====== Diepoxybutane 3μM R07 exp354 ======
==== Mechanism of Action ====
DNA crosslinker, carcinogen
  * **<color #00a2e8>Class / Subclass 1:</color>** DNA Damage, Repair and Replication / Inter/Intra-strand Crosslinker




==== Technical Notes ====
<accordion collapsed='true'>
<panel title='Compound References' collapsed='true'>
    * **<color #00a2e8>PubChem Name:</color>** %%2,2'-Bioxirane%%
    * **<color #00a2e8>Synonyms:</color>** N/A
    * **<color #00a2e8>CAS #:</color>** 1464-53-5
    * **<color #00a2e8>PubChem CID:</color>** [[https://pubchem.ncbi.nlm.nih.gov/compound/11254|11254]]
    * **<color #00a2e8>IUPAC:</color>** %%2-(oxiran-2-yl)oxirane%%
    * **<color #00a2e8>INCHI Name:</color>** InChI=1S/C4H6O2/c1-3(5-1)4-2-6-4/h3-4H,1-2H2
    * **<color #00a2e8>INCHI Key:</color>** ZFIVKAOQEXOYFY-UHFFFAOYSA-N
    * **<color #00a2e8>Molecular Weight:</color>** 86.09
    * **<color #00a2e8>Canonical SMILES:</color>** C1C(O1)C2CO2
    * **<color #00a2e8>Isomeric SMILES:</color>** N/A
    * **<color #00a2e8>Molecular Formula:</color>** C4H6O2
{{:chemogenomics:structures:chem-0209.svg?nolink}}
</panel>


<panel title='Compound Supplier' collapsed='true'>
    * **<color #00a2e8>Supplier Name:</color>** Sigma-Aldrich (Supelco)
    * **<color #00a2e8>Catalog #:</color>** 90474
    * **<color #00a2e8>Lot #:</color>** MKBX4648V
</panel>


<panel title='Compound Characterization' collapsed='true'>
    * **<color #00a2e8>1H NMR (CDCl3, 400 MHz):</color>** delta 2.95-2.88 (m, 2 H), 2.88-2.81 (m, 2 H), 2.78-2.72 (m, 2 H)
    * **<color #00a2e8>13C NMR (CDCl3, 101 MHz):</color>** delta 51.1, 44.2
</panel>


<panel title='Dose Response Curve' collapsed='true'>
    * **<color #00a2e8>Platform ID:</color>** Diepoxybutane
    * **<color #00a2e8>Min:</color>** -24.1310; **<color #00a2e8>Max:</color>** 97.0221
{{:chemogenomics:dose_response:dr_382.png?nolink&500 |}}
\\ 
\\ 
\\ 
\\ 
|< 300px 100px 200px >|
^ IC   ^ Concentration (µM) ^
| IC10  |N/A    |
| IC20  |1.6789    |
| IC30  |2.1550    |
| IC40  |2.7417    |
| IC50  |3.5050    |
| IC60  |N/A    |
| IC70  |N/A    |
| IC80  |N/A    |
| IC90  |N/A    |
\\ 
</panel>
</accordion>
==== Screen Summary ====
    * **<color #00a2e8>Round</color>**: 07
    * **<color #00a2e8>Dose</color>**: 3µM
    * **<color #00a2e8>Days of incubation</color>**: 8
    * **<color #00a2e8>Doublings</color>**: 0.7
    * **<color #00a2e8>Numbers of reads</color>**: 19399748


==== 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^
|56/39|<color #e85500>[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Diepoxybutane_3uM_Round-7_exp354.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='Diepoxybutane 3μM R07 exp354'>
{{:chemogenomics:cranks_plots:exp354.png?nolink}}
</modal>


