====== Etoposide 0.1μM R05 exp198 ======
==== Mechanism of Action ====
Binds DNA-TopII complex, blocks re-ligation, induces strand breaks, semi-synthetic derivative of podophyllotoxin
  * **<color #00a2e8>Class / Subclass 1:</color>** DNA Damage, Repair and Replication / Topoisomerase II Inhibitor




==== Technical Notes ====
<accordion collapsed='true'>
<panel title='Compound References' collapsed='true'>
    * **<color #00a2e8>PubChem Name:</color>** %%Etoposide%%
    * **<color #00a2e8>Synonyms:</color>** VP-16; VP-16-213
    * **<color #00a2e8>CAS #:</color>** 33419-42-0
    * **<color #00a2e8>PubChem CID:</color>** [[https://pubchem.ncbi.nlm.nih.gov/compound/36462|36462]]
    * **<color #00a2e8>IUPAC:</color>** %%(5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-methyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one%%
    * **<color #00a2e8>INCHI Name:</color>** InChI=1S/C29H32O13/c1-11-36-9-20-27(40-11)24(31)25(32)29(41-20)42-26-14-7-17-16(38-10-39-17)6-13(14)21(22-15(26)8-37-28(22)33)12-4-18(34-2)23(30)19(5-12)35-3/h4-7,11,15,20-22,24-27,29-32H,8-10H2,1-3H3/t11-,15+,20-,21-,22+,24-,25-,26-,27-,29+/m1/s1
    * **<color #00a2e8>INCHI Key:</color>** VJJPUSNTGOMMGY-MRVIYFEKSA-N
    * **<color #00a2e8>Molecular Weight:</color>** 588.6
    * **<color #00a2e8>Canonical SMILES:</color>** CC1OCC2C(O1)C(C(C(O2)OC3C4COC(=O)C4C(C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O
    * **<color #00a2e8>Isomeric SMILES:</color>** C[C@@H]1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@@H](O2)O[C@H]3[C@H]4COC(=O)[C@@H]4[C@@H](C5=CC6=C(C=C35)OCO6)C7=CC(=C(C(=C7)OC)O)OC)O)O
    * **<color #00a2e8>Molecular Formula:</color>** C29H32O13
{{:chemogenomics:structures:chem-0011.svg?nolink}}
</panel>


<panel title='Compound Supplier' collapsed='true'>
    * **<color #00a2e8>Supplier Name:</color>** Sigma-Aldrich
    * **<color #00a2e8>Catalog #:</color>** E1383
    * **<color #00a2e8>Lot #:</color>** N/A
</panel>


<panel title='Compound Characterization' collapsed='true'>
    * **<color #00a2e8>HRMS (ESI-TOF) m/z:</color>** (M+H)+ Calcd for C29H32O13 589.19157; found 589.19262
</panel>


<panel title='Dose Response Curve' collapsed='true'>
    * **<color #00a2e8>Platform ID:</color>** Etoposide
    * **<color #00a2e8>Min:</color>** -33.3567; **<color #00a2e8>Max:</color>** 88.0314
{{:chemogenomics:dose_response:dr_265.png?nolink&500 |}}
\\ 
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|< 300px 100px 200px >|
^ IC   ^ Concentration (µM) ^
| IC10  |N/A    |
| IC20  |0.1877    |
| IC30  |0.2644    |
| IC40  |0.3501    |
| IC50  |0.4531    |
| IC60  |N/A    |
| IC70  |N/A    |
| IC80  |N/A    |
| IC90  |N/A    |
\\ 
</panel>
</accordion>
==== Screen Summary ====
    * **<color #00a2e8>Round</color>**: 05
    * **<color #00a2e8>Dose</color>**: 100nM
    * **<color #00a2e8>Days of incubation</color>**: 8
    * **<color #00a2e8>Doublings</color>**: 2.5
    * **<color #00a2e8>Numbers of reads</color>**: 14351214


