====== Citral 75μM R06 exp275 ======
==== 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='Compound 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='Compound Supplier' collapsed='true'>
    * **<color #00a2e8>Supplier Name:</color>** Sigma-Aldrich
    * **<color #00a2e8>Catalog #:</color>** C83007
    * **<color #00a2e8>Lot #:</color>** MKBL6233V
</panel>


<panel title='Compound 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 |}}
\\ 
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|< 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>**: 75µM
    * **<color #00a2e8>Days of incubation</color>**: 8
    * **<color #00a2e8>Doublings</color>**: 1.4
    * **<color #00a2e8>Numbers of reads</color>**: 8529157


==== 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^
|3/14|<color #e85500>[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Citral_75uM_Round-6_exp275.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 75μM R06 exp275'>
{{:chemogenomics:cranks_plots:exp275.png?nolink}}
</modal>


<modal id="modal_hits" size="sm" title="Top 30 S/R Genes">
^Gene^CRANKS Score^FDR^
|[[:human_genes:T:TCF4|TCF4]]|-3.32|<0.01|
|[[:human_genes:P:PRKAA1|PRKAA1]]|-3.02|<0.01|
|[[:human_genes:M:MTCH2|MTCH2]]|-2.84|0.05|
|[[:human_genes:A:ABCC1|ABCC1]]|-2.70|0.07|
|[[:human_genes:X:XPR1|XPR1]]|-2.47|0.08|
|[[:human_genes:R:RHOA|RHOA]]|-2.41|0.11|
|[[:human_genes:D:DPRX|DPRX]]|-2.39|0.11|
|[[:human_genes:C:CSK|CSK]]|-2.33|0.21|
|[[:human_genes:R:RAB24|RAB24]]|-2.25|0.21|
|[[:human_genes:T:TRIP12|TRIP12]]|-2.23|0.21|
|[[:human_genes:P:PRKAG1|PRKAG1]]|-2.23|0.37|
|[[:human_genes:G:GABARAP|GABARAP]]|-2.20|0.21|
|[[:human_genes:M:MEIG1|MEIG1]]|-2.13|0.49|
|[[:human_genes:A:ANAPC15|ANAPC15]]|-2.09|0.37|
|[[:human_genes:C:CYLD|CYLD]]|-2.08|0.37|
|[[:human_genes:T:TRIM44|TRIM44]]|-2.07|0.37|
|[[:human_genes:N:NPRL3|NPRL3]]|-2.07|0.48|
|[[:human_genes:C:C11orf30|C11orf30]]|-2.06|0.37|
|[[:human_genes:H:HIST1H3E|HIST1H3E]]|-2.06|0.37|
|[[:human_genes:T:TBC1D17|TBC1D17]]|-2.04|0.37|
|[[:human_genes:G:GPR21|GPR21]]|-2.03|0.37|
|[[:human_genes:C:CFLAR|CFLAR]]|-2.03|0.37|
|[[:human_genes:G:GPBP1|GPBP1]]|-2.02|0.37|
|[[:human_genes:S:SLC9A8|SLC9A8]]|-2.02|0.37|
|[[:human_genes:F:FBXL5|FBXL5]]|-1.98|0.37|
|[[:human_genes:G:GIGYF2|GIGYF2]]|-1.96|0.48|
|[[:human_genes:S:SLC16A5|SLC16A5]]|-1.96|0.37|
|[[:human_genes:M:MORF4L1|MORF4L1]]|-1.95|0.37|
|[[:human_genes:S:SEPHS2|SEPHS2]]|-1.95|0.37|
|[[:human_genes:C:CXCR4|CXCR4]]|-1.95|0.37|
|[[:human_genes:R:RICTOR|RICTOR]]|2.24|0.08|
|[[:human_genes:A:ALAD|ALAD]]|2.24|0.15|
|[[:human_genes:S:SLC7A1|SLC7A1]]|2.24|0.26|
|[[:human_genes:Z:ZBTB18|ZBTB18]]|2.25|0.08|
|[[:human_genes:E:EIF3B|EIF3B]]|2.26|0.34|
|[[:human_genes:F:FGFR4|FGFR4]]|2.27|0.07|
|[[:human_genes:S:SIX2|SIX2]]|2.28|0.12|
|[[:human_genes:D:DPH5|DPH5]]|2.31|0.06|
|[[:human_genes:E:EIF3A|EIF3A]]|2.37|0.05|
|[[:human_genes:T:TRMT61A|TRMT61A]]|2.39|0.21|
|[[:human_genes:P:PDS5B|PDS5B]]|2.42|0.04|
|[[:human_genes:D:DRG1|DRG1]]|2.46|0.06|
|[[:human_genes:M:METTL1|METTL1]]|2.49|0.05|
|[[:human_genes:A:AP1M1|AP1M1]]|2.49|0.03|
|[[:human_genes:D:DAO|DAO]]|2.51|0.05|
|[[:human_genes:M:METTL21D|METTL21D]]|2.55|0.03|
|[[:human_genes:A:ATP5B|ATP5B]]|2.58|0.04|
|[[:human_genes:N:NHP2L1|NHP2L1]]|2.65|0.18|
|[[:human_genes:H:HSD17B12|HSD17B12]]|2.69|0.05|
|[[:human_genes:P:PIK3CD|PIK3CD]]|2.71|0.02|
|[[:human_genes:C:CD19|CD19]]|2.75|0.02|
|[[:human_genes:D:DPH2|DPH2]]|2.76|0.02|
|[[:human_genes:A:ACSL3|ACSL3]]|2.83|0.02|
|[[:human_genes:M:MIDN|MIDN]]|2.85|<0.01|
|[[:human_genes:H:HMHA1|HMHA1]]|2.96|0.02|
|[[:human_genes:A:ATPAF2|ATPAF2]]|3.18|<0.01|
|[[:human_genes:R:RBM26|RBM26]]|3.22|<0.01|
|[[:human_genes:L:LRRC63|LRRC63]]|3.37|0.18|
|[[:human_genes:A:ATP5A1|ATP5A1]]|3.69|<0.01|
|[[:human_genes:P:PRRC2C|PRRC2C]]|3.87|<0.01|
</modal>