<modal id="modal_hits" size="sm" title="Top 30 S/R Genes">
^Gene^CRANKS Score^FDR^
|[[:human_genes:O:OTUB1|OTUB1]]|-3.58|<0.01|
|[[:human_genes:K:KPNA4|KPNA4]]|-3.26|<0.01|
|[[:human_genes:B:BRIP1|BRIP1]]|-3.19|<0.01|
|[[:human_genes:D:DDX3X|DDX3X]]|-3.18|<0.01|
|[[:human_genes:R:RBM26|RBM26]]|-3.05|<0.01|
|[[:human_genes:F:FANCD2|FANCD2]]|-3.04|<0.01|
|[[:human_genes:C:CHD1|CHD1]]|-3.01|<0.01|
|[[:human_genes:M:MCM9|MCM9]]|-2.99|<0.01|
|[[:human_genes:K:KPNA3|KPNA3]]|-2.80|0.01|
|[[:human_genes:A:ATR|ATR]]|-2.75|0.01|
|[[:human_genes:N:NELFA|NELFA]]|-2.74|0.01|
|[[:human_genes:P:PSMB8|PSMB8]]|-2.74|<0.01|
|[[:human_genes:N:NPRL2|NPRL2]]|-2.73|<0.01|
|[[:human_genes:S:SMG7|SMG7]]|-2.73|0.04|
|[[:human_genes:C:CNOT8|CNOT8]]|-2.72|<0.01|
|[[:human_genes:Z:ZBTB10|ZBTB10]]|-2.67|0.01|
|[[:human_genes:C:CDC37L1|CDC37L1]]|-2.65|0.02|
|[[:human_genes:S:SLX4IP|SLX4IP]]|-2.64|0.01|
|[[:human_genes:F:FANCB|FANCB]]|-2.62|0.01|
|[[:human_genes:R:RBM15|RBM15]]|-2.59|0.01|
|[[:human_genes:G:GTPBP2|GTPBP2]]|-2.58|0.01|
|[[:human_genes:Q:QRICH1|QRICH1]]|-2.57|0.04|
|[[:human_genes:P:PPP2R5D|PPP2R5D]]|-2.51|0.02|
|[[:human_genes:M:MORF4L1|MORF4L1]]|-2.51|0.02|
|[[:human_genes:F:FANCC|FANCC]]|-2.47|0.02|
|[[:human_genes:C:C17orf85|C17orf85]]|-2.46|0.03|
|[[:human_genes:C:C17orf70|C17orf70]]|-2.44|0.02|
|[[:human_genes:M:MAD2L2|MAD2L2]]|-2.43|0.02|
|[[:human_genes:T:TCF4|TCF4]]|-2.43|0.02|
|[[:human_genes:R:RSRC2|RSRC2]]|-2.40|0.28|
|[[:human_genes:E:ENY2|ENY2]]|2.52|0.03|
|[[:human_genes:P:PNISR|PNISR]]|2.56|0.01|
|[[:human_genes:A:ACAD8|ACAD8]]|2.56|0.02|
|[[:human_genes:P:PPP1R10|PPP1R10]]|2.56|0.02|
|[[:human_genes:H:HEATR3|HEATR3]]|2.57|0.02|
|[[:human_genes:S:SMC6|SMC6]]|2.62|0.02|
|[[:human_genes:D:DDI2|DDI2]]|2.64|<0.01|
|[[:human_genes:B:BAK1|BAK1]]|2.65|<0.01|
|[[:human_genes:C:CD19|CD19]]|2.75|<0.01|
|[[:human_genes:U:UBE2K|UBE2K]]|2.82|<0.01|
|[[:human_genes:M:MAPKAP1|MAPKAP1]]|2.83|<0.01|
|[[:human_genes:P:POLA1|POLA1]]|2.89|0.30|
|[[:human_genes:G:GOLGA8H|GOLGA8H]]|2.90|0.06|
|[[:human_genes:U:UBE3A|UBE3A]]|2.93|<0.01|
|[[:human_genes:V:VDAC2|VDAC2]]|2.98|<0.01|
|[[:human_genes:C:CDK13|CDK13]]|3.10|0.00|
|[[:human_genes:N:NSUN2|NSUN2]]|3.17|0.00|
|[[:human_genes:M:MUM1|MUM1]]|3.21|<0.01|
|[[:human_genes:S:SMC5|SMC5]]|3.25|0.00|
|[[:human_genes:C:CARM1|CARM1]]|3.53|0.00|
|[[:human_genes:S:SRM|SRM]]|3.65|0.00|
|[[:human_genes:P:PRKRIR|PRKRIR]]|4.26|0.00|
|[[:human_genes:I:IRF2|IRF2]]|4.55|0.00|
|[[:human_genes:T:TOP3A|TOP3A]]|5.37|0.00|
|[[:human_genes:T:TP53|TP53]]|5.47|0.00|
|[[:human_genes:B:BLM|BLM]]|6.22|0.00|
|[[:human_genes:S:SLFN11|SLFN11]]|6.47|0.00|
|[[:human_genes:P:PML|PML]]|6.61|0.00|
|[[:human_genes:R:RMI1|RMI1]]|6.88|0.00|
|[[:human_genes:R:RMI2|RMI2]]|8.12|0.00|
</modal>