==== 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^
|30/46|<color #e85500>[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Etoposide_0.1uM_Round-5_exp198.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="default" size="sm" modal="modal_go_resistant">View</button>|
<modal id='ScorePlot' size='lg' title='Etoposide 0.1μM R05 exp198'>
{{:chemogenomics:cranks_plots:exp198.png?nolink}}
</modal>


<modal id="modal_hits" size="sm" title="Top 30 S/R Genes">
^Gene^CRANKS Score^FDR^
|[[:human_genes:A:ABCC1|ABCC1]]|-4.25|<0.01|
|[[:human_genes:R:RAD54L2|RAD54L2]]|-3.91|<0.01|
|[[:human_genes:T:TDP2|TDP2]]|-3.80|<0.01|
|[[:human_genes:N:NHEJ1|NHEJ1]]|-3.75|<0.01|
|[[:human_genes:F:FZR1|FZR1]]|-3.52|<0.01|
|[[:human_genes:B:BRE|BRE]]|-3.38|<0.01|
|[[:human_genes:U:UBE2I|UBE2I]]|-3.37|<0.01|
|[[:human_genes:Z:ZNF451|ZNF451]]|-3.19|<0.01|
|[[:human_genes:Z:ZSWIM7|ZSWIM7]]|-3.09|<0.01|
|[[:human_genes:A:ATM|ATM]]|-3.01|<0.01|
|[[:human_genes:S:SWSAP1|SWSAP1]]|-2.96|<0.01|
|[[:human_genes:D:DCLRE1C|DCLRE1C]]|-2.84|<0.01|
|[[:human_genes:S:SPIDR|SPIDR]]|-2.73|<0.01|
|[[:human_genes:C:CSNK2A1|CSNK2A1]]|-2.67|<0.01|
|[[:human_genes:S:SFR1|SFR1]]|-2.66|<0.01|
|[[:human_genes:U:UBE2A|UBE2A]]|-2.63|0.01|
|[[:human_genes:R:RAD51D|RAD51D]]|-2.61|0.02|
|[[:human_genes:T:TP53BP1|TP53BP1]]|-2.59|0.02|
|[[:human_genes:X:XRCC4|XRCC4]]|-2.59|0.01|
|[[:human_genes:S:SWI5|SWI5]]|-2.55|0.03|
|[[:human_genes:G:GGPS1|GGPS1]]|-2.48|0.02|
|[[:human_genes:L:LIG4|LIG4]]|-2.47|0.03|
|[[:human_genes:M:MAD2L2|MAD2L2]]|-2.47|0.02|
|[[:human_genes:C:CCNB2|CCNB2]]|-2.46|0.02|
|[[:human_genes:N:NPRL2|NPRL2]]|-2.45|0.02|
|[[:human_genes:V:VPS25|VPS25]]|-2.43|0.36|
|[[:human_genes:C:C18orf32|C18orf32]]|-2.42|0.36|
|[[:human_genes:R:RNF168|RNF168]]|-2.42|0.03|
|[[:human_genes:Q:QRICH1|QRICH1]]|-2.38|0.09|
|[[:human_genes:R:RBM14|RBM14]]|-2.37|0.06|
|[[:human_genes:A:APAF1|APAF1]]|2.66|<0.01|
|[[:human_genes:Z:ZFC3H1|ZFC3H1]]|2.72|<0.01|
|[[:human_genes:W:WBP4|WBP4]]|2.74|<0.01|
|[[:human_genes:R:RMI2|RMI2]]|2.74|<0.01|
|[[:human_genes:Z:ZBTB7A|ZBTB7A]]|2.79|<0.01|
|[[:human_genes:S:SF3B2|SF3B2]]|2.87|<0.01|
|[[:human_genes:E:EIF3G|EIF3G]]|2.96|<0.01|
|[[:human_genes:E:ERI1|ERI1]]|2.96|<0.01|
|[[:human_genes:B:BRD1|BRD1]]|3.01|<0.01|
|[[:human_genes:G:GPS1|GPS1]]|3.03|<0.01|
|[[:human_genes:P:PKMYT1|PKMYT1]]|3.03|<0.01|
|[[:human_genes:U:UBE2H|UBE2H]]|3.07|<0.01|
|[[:human_genes:U:UBE2K|UBE2K]]|3.13|<0.01|
|[[:human_genes:M:MEMO1|MEMO1]]|3.16|<0.01|
|[[:human_genes:V:VCP|VCP]]|3.26|<0.01|
|[[:human_genes:P:PLAA|PLAA]]|3.30|<0.01|
|[[:human_genes:N:NAA15|NAA15]]|3.31|<0.01|
|[[:human_genes:Y:YWHAE|YWHAE]]|3.34|<0.01|
|[[:human_genes:M:MSL2|MSL2]]|3.37|<0.01|
|[[:human_genes:A:ARID4B|ARID4B]]|3.55|<0.01|
|[[:human_genes:C:CKS2|CKS2]]|3.61|<0.01|
|[[:human_genes:R:RAD23B|RAD23B]]|3.65|<0.01|
|[[:human_genes:C:CAND1|CAND1]]|3.71|<0.01|
|[[:human_genes:P:PQBP1|PQBP1]]|3.78|<0.01|
|[[:human_genes:E:EIF4A1|EIF4A1]]|4.03|<0.01|
|[[:human_genes:R:RBM26|RBM26]]|4.29|<0.01|
|[[:human_genes:T:TOP2B|TOP2B]]|4.37|<0.01|
|[[:human_genes:W:WEE1|WEE1]]|4.63|<0.01|
|[[:human_genes:C:COPS7B|COPS7B]]|5.57|<0.01|
|[[:human_genes:T:TOP2A|TOP2A]]|8.37|<0.01|
</modal>


