====== Citral 50μM R06 exp274 ======
==== Mechanism of Action ====
putative ALDH inhibitor, essential oil
  * **<color #00a2e8>Class / Subclass 1:</color>** Uncharacterized Mechanism / Natural Product
  * **<color #00a2e8>Class / Subclass 2:</color>** Metabolism / Metabolic Enzyme Inhibitor



==== Technical Notes ====
<accordion collapsed='true'>
<panel title='Protein References' collapsed='true'>
    * **<color #00a2e8>PubChem Name:</color>** %%Citral%%
    * **<color #00a2e8>Synonyms:</color>** N/A
    * **<color #00a2e8>CAS #:</color>** 5392-40-5
    * **<color #00a2e8>PubChem CID:</color>** [[https://pubchem.ncbi.nlm.nih.gov/compound/638011|638011]]
    * **<color #00a2e8>IUPAC:</color>** %%(2E)-3,7-dimethylocta-2,6-dienal%%
    * **<color #00a2e8>INCHI Name:</color>** InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+
    * **<color #00a2e8>INCHI Key:</color>** WTEVQBCEXWBHNA-JXMROGBWSA-N
    * **<color #00a2e8>Molecular Weight:</color>** 152.23
    * **<color #00a2e8>Canonical SMILES:</color>** CC(=CCCC(=CC=O)C)C
    * **<color #00a2e8>Isomeric SMILES:</color>** CC(=CCC/C(=C/C=O)/C)C
    * **<color #00a2e8>Molecular Formula:</color>** C10H16O
{{:chemogenomics:structures:chem-0166.svg?nolink}}
</panel>


<panel title='Protein Supplier' collapsed='true'>
    * **<color #00a2e8>Supplier Name:</color>** Sigma-Aldrich
    * **<color #00a2e8>Catalog #:</color>** C83007
    * **<color #00a2e8>Lot #:</color>** MKBL6233V
</panel>


<panel title='Protein Characterization' collapsed='true'>
    * **<color #00a2e8>LCMS:</color>** Tr 1.23 min, m/z 135+ [M+H-H2O]+.
</panel>


<panel title='Dose Response Curve' collapsed='true'>
    * **<color #00a2e8>Platform ID:</color>** Citral
    * **<color #00a2e8>Min:</color>** -22.4332; **<color #00a2e8>Max:</color>** 72.2322
{{:chemogenomics:dose_response:dr_283.png?nolink&500 |}}
\\ 
\\ 
\\ 
\\ 
|< 300px 100px 200px >|
^ IC   ^ Concentration (µM) ^
| IC10  |N/A    |
| IC20  |N/A    |
| IC30  |N/A    |
| IC40  |N/A    |
| IC50  |N/A    |
| IC60  |N/A    |
| IC70  |N/A    |
| IC80  |N/A    |
| IC90  |N/A    |
\\ 
</panel>
</accordion>
==== Screen Summary ====
    * **<color #00a2e8>Round</color>**: 06
    * **<color #00a2e8>Dose</color>**: 50µM
    * **<color #00a2e8>Days of incubation</color>**: 8
    * **<color #00a2e8>Doublings</color>**: 4.2
    * **<color #00a2e8>Numbers of reads</color>**: 7188825


==== 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^
|4/38|<color #e85500>[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Citral_50uM_Round-6_exp274.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='Citral 50μM R06 exp274'>
{{:chemogenomics:cranks_plots:exp274.png?nolink}}
</modal>