<modal id="modal_screen_similarity" size="lg" title="Correlated Screens">
^Screen^Correlation^Plot^
|[[:results:exp294|Nutlin-3A 1.6μM R06 exp294]]|0.125|<button type="primary" size="small" modal="1">View</button>|
|[[:results:exp512|Olaparib 4μM R08 exp512]]|0.116|<button type="primary" size="small" modal="2">View</button>|
|[[:results:exp329|Hydroxyurea 100μM R07 exp329]]|0.08|<button type="primary" size="small" modal="3">View</button>|
|[[:results:exp299|Talazoparib 0.006μM R06 exp299]]|0.078|<button type="primary" size="small" modal="4">View</button>|
|[[:results:exp520|Rucaparib 6.5μM R08 exp520]]|0.076|<button type="primary" size="small" modal="5">View</button>|
|[[:results:exp503|Mitomycin-C 0.06μM R08 exp503]]|0.072|<button type="primary" size="small" modal="6">View</button>|
|[[:results:exp535|Trimetrexate 0.03μM R08 exp535]]|0.071|<button type="primary" size="small" modal="7">View</button>|
|[[:results:exp517|Quercetin 20μM R08 exp517]]|0.067|<button type="primary" size="small" modal="8">View</button>|
|[[:results:exp78|Pterostilbene 16μM R02 exp78]]|0.063|<button type="primary" size="small" modal="9">View</button>|
|[[:results:exp19|Etoposide 1μM R00 exp19]]|0.062|<button type="primary" size="small" modal="10">View</button>|
|[[:results:exp488|Hippuristanol 0.12μM R08 exp488]]|0.062|<button type="primary" size="small" modal="11">View</button>|
|[[:results:exp147|Resveratrol 16μM R03 exp147]]|0.057|<button type="primary" size="small" modal="12">View</button>|
|[[:results:exp75|MK-1775 0.32μM R02 exp75]]|0.056|<button type="primary" size="small" modal="13">View</button>|
|[[:results:exp497|Lead acetate 2000μM R08 exp497]]|0.056|<button type="primary" size="small" modal="14">View</button>|
|[[:results:exp498|Lead acetate 2000μM R08 exp498 no dilution day6]]|0.056|<button type="primary" size="small" modal="15">View</button>|
|[[:results:exp292|Menadione 5μM R06 exp292]]|0.054|<button type="primary" size="small" modal="16">View</button>|
|[[:results:exp356|Docosahexaenoic-acid 50μM R07 exp356]]|0.052|<button type="primary" size="small" modal="17">View</button>|
|[[:results:exp525|Sulforaphane 9μM R08 exp525]]|0.052|<button type="primary" size="small" modal="18">View</button>|
|[[:results:exp234|Ethanol 0.01 R05 exp234]]|0.052|<button type="primary" size="small" modal="19">View</button>|
|[[:results:exp440|Aphidicolin 0.4μM R08 exp440]]|0.084|<button type="primary" size="small" modal="20">View</button>|
|[[:results:exp2|5-Fluorouracil 20μM R00 exp2]]|0.067|<button type="primary" size="small" modal="21">View</button>|
|[[:results:exp472|CI-1040 9.5μM R08 exp472]]|0.062|<button type="primary" size="small" modal="22">View</button>|
|[[:results:exp211|AICAR 240μM R05 exp211]]|0.061|<button type="primary" size="small" modal="23">View</button>|
|[[:results:exp446|4-Nitroquinoline-1-oxide 0.5μM R08 exp446]]|0.059|<button type="primary" size="small" modal="24">View</button>|
|[[:results:exp3|Actinomycin-D 0.001μM R00 exp3]]|0.058|<button type="primary" size="small" modal="25">View</button>|
|[[:results:exp460|BML-284 0.09μM R08 exp460]]|0.053|<button type="primary" size="small" modal="26">View</button>|
|[[:results:exp116|AICAR 240μM R03 exp116]]|0.053|<button type="primary" size="small" modal="27">View</button>|
|[[:results:exp456|Benzoate 20000μM R08 exp456]]|0.052|<button type="primary" size="small" modal="28">View</button>|
|[[:results:exp312|2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312]]|0.052|<button type="primary" size="small" modal="29">View</button>|
</modal>