<modal id="modal_screen_similarity" size="lg" title="Correlated Screens">
^Screen^Correlation^Plot^
|[[:results:exp240|Pyridostatin 4μM R05 exp240]]|0.123|<button type="primary" size="small" modal="1">View</button>|
|[[:results:exp360|Genistein 15μM R07 exp360]]|0.111|<button type="primary" size="small" modal="2">View</button>|
|[[:results:exp520|Rucaparib 6.5μM R08 exp520]]|0.065|<button type="primary" size="small" modal="3">View</button>|
|[[:results:exp512|Olaparib 4μM R08 exp512]]|0.064|<button type="primary" size="small" modal="4">View</button>|
|[[:results:exp485|GSK626616 14μM R08 exp485]]|0.055|<button type="primary" size="small" modal="5">View</button>|
|[[:results:exp478|Doxorubicin 0.02μM R08 exp478]]|0.077|<button type="primary" size="small" modal="6">View</button>|
</modal>


<modal id="1" size="lg" title="Etoposide 0.1μM R05 exp198  vs  Pyridostatin 4μM R05 exp240">
{{:chemogenomics:comparison_plots:exp198_vs_exp240.png?nolink |}}
</modal>

<modal id="2" size="lg" title="Etoposide 0.1μM R05 exp198  vs  Genistein 15μM R07 exp360">
{{:chemogenomics:comparison_plots:exp198_vs_exp360.png?nolink |}}
</modal>

<modal id="3" size="lg" title="Etoposide 0.1μM R05 exp198  vs  Rucaparib 6.5μM R08 exp520">
{{:chemogenomics:comparison_plots:exp198_vs_exp520.png?nolink |}}
</modal>

<modal id="4" size="lg" title="Etoposide 0.1μM R05 exp198  vs  Olaparib 4μM R08 exp512">
{{:chemogenomics:comparison_plots:exp198_vs_exp512.png?nolink |}}
</modal>

<modal id="5" size="lg" title="Etoposide 0.1μM R05 exp198  vs  GSK626616 14μM R08 exp485">
{{:chemogenomics:comparison_plots:exp198_vs_exp485.png?nolink |}}
</modal>