<modal id="modal_hits" size="sm" title="Top 30 S/R Genes">
^Gene^CRANKS Score^FDR^
|[[:human_genes:G:GOT1|GOT1]]|-4.61|<0.01|
|[[:human_genes:T:TCF4|TCF4]]|-3.76|<0.01|
|[[:human_genes:M:MSI2|MSI2]]|-3.41|<0.01|
|[[:human_genes:C:CSNK2A1|CSNK2A1]]|-2.71|0.03|
|[[:human_genes:C:C6orf136|C6orf136]]|-2.55|0.05|
|[[:human_genes:W:WDR83OS|WDR83OS]]|-2.53|0.05|
|[[:human_genes:C:CSK|CSK]]|-2.52|0.07|
|[[:human_genes:T:TSC1|TSC1]]|-2.50|0.05|
|[[:human_genes:T:TSC2|TSC2]]|-2.47|0.05|
|[[:human_genes:G:GNA13|GNA13]]|-2.38|0.07|
|[[:human_genes:P:PGGT1B|PGGT1B]]|-2.38|0.07|
|[[:human_genes:P:PDE7A|PDE7A]]|-2.35|0.08|
|[[:human_genes:H:HPRT1|HPRT1]]|-2.34|0.13|
|[[:human_genes:M:MAD2L2|MAD2L2]]|-2.31|0.09|
|[[:human_genes:A:ATP8B2|ATP8B2]]|-2.27|0.16|
|[[:human_genes:R:RHOA|RHOA]]|-2.27|0.10|
|[[:human_genes:U:UBIAD1|UBIAD1]]|-2.26|0.16|
|[[:human_genes:S:SLC25A33|SLC25A33]]|-2.25|0.11|
|[[:human_genes:M:MTERF|MTERF]]|-2.24|0.11|
|[[:human_genes:I:IRF4|IRF4]]|-2.22|0.18|
|[[:human_genes:P:PAG1|PAG1]]|-2.20|0.19|
|[[:human_genes:X:XPR1|XPR1]]|-2.19|0.13|
|[[:human_genes:R:RHNO1|RHNO1]]|-2.16|0.14|
|[[:human_genes:M:MED4|MED4]]|-2.12|0.16|
|[[:human_genes:O:OR4A16|OR4A16]]|-2.09|0.27|
|[[:human_genes:H:HMGN5|HMGN5]]|-2.09|0.27|
|[[:human_genes:P:PDSS1|PDSS1]]|-2.07|0.36|
|[[:human_genes:C:CHD8|CHD8]]|-2.07|0.36|
|[[:human_genes:U:UBE3A|UBE3A]]|-2.06|0.20|
|[[:human_genes:F:FKBP5|FKBP5]]|-2.05|0.20|
|[[:human_genes:D:DDX3X|DDX3X]]|2.53|0.01|
|[[:human_genes:R:RHOH|RHOH]]|2.58|0.01|
|[[:human_genes:E:EIF4A1|EIF4A1]]|2.59|0.04|
|[[:human_genes:S:SYK|SYK]]|2.62|0.02|
|[[:human_genes:D:DPH6|DPH6]]|2.67|<0.01|
|[[:human_genes:R:RPS9|RPS9]]|2.79|0.08|
|[[:human_genes:P:PDHX|PDHX]]|2.85|<0.01|
|[[:human_genes:C:C4orf29|C4orf29]]|2.92|<0.01|
|[[:human_genes:N:NDUFS4|NDUFS4]]|2.94|<0.01|
|[[:human_genes:E:ECHS1|ECHS1]]|2.95|<0.01|
|[[:human_genes:D:DHX15|DHX15]]|2.95|0.05|
|[[:human_genes:M:MTHFD2|MTHFD2]]|2.97|<0.01|
|[[:human_genes:K:KCNJ2|KCNJ2]]|2.98|<0.01|
|[[:human_genes:M:METTL3|METTL3]]|2.99|<0.01|
|[[:human_genes:D:DPH2|DPH2]]|2.99|<0.01|
|[[:human_genes:S:SLC7A1|SLC7A1]]|3.08|0.01|
|[[:human_genes:P:PSME3|PSME3]]|3.28|0.00|
|[[:human_genes:S:SLC25A32|SLC25A32]]|3.29|0.00|
|[[:human_genes:H:HIBCH|HIBCH]]|3.30|0.00|
|[[:human_genes:D:DPH5|DPH5]]|3.30|0.00|
|[[:human_genes:D:DNAJC24|DNAJC24]]|3.51|0.00|
|[[:human_genes:G:GPT2|GPT2]]|3.72|0.00|
|[[:human_genes:M:MPC1|MPC1]]|3.72|0.00|
|[[:human_genes:D:DPH1|DPH1]]|3.79|0.00|
|[[:human_genes:C:CS|CS]]|4.11|0.00|
|[[:human_genes:A:ARRDC3|ARRDC3]]|4.58|0.00|
|[[:human_genes:P:PDHB|PDHB]]|4.93|0.00|
|[[:human_genes:D:DLAT|DLAT]]|5.21|0.00|
|[[:human_genes:M:MDH1|MDH1]]|5.29|0.00|
|[[:human_genes:P:PDHA1|PDHA1]]|6.08|0.00|
</modal>