<modal id="1" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Nutlin-3A 1.6μM R06 exp294">
{{:chemogenomics:comparison_plots:exp294_vs_exp354.png?nolink |}}
</modal>

<modal id="2" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Olaparib 4μM R08 exp512">
{{:chemogenomics:comparison_plots:exp354_vs_exp512.png?nolink |}}
</modal>

<modal id="3" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Hydroxyurea 100μM R07 exp329">
{{:chemogenomics:comparison_plots:exp329_vs_exp354.png?nolink |}}
</modal>

<modal id="4" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Talazoparib 0.006μM R06 exp299">
{{:chemogenomics:comparison_plots:exp299_vs_exp354.png?nolink |}}
</modal>

<modal id="5" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Rucaparib 6.5μM R08 exp520">
{{:chemogenomics:comparison_plots:exp354_vs_exp520.png?nolink |}}
</modal>

<modal id="6" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Mitomycin-C 0.06μM R08 exp503">
{{:chemogenomics:comparison_plots:exp354_vs_exp503.png?nolink |}}
</modal>

<modal id="7" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Trimetrexate 0.03μM R08 exp535">
{{:chemogenomics:comparison_plots:exp354_vs_exp535.png?nolink |}}
</modal>

<modal id="8" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Quercetin 20μM R08 exp517">
{{:chemogenomics:comparison_plots:exp354_vs_exp517.png?nolink |}}
</modal>

<modal id="9" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Pterostilbene 16μM R02 exp78">
{{:chemogenomics:comparison_plots:exp354_vs_exp78.png?nolink |}}
</modal>

<modal id="10" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Etoposide 1μM R00 exp19">
{{:chemogenomics:comparison_plots:exp19_vs_exp354.png?nolink |}}
</modal>

<modal id="11" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Hippuristanol 0.12μM R08 exp488">
{{:chemogenomics:comparison_plots:exp354_vs_exp488.png?nolink |}}
</modal>

<modal id="12" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Resveratrol 16μM R03 exp147">
{{:chemogenomics:comparison_plots:exp147_vs_exp354.png?nolink |}}
</modal>

<modal id="13" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  MK-1775 0.32μM R02 exp75">
{{:chemogenomics:comparison_plots:exp354_vs_exp75.png?nolink |}}
</modal>

<modal id="14" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Lead acetate 2000μM R08 exp497">
{{:chemogenomics:comparison_plots:exp354_vs_exp497.png?nolink |}}
</modal>

<modal id="15" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Lead acetate 2000μM R08 exp498 no dilution day6">
{{:chemogenomics:comparison_plots:exp354_vs_exp498.png?nolink |}}
</modal>

<modal id="16" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Menadione 5μM R06 exp292">
{{:chemogenomics:comparison_plots:exp292_vs_exp354.png?nolink |}}
</modal>

<modal id="17" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Docosahexaenoic-acid 50μM R07 exp356">
{{:chemogenomics:comparison_plots:exp354_vs_exp356.png?nolink |}}
</modal>

<modal id="18" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Sulforaphane 9μM R08 exp525">
{{:chemogenomics:comparison_plots:exp354_vs_exp525.png?nolink |}}
</modal>

<modal id="19" size="lg" title="Diepoxybutane 3μM R07 exp354  vs  Ethanol 0.01 R05 exp234">
{{:chemogenomics:comparison_plots:exp234_vs_exp354.png?nolink |}}
</modal>

<modal id="20" size="lg" title="Aphidicolin 0.4μM R08 exp440  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp354_vs_exp440.png?nolink |}}
</modal>

<modal id="21" size="lg" title="5-Fluorouracil 20μM R00 exp2  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp2_vs_exp354.png?nolink |}}
</modal>

<modal id="22" size="lg" title="CI-1040 9.5μM R08 exp472  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp354_vs_exp472.png?nolink |}}
</modal>

<modal id="23" size="lg" title="AICAR 240μM R05 exp211  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp211_vs_exp354.png?nolink |}}
</modal>

<modal id="24" size="lg" title="4-Nitroquinoline-1-oxide 0.5μM R08 exp446  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp354_vs_exp446.png?nolink |}}
</modal>

<modal id="25" size="lg" title="Actinomycin-D 0.001μM R00 exp3  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp3_vs_exp354.png?nolink |}}
</modal>

<modal id="26" size="lg" title="BML-284 0.09μM R08 exp460  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp354_vs_exp460.png?nolink |}}
</modal>