<modal id="6" size="lg" title="Doxorubicin 0.02μM R08 exp478  vs  Etoposide 0.1μM R05 exp198">
{{:chemogenomics:comparison_plots:exp198_vs_exp478.png?nolink |}}
</modal>



<modal id="modal_go_sensitive" size="lg" title="Top 30 sensitive GO terms">
^GO Term^Fold Change^Genes^
|DNA repair complex|177.54|NHEJ1,ATM,DCLRE1C,TP53BP1,XRCC4,LIG4|
|V(D)J recombination|174.05|NHEJ1,ATM,DCLRE1C,XRCC4,LIG4|
|double-strand break repair via nonhomologous end joining|98.63|NHEJ1,ATM,DCLRE1C,TP53BP1,XRCC4,LIG4,RNF168|
|somatic diversification of immune receptors via germline recombination within a single locus|86.60|NHEJ1,ATM,DCLRE1C,XRCC4,LIG4,RNF168|
|somatic cell DNA recombination|86.60|NHEJ1,ATM,DCLRE1C,XRCC4,LIG4,RNF168|
|somatic diversification of immune receptors|84.54|NHEJ1,ATM,DCLRE1C,XRCC4,LIG4,MAD2L2,RNF168|
|somatic diversification of immunoglobulins|79.97|NHEJ1,XRCC4,LIG4,MAD2L2,RNF168|
|immunoglobulin production|68.81|NHEJ1,XRCC4,LIG4,MAD2L2,RNF168|
|production of molecular mediator of immune response|62.96|NHEJ1,XRCC4,LIG4,MAD2L2,RNF168|
|cellular response to ionizing radiation|53.00|BABAM2,ATM,SPIDR,TP53BP1,SWI5,LIG4|
|double-strand break repair|47.11|TDP2,NHEJ1,BABAM2,ZSWIM7,ATM,SWSAP1,DCLRE1C,SPIDR,SFR1,RAD51D,TP53BP1,XRCC4,SWI5,LIG4,MAD2L2,RNF168|
|response to ionizing radiation|44.50|NHEJ1,BABAM2,ATM,DCLRE1C,SPIDR,TP53BP1,XRCC4,SWI5,LIG4,RNF168|
|recombinational repair|34.81|ZSWIM7,ATM,SWSAP1,SPIDR,SFR1,RAD51D,SWI5|
|DNA recombination|31.70|NHEJ1,ZSWIM7,ATM,SWSAP1,DCLRE1C,SPIDR,SFR1,RAD51D,XRCC4,SWI5,LIG4,RNF168|
|immune system development|29.41|NHEJ1,ATM,DCLRE1C,XRCC4,LIG4,MAD2L2,CCNB2,RNF168|
|DNA repair|22.62|TDP2,NHEJ1,FZR1,BABAM2,ZSWIM7,ATM,SWSAP1,DCLRE1C,SPIDR,SFR1,UBE2A,RAD51D,TP53BP1,XRCC4,SWI5,LIG4,MAD2L2,RNF168|
|response to radiation|15.88|NHEJ1,BABAM2,ATM,DCLRE1C,SPIDR,UBE2A,TP53BP1,XRCC4,SWI5,LIG4,RNF168|
|DNA damage response|14.90|TDP2,NHEJ1,FZR1,BABAM2,ZSWIM7,ATM,SWSAP1,DCLRE1C,SPIDR,SFR1,UBE2A,RAD51D,TP53BP1,XRCC4,SWI5,LIG4,MAD2L2,RNF168|
|DNA metabolic process|14.88|TDP2,NHEJ1,FZR1,BABAM2,ZSWIM7,ATM,SWSAP1,DCLRE1C,SPIDR,SFR1,UBE2A,RAD51D,TP53BP1,XRCC4,SWI5,LIG4,MAD2L2,RNF168|
</modal>
<modal id="modal_go_resistant" size="lg" title="Top 30 resistant GO terms">No GO term hits below threshold. (FDR <0.05)</modal>