<modal id="modal_screen_similarity" size="lg" title="Correlated Screens">
^Screen^Correlation^Plot^
|[[:results:exp248|UM0131023 0.05μM R05 exp248]]|0.112|<button type="primary" size="small" modal="1">View</button>|
|[[:results:exp102|Nifuroxazide 5μM R03 exp102]]|0.097|<button type="primary" size="small" modal="2">View</button>|
|[[:results:exp209|Deguelin 0.15μM R05 exp209]]|0.085|<button type="primary" size="small" modal="3">View</button>|
|[[:results:exp234|Ethanol 0.01 R05 exp234]]|0.079|<button type="primary" size="small" modal="4">View</button>|
|[[:results:exp134|MS023 2μM R03 exp134]]|0.078|<button type="primary" size="small" modal="5">View</button>|
|[[:results:exp275|Citral 75μM R06 exp275]]|0.078|<button type="primary" size="small" modal="6">View</button>|
|[[:results:exp535|Trimetrexate 0.03μM R08 exp535]]|0.077|<button type="primary" size="small" modal="7">View</button>|
|[[:results:exp526|Sulforaphane 9μM R08 exp526 no dilution day6]]|0.066|<button type="primary" size="small" modal="8">View</button>|
|[[:results:exp488|Hippuristanol 0.12μM R08 exp488]]|0.064|<button type="primary" size="small" modal="9">View</button>|
|[[:results:exp183|IU1-C 25μM R04 exp183]]|0.06|<button type="primary" size="small" modal="10">View</button>|
|[[:results:exp241|QNZ 0.01μM R05 exp241]]|0.06|<button type="primary" size="small" modal="11">View</button>|
|[[:results:exp48|Mubritinib 0.2μM R01 exp48]]|0.057|<button type="primary" size="small" modal="12">View</button>|
|[[:results:exp439|QNZ 0.01μM R08 exp439]]|0.055|<button type="primary" size="small" modal="13">View</button>|
|[[:results:exp525|Sulforaphane 9μM R08 exp525]]|0.053|<button type="primary" size="small" modal="14">View</button>|
|[[:results:exp363|GSK-J4 1-1.25μM to day4 R07 exp363]]|0.052|<button type="primary" size="small" modal="15">View</button>|
|[[:results:exp191|Hypoxia 5%O2 R04 exp191]]|0.051|<button type="primary" size="small" modal="16">View</button>|
|[[:results:exp431|Rotenone 0.07μM R08 exp431]]|0.051|<button type="primary" size="small" modal="17">View</button>|
|[[:results:exp116|AICAR 240μM R03 exp116]]|0.065|<button type="primary" size="small" modal="18">View</button>|
|[[:results:exp447|Amiloride 100μM R08 exp447]]|0.056|<button type="primary" size="small" modal="19">View</button>|
|[[:results:exp224|CB-839 10μM R05 exp224]]|0.052|<button type="primary" size="small" modal="20">View</button>|
</modal>


<modal id="1" size="lg" title="Citral 50μM R06 exp274  vs  UM0131023 0.05μM R05 exp248">
{{:chemogenomics:comparison_plots:exp248_vs_exp274.png?nolink |}}
</modal>

<modal id="2" size="lg" title="Citral 50μM R06 exp274  vs  Nifuroxazide 5μM R03 exp102">
{{:chemogenomics:comparison_plots:exp102_vs_exp274.png?nolink |}}
</modal>

<modal id="3" size="lg" title="Citral 50μM R06 exp274  vs  Deguelin 0.15μM R05 exp209">
{{:chemogenomics:comparison_plots:exp209_vs_exp274.png?nolink |}}
</modal>

<modal id="4" size="lg" title="Citral 50μM R06 exp274  vs  Ethanol 0.01 R05 exp234">
{{:chemogenomics:comparison_plots:exp234_vs_exp274.png?nolink |}}
</modal>

<modal id="5" size="lg" title="Citral 50μM R06 exp274  vs  MS023 2μM R03 exp134">
{{:chemogenomics:comparison_plots:exp134_vs_exp274.png?nolink |}}
</modal>

<modal id="6" size="lg" title="Citral 50μM R06 exp274  vs  Citral 75μM R06 exp275">
{{:chemogenomics:comparison_plots:exp274_vs_exp275.png?nolink |}}
</modal>

<modal id="7" size="lg" title="Citral 50μM R06 exp274  vs  Trimetrexate 0.03μM R08 exp535">
{{:chemogenomics:comparison_plots:exp274_vs_exp535.png?nolink |}}
</modal>

<modal id="8" size="lg" title="Citral 50μM R06 exp274  vs  Sulforaphane 9μM R08 exp526 no dilution day6">
{{:chemogenomics:comparison_plots:exp274_vs_exp526.png?nolink |}}
</modal>

<modal id="9" size="lg" title="Citral 50μM R06 exp274  vs  Hippuristanol 0.12μM R08 exp488">
{{:chemogenomics:comparison_plots:exp274_vs_exp488.png?nolink |}}
</modal>

<modal id="10" size="lg" title="Citral 50μM R06 exp274  vs  IU1-C 25μM R04 exp183">
{{:chemogenomics:comparison_plots:exp183_vs_exp274.png?nolink |}}
</modal>

<modal id="11" size="lg" title="Citral 50μM R06 exp274  vs  QNZ 0.01μM R05 exp241">
{{:chemogenomics:comparison_plots:exp241_vs_exp274.png?nolink |}}
</modal>

