====== 2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312 ======
==== Mechanism of Action ====
Endogenous estradiol metabolite, weak agonist for estrogen receptor, agonist of GPER1, microtubule destabilizer
  * **<color #00a2e8>Class / Subclass 1:</color>** Metabolism / Metabolite
  * **<color #00a2e8>Class / Subclass 2:</color>** Signal Transduction / GPCR Agonist
  * **<color #00a2e8>Class / Subclass 3:</color>** Cell Cycle / Microtubule Poison


==== Technical Notes ====
<accordion collapsed='true'>
<panel title='Compound References' collapsed='true'>
    * **<color #00a2e8>PubChem Name:</color>** %%2-Methoxyestradiol%%
    * **<color #00a2e8>Synonyms:</color>** 2-ME2; NSC-659853
    * **<color #00a2e8>CAS #:</color>** 362-07-2
    * **<color #00a2e8>PubChem CID:</color>** [[https://pubchem.ncbi.nlm.nih.gov/compound/66414|66414]]
    * **<color #00a2e8>IUPAC:</color>** %%(8R,9S,13S,14S,17S)-2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol%%
    * **<color #00a2e8>INCHI Name:</color>** InChI=1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1
    * **<color #00a2e8>INCHI Key:</color>** CQOQDQWUFQDJMK-SSTWWWIQSA-N
    * **<color #00a2e8>Molecular Weight:</color>** 302.4
    * **<color #00a2e8>Canonical SMILES:</color>** CC12CCC3C(C1CCC2O)CCC4=CC(=C(C=C34)OC)O
    * **<color #00a2e8>Isomeric SMILES:</color>** C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=C(C=C34)OC)O
    * **<color #00a2e8>Molecular Formula:</color>** C19H26O3
{{:chemogenomics:structures:chem-0021.svg?nolink}}
</panel>


<panel title='Compound Supplier' collapsed='true'>
    * **<color #00a2e8>Supplier Name:</color>** Toronto Research Chemicals
    * **<color #00a2e8>Catalog #:</color>** M262625
    * **<color #00a2e8>Lot #:</color>** 1-GNM-86-4
</panel>


<panel title='Compound Characterization' collapsed='true'>
    * **<color #00a2e8>HRMS (ESI-TOF) m/z:</color>** (M+H)+ Calcd for C19H26O3 303.19547; found 303.19491
</panel>


<panel title='Dose Response Curve' collapsed='true'>
    * **<color #00a2e8>Platform ID:</color>** Methoxy_b-Estradiol
    * **<color #00a2e8>Min:</color>** -4.8666; **<color #00a2e8>Max:</color>** 98.0088
{{:chemogenomics:dose_response:dr_390.png?nolink&500 |}}
\\ 
\\ 
\\ 
\\ 
|< 300px 100px 200px >|
^ IC   ^ Concentration (µM) ^
| IC10  |N/A    |
| IC20  |0.1847    |
| IC30  |0.2756    |
| IC40  |0.3897    |
| IC50  |0.5415    |
| 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>**: 0.55-1µM
    * **<color #00a2e8>Days of incubation</color>**: 8
    * **<color #00a2e8>Doublings</color>**: 5.0
    * **<color #00a2e8>Numbers of reads</color>**: 16393425


==== 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^
|4/12|<color #e85500>[[https://files.tyerslab.com/files/public/chemogenomics/cranks/2-Methoxyestradiol_0.55-1day4uM_Round-7_exp312.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='2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312'>
{{:chemogenomics:cranks_plots:exp312.png?nolink}}
</modal>


