A| |proton-transporting two-sector ATPase complex|50.83|ATP6AP1,ATP6V0C,ATP6V1A,ATP6V1B2| |intracellular pH reduction|44.85|ATP6AP1,ATP6V0C,ATP6V1A,ATP6V1B2| |regulation of intracellular pH|26.29|ATP6AP1,ATP6V0C,ATP6V1A,ATP6V1B2| |regulation of cellular pH|24.86|ATP6AP1,ATP6V0C,ATP6V1A,ATP6V1B2| |exocytic vesicle membrane|23.43|ATP6AP1,ATP6V0C,ATP6V1A,ATP6V1B2,SLC6A17| |synaptic vesicle membrane|23.43|ATP6AP1,ATP6V0C,ATP6V1A,ATP6V1B2,SLC6A17| |proton transmembrane transport|21.66|ATP6AP1,COX7A2L,ATP6V0C,ATP6V1A,ATP6V1B2| |ATPase complex|20.42|ATP6AP1,ATP6V0C,ATP6V1A,ATP6V1B2,YY1| |monoatomic cation transmembrane transport|7.22|ATP6AP1,COX7A2L,ATP6V0C,ATP6V1A,ATP6V1B2,MRS2,SLC6A12,SLC6A17| </modal> <modal id="modal_go_resistant" size="lg" title="Top 30 resistant GO terms"> ^GO Term^Fold Change^Genes^ |mitotic spindle assembly checkpoint signaling|177.66|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |spindle assembly checkpoint signaling|177.66|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |mitotic spindle checkpoint signaling|177.66|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |negative regulation of mitotic sister chromatid separation|160.47|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |negative regulation of mitotic sister chromatid segregation|160.47|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |spindle checkpoint signaling|152.48|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH| |negative regulation of chromosome separation|150.75|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |negative regulation of metaphase/anaphase transition of cell cycle|150.75|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |negative regulation of chromosome segregation|150.75|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |negative regulation of mitotic metaphase/anaphase transition|142.64|KNTC1,ZW10,TRIP13,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |negative regulation of sister chromatid segregation|142.64|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH| |negative regulation of nuclear division|108.14|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,ZWILCH,MAD2L1| |regulation of mitotic sister chromatid segregation|93.86|KNTC1,ZW10,TRIP13,BUB3,BUB1B,MAD1L1,MAD2L1BP,ZWILCH,MAD2L1| |regulation of mitotic sister chromatid separation|85.77|ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,MAD2L1BP,ZWILCH,MAD2L1| |regulation of chromosome separation|75.72|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,MAD2L1BP,ZWILCH,MAD2L1| |regulation of mitotic metaphase/anaphase transition|68.32|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,MAD2L1BP,ZWILCH,MAD2L1,CENPE| |regulation of metaphase/anaphase transition of cell cycle|66.09|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,MAD2L1BP,ZWILCH,MAD2L1,CENPE| |regulation of sister chromatid segregation|59.03|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,MAD2L1BP,ZWILCH,MAD2L1,CENPE| |regulation of chromosome segregation|48.25|KNTC1,ZW10,TRIP13,BUB3,BUB1B,CDC20,MAD1L1,MAD2L1BP,ZWILCH,MAD2L1,CENPE| </modal> Last modified: 2026/01/15 21:36by 127.0.0.1