<modal id="modal_screen_similarity" size="lg" title="Correlated Screens">
^Screen^Correlation^Plot^
|[[:results:exp488|Hippuristanol 0.12μM R08 exp488]]|0.076|<button type="primary" size="small" modal="1">View</button>|
|[[:results:exp489|Hippuristanol 0.12μM R08 exp489 no dilution day6]]|0.069|<button type="primary" size="small" modal="2">View</button>|
|[[:results:exp535|Trimetrexate 0.03μM R08 exp535]]|0.061|<button type="primary" size="small" modal="3">View</button>|
|[[:results:exp439|QNZ 0.01μM R08 exp439]]|0.058|<button type="primary" size="small" modal="4">View</button>|
|[[:results:exp234|Ethanol 0.01 R05 exp234]]|0.054|<button type="primary" size="small" modal="5">View</button>|
|[[:results:exp431|Rotenone 0.07μM R08 exp431]]|0.053|<button type="primary" size="small" modal="6">View</button>|
|[[:results:exp445|∆-9-Tetrahydrocannabinol 30μM R08 exp445]]|0.053|<button type="primary" size="small" modal="7">View</button>|
|[[:results:exp102|Nifuroxazide 5μM R03 exp102]]|0.053|<button type="primary" size="small" modal="8">View</button>|
|[[:results:exp526|Sulforaphane 9μM R08 exp526 no dilution day6]]|0.052|<button type="primary" size="small" modal="9">View</button>|
|[[:results:exp274|Citral 50μM R06 exp274]]|0.078|<button type="primary" size="small" modal="10">View</button>|
|[[:results:exp466|Cannabidiol 20μM R08 exp466]]|0.07|<button type="primary" size="small" modal="11">View</button>|
|[[:results:exp334|All-trans-Retinoic-Acid 40μM R07 exp334]]|0.069|<button type="primary" size="small" modal="12">View</button>|
|[[:results:exp447|Amiloride 100μM R08 exp447]]|0.053|<button type="primary" size="small" modal="13">View</button>|
|[[:results:exp269|Bisphenol A 100μM R06 exp269]]|0.051|<button type="primary" size="small" modal="14">View</button>|
</modal>


<modal id="1" size="lg" title="Citral 75μM R06 exp275  vs  Hippuristanol 0.12μM R08 exp488">
{{:chemogenomics:comparison_plots:exp275_vs_exp488.png?nolink |}}
</modal>