<modal id="27" size="lg" title="AICAR 240μM R03 exp116  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp116_vs_exp354.png?nolink |}}
</modal>

<modal id="28" size="lg" title="Benzoate 20000μM R08 exp456  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp354_vs_exp456.png?nolink |}}
</modal>

<modal id="29" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Diepoxybutane 3μM R07 exp354">
{{:chemogenomics:comparison_plots:exp312_vs_exp354.png?nolink |}}
</modal>



<modal id="modal_go_sensitive" size="lg" title="Top 30 sensitive GO terms">
^GO Term^Fold Change^Genes^
|MutSalpha complex binding|212.55|MCM9,ATR|
|interstrand cross-link repair|93.77|FANCD2,MCM9,ATR,FANCB,FANCC|
|negative regulation of double-strand break repair|65.96|OTUB1,FANCB,MAD2L2|
|negative regulation of DNA repair|61.71|OTUB1,FANCB,MAD2L2|
|regulation of double-strand break repair|25.92|OTUB1,ATR,FANCB,MORF4L1,MAD2L2|
|ATP-dependent activity, acting on DNA|22.37|BRIP1,DDX3X,CHD1,MCM9|
|double-strand break repair|19.03|BRIP1,FANCD2,MCM9,FANCB,MORF4L1,MAD2L2|
|regulation of DNA repair|15.78|OTUB1,ATR,FANCB,MORF4L1,MAD2L2|
|DNA recombination|14.23|BRIP1,FANCD2,MCM9,FANCB,MORF4L1|
|DNA repair|12.18|OTUB1,BRIP1,FANCD2,MCM9,ATR,FANCB,MORF4L1,FANCC,MAD2L2|
|DNA damage response|8.04|OTUB1,BRIP1,FANCD2,MCM9,ATR,FANCB,MORF4L1,FANCC,MAD2L2|
|DNA metabolic process|8.02|OTUB1,BRIP1,FANCD2,MCM9,ATR,FANCB,MORF4L1,FANCC,MAD2L2|
</modal>
<modal id="modal_go_resistant" size="lg" title="Top 30 resistant GO terms">
^GO Term^Fold Change^Genes^
|RecQ family helicase-topoisomerase III complex|552.63|RMI2,RMI1,BLM|
|resolution of recombination intermediates|331.58|RMI2,RMI1,BLM|
|cellular senescence|36.84|PML,TP53,SMC5,SMC6|
|replication fork|34.54|BLM,TP53,CARM1,POLA1|
|PML body|31.58|PML,BLM,TP53,TOP3A,SMC5,SMC6|
|single-stranded DNA binding|29.34|BLM,TP53,TOP3A,SMC5,POLA1,SMC6|
|double-strand break repair via homologous recombination|28.58|RMI2,RMI1,BLM,TOP3A,SMC5,SMC6|
|recombinational repair|27.86|RMI2,RMI1,BLM,TOP3A,SMC5,SMC6|
|double-strand break repair|22.00|RMI2,RMI1,BLM,TP53,TOP3A,SMC5,POLA1,SMC6|
|chromosome, telomeric region|18.06|PML,BLM,SMC5,SMC6,PPP1R10|
|DNA replication|17.00|RMI2,RMI1,SLFN11,BLM,CARM1,POLA1|
|DNA recombination|14.80|RMI2,RMI1,BLM,TOP3A,SMC5,SMC6|
|negative regulation of cell cycle process|12.75|PML,SLFN11,BLM,TP53,NSUN2,PPP1R10|
|DNA repair|10.56|RMI2,RMI1,BLM,TP53,TOP3A,SMC5,PWWP3A,POLA1,SMC6|
|DNA damage response|9.29|RMI2,RMI1,PML,SLFN11,BLM,TP53,TOP3A,SMC5,PWWP3A,POLA1,BAK1,SMC6|
|regulation of DNA metabolic process|8.70|RMI2,PML,SLFN11,BLM,TP53,SMC5,SMC6,PPP1R10|
|DNA metabolic process|8.49|RMI2,RMI1,SLFN11,BLM,TP53,TOP3A,CARM1,SMC5,PWWP3A,POLA1,SMC6|
|nuclear body|7.48|RMI2,RMI1,PML,BLM,TP53,TOP3A,SMC5,CDK13,SMC6,PPP1R10,PNISR|
|regulation of cell cycle process|7.19|RMI2,PML,SLFN11,BLM,TP53,SMC5,NSUN2,SMC6,PPP1R10|
</modal>