<modal id="12" size="lg" title="Citral 50μM R06 exp274  vs  Mubritinib 0.2μM R01 exp48">
{{:chemogenomics:comparison_plots:exp274_vs_exp48.png?nolink |}}
</modal>

<modal id="13" size="lg" title="Citral 50μM R06 exp274  vs  QNZ 0.01μM R08 exp439">
{{:chemogenomics:comparison_plots:exp274_vs_exp439.png?nolink |}}
</modal>

<modal id="14" size="lg" title="Citral 50μM R06 exp274  vs  Sulforaphane 9μM R08 exp525">
{{:chemogenomics:comparison_plots:exp274_vs_exp525.png?nolink |}}
</modal>

<modal id="15" size="lg" title="Citral 50μM R06 exp274  vs  GSK-J4 1-1.25μM to day4 R07 exp363">
{{:chemogenomics:comparison_plots:exp274_vs_exp363.png?nolink |}}
</modal>

<modal id="16" size="lg" title="Citral 50μM R06 exp274  vs  Hypoxia 5%O2 R04 exp191">
{{:chemogenomics:comparison_plots:exp191_vs_exp274.png?nolink |}}
</modal>

<modal id="17" size="lg" title="Citral 50μM R06 exp274  vs  Rotenone 0.07μM R08 exp431">
{{:chemogenomics:comparison_plots:exp274_vs_exp431.png?nolink |}}
</modal>

<modal id="18" size="lg" title="AICAR 240μM R03 exp116  vs  Citral 50μM R06 exp274">
{{:chemogenomics:comparison_plots:exp116_vs_exp274.png?nolink |}}
</modal>

<modal id="19" size="lg" title="Amiloride 100μM R08 exp447  vs  Citral 50μM R06 exp274">
{{:chemogenomics:comparison_plots:exp274_vs_exp447.png?nolink |}}
</modal>

<modal id="20" size="lg" title="CB-839 10μM R05 exp224  vs  Citral 50μM R06 exp274">
{{:chemogenomics:comparison_plots:exp224_vs_exp274.png?nolink |}}
</modal>



<modal id="modal_go_sensitive" size="lg" title="Top 30 sensitive GO terms">
^GO Term^Fold Change^Genes^
|prenyltransferase activity|110.97|PGGT1B,UBIAD1,PDSS1|
</modal>
<modal id="modal_go_resistant" size="lg" title="Top 30 resistant GO terms">
^GO Term^Fold Change^Genes^
|pyruvate dehydrogenase (NAD+) activity|441.92|PDHA1,DLAT,PDHB,PDHX|
|pyruvate dehydrogenase [NAD(P)+] activity|331.44|PDHA1,PDHB,PDHX|
|pyruvate dehydrogenase activity|331.44|PDHA1,DLAT,PDHX|
|protein histidyl modification to diphthamide|331.44|DPH1,DPH5,DPH2|
|acetyl-CoA biosynthetic process from pyruvate|276.20|DLAT,PDHB,PDHX|
|mitochondrial pyruvate dehydrogenase complex|236.74|PDHA1,PDHB,PDHX|
|peptidyl-histidine modification|236.74|DPH5,DPH2,DPH6|
|pyruvate dehydrogenase complex|236.74|DLAT,PDHB,PDHX|
|acetyl-CoA biosynthetic process|169.97|PDHA1,DLAT,PDHB,PDHX|
|acetyl-CoA metabolic process|78.91|PDHA1,DLAT,PDHB,PDHX|
|tricarboxylic acid cycle|69.05|PDHA1,MDH1,DLAT,PDHB|
|thioester biosynthetic process|55.24|PDHA1,DLAT,PDHB,PDHX|
|acyl-CoA biosynthetic process|55.24|PDHA1,DLAT,PDHB,PDHX|
|aerobic respiration|23.51|PDHA1,MDH1,DLAT,PDHB,CS,NDUFS4|
|cellular respiration|19.61|PDHA1,MDH1,DLAT,PDHB,CS,NDUFS4|
|mitochondrial matrix|10.51|PDHA1,DLAT,PDHB,CS,GPT2,HIBCH,MTHFD2,ECHS1,PDHX|
|carboxylic acid metabolic process|8.22|PDHA1,MDH1,DLAT,PDHB,CS,GPT2,HIBCH,SLC25A32,MTHFD2,ECHS1,PDHX,SYK|
|oxoacid metabolic process|8.01|PDHA1,MDH1,DLAT,PDHB,CS,GPT2,HIBCH,SLC25A32,MTHFD2,ECHS1,PDHX,SYK|
|organic acid metabolic process|7.94|PDHA1,MDH1,DLAT,PDHB,CS,GPT2,HIBCH,SLC25A32,MTHFD2,ECHS1,PDHX,SYK|
</modal>