<modal id="2" size="lg" title="Citral 75μM R06 exp275  vs  Hippuristanol 0.12μM R08 exp489 no dilution day6">
{{:chemogenomics:comparison_plots:exp275_vs_exp489.png?nolink |}}
</modal>

<modal id="3" size="lg" title="Citral 75μM R06 exp275  vs  Trimetrexate 0.03μM R08 exp535">
{{:chemogenomics:comparison_plots:exp275_vs_exp535.png?nolink |}}
</modal>

<modal id="4" size="lg" title="Citral 75μM R06 exp275  vs  QNZ 0.01μM R08 exp439">
{{:chemogenomics:comparison_plots:exp275_vs_exp439.png?nolink |}}
</modal>

<modal id="5" size="lg" title="Citral 75μM R06 exp275  vs  Ethanol 0.01 R05 exp234">
{{:chemogenomics:comparison_plots:exp234_vs_exp275.png?nolink |}}
</modal>

<modal id="6" size="lg" title="Citral 75μM R06 exp275  vs  Rotenone 0.07μM R08 exp431">
{{:chemogenomics:comparison_plots:exp275_vs_exp431.png?nolink |}}
</modal>

<modal id="7" size="lg" title="Citral 75μM R06 exp275  vs  ∆-9-Tetrahydrocannabinol 30μM R08 exp445">
{{:chemogenomics:comparison_plots:exp275_vs_exp445.png?nolink |}}
</modal>

<modal id="8" size="lg" title="Citral 75μM R06 exp275  vs  Nifuroxazide 5μM R03 exp102">
{{:chemogenomics:comparison_plots:exp102_vs_exp275.png?nolink |}}
</modal>

<modal id="9" size="lg" title="Citral 75μM R06 exp275  vs  Sulforaphane 9μM R08 exp526 no dilution day6">
{{:chemogenomics:comparison_plots:exp275_vs_exp526.png?nolink |}}
</modal>

<modal id="10" size="lg" title="Citral 50μM R06 exp274  vs  Citral 75μM R06 exp275">
{{:chemogenomics:comparison_plots:exp274_vs_exp275.png?nolink |}}
</modal>

<modal id="11" size="lg" title="Cannabidiol 20μM R08 exp466  vs  Citral 75μM R06 exp275">
{{:chemogenomics:comparison_plots:exp275_vs_exp466.png?nolink |}}
</modal>

<modal id="12" size="lg" title="All-trans-Retinoic-Acid 40μM R07 exp334  vs  Citral 75μM R06 exp275">
{{:chemogenomics:comparison_plots:exp275_vs_exp334.png?nolink |}}
</modal>

<modal id="13" size="lg" title="Amiloride 100μM R08 exp447  vs  Citral 75μM R06 exp275">
{{:chemogenomics:comparison_plots:exp275_vs_exp447.png?nolink |}}
</modal>

<modal id="14" size="lg" title="Bisphenol A 100μM R06 exp269  vs  Citral 75μM R06 exp275">
{{:chemogenomics:comparison_plots:exp269_vs_exp275.png?nolink |}}
</modal>



<modal id="modal_go_sensitive" size="lg" title="Top 30 sensitive GO terms">
^GO Term^Fold Change^Genes^
|proline-rich region binding|119.51|CSK,CYLD,GIGYF2|
</modal>
<modal id="modal_go_resistant" size="lg" title="Top 30 resistant GO terms">
^GO Term^Fold Change^Genes^
|angiostatin binding|368.27|ATP5F1A,ATP5F1B|
|proton-transporting ATP synthase complex, catalytic core F(1)|331.44|ATP5F1A,ATP5F1B,ATP5PO|
|mitochondrial proton-transporting ATP synthase complex, catalytic sector F(1)|276.20|ATP5F1A,ATP5F1B|
|proton-transporting ATP synthase activity, rotational mechanism|118.37|ATP5F1A,ATP5F1B,ATP5PO|
|mitochondrial proton-transporting ATP synthase complex|110.48|ATP5F1A,ATP5F1B,ATP5PO|
|proton-transporting two-sector ATPase complex, catalytic domain|97.48|ATP5F1A,ATP5F1B,ATP5PO|
|purine ribonucleotide biosynthetic process|15.78|ATP5F1A,ACSL3,HSD17B12,ATP5F1B,ATP5PO|
</modal>