<modal id="modal_hits" size="sm" title="Top 30 S/R Genes">
^Gene^CRANKS Score^FDR^
|[[:human_genes:P:PDS5B|PDS5B]]|-3.08|<0.01|
|[[:human_genes:A:ASPM|ASPM]]|-3.07|0.01|
|[[:human_genes:R:RSRC2|RSRC2]]|-3.05|0.15|
|[[:human_genes:M:MSI2|MSI2]]|-2.83|0.04|
|[[:human_genes:E:ESCO2|ESCO2]]|-2.80|0.02|
|[[:human_genes:P:PSMB8|PSMB8]]|-2.58|0.05|
|[[:human_genes:C:CALM2|CALM2]]|-2.54|0.08|
|[[:human_genes:C:CNOT2|CNOT2]]|-2.51|0.06|
|[[:human_genes:R:RBM26|RBM26]]|-2.51|0.08|
|[[:human_genes:N:NPRL2|NPRL2]]|-2.45|0.07|
|[[:human_genes:D:DDX3X|DDX3X]]|-2.42|0.08|
|[[:human_genes:W:WDR26|WDR26]]|-2.40|0.14|
|[[:human_genes:K:KIF11|KIF11]]|-2.39|0.56|
|[[:human_genes:L:LRRC8A|LRRC8A]]|-2.35|0.08|
|[[:human_genes:B:BRD1|BRD1]]|-2.31|0.10|
|[[:human_genes:F:FNDC9|FNDC9]]|-2.31|0.13|
|[[:human_genes:C:CENPN|CENPN]]|-2.30|0.13|
|[[:human_genes:U:UBE2I|UBE2I]]|-2.29|0.13|
|[[:human_genes:T:TAOK3|TAOK3]]|-2.27|0.11|
|[[:human_genes:Q:QRICH1|QRICH1]]|-2.27|0.20|
|[[:human_genes:T:TMC2|TMC2]]|-2.25|0.14|
|[[:human_genes:G:GID8|GID8]]|-2.25|0.11|
|[[:human_genes:Z:ZWILCH|ZWILCH]]|-2.25|0.11|
|[[:human_genes:F:FAM122A|FAM122A]]|-2.24|0.11|
|[[:human_genes:Z:ZW10|ZW10]]|-2.20|0.13|
|[[:human_genes:S:SSR1|SSR1]]|-2.19|0.13|
|[[:human_genes:C:CWC27|CWC27]]|-2.17|0.13|
|[[:human_genes:T:TCF4|TCF4]]|-2.13|0.14|
|[[:human_genes:K:KIF18A|KIF18A]]|-2.12|0.14|
|[[:human_genes:C:CORO6|CORO6]]|-2.11|0.14|
|[[:human_genes:P:PTPMT1|PTPMT1]]|2.06|0.34|
|[[:human_genes:C:CCNF|CCNF]]|2.06|0.30|
|[[:human_genes:T:TNNC1|TNNC1]]|2.09|0.20|
|[[:human_genes:L:LARS2|LARS2]]|2.11|0.28|
|[[:human_genes:C:CAP2|CAP2]]|2.11|0.28|
|[[:human_genes:T:TRIM28|TRIM28]]|2.13|0.17|
|[[:human_genes:C:CDC5L|CDC5L]]|2.16|0.38|
|[[:human_genes:D:DEFB115|DEFB115]]|2.20|0.21|
|[[:human_genes:H:H2AFZ|H2AFZ]]|2.22|0.11|
|[[:human_genes:S:SEC14L1|SEC14L1]]|2.23|0.11|
|[[:human_genes:I:ING5|ING5]]|2.23|0.11|
|[[:human_genes:A:ATAT1|ATAT1]]|2.27|0.09|
|[[:human_genes:C:CARD16|CARD16]]|2.29|0.09|
|[[:human_genes:C:CLASP2|CLASP2]]|2.29|0.09|
|[[:human_genes:C:COPE|COPE]]|2.34|0.57|
|[[:human_genes:Z:ZNF592|ZNF592]]|2.34|0.21|
|[[:human_genes:D:DYNC1H1|DYNC1H1]]|2.35|0.47|
|[[:human_genes:A:ARHGAP11B|ARHGAP11B]]|2.39|0.06|
|[[:human_genes:N:NDE1|NDE1]]|2.43|0.05|
|[[:human_genes:S:SLC25A51|SLC25A51]]|2.46|0.05|
|[[:human_genes:A:AMBRA1|AMBRA1]]|2.46|0.05|
|[[:human_genes:T:TP53|TP53]]|2.71|0.04|
|[[:human_genes:N:NUMA1|NUMA1]]|2.76|0.03|
|[[:human_genes:A:AFF1|AFF1]]|2.77|0.05|
|[[:human_genes:K:KIF18B|KIF18B]]|2.89|<0.01|
|[[:human_genes:P:PPP2R1A|PPP2R1A]]|3.22|<0.01|
|[[:human_genes:A:ATP1A1|ATP1A1]]|3.41|<0.01|
|[[:human_genes:S:SETDB1|SETDB1]]|3.48|<0.01|
|[[:human_genes:T:TIPRL|TIPRL]]|3.65|<0.01|
|[[:human_genes:L:LCMT1|LCMT1]]|5.04|<0.01|
</modal>


<modal id="modal_screen_similarity" size="lg" title="Correlated Screens">
^Screen^Correlation^Plot^
|[[:results:exp460|BML-284 0.09μM R08 exp460]]|0.137|<button type="primary" size="small" modal="1">View</button>|
|[[:results:exp59|UMK57 1μM R01 exp59]]|0.13|<button type="primary" size="small" modal="2">View</button>|
|[[:results:exp228|Demecolcine 0.03μM R05 exp228]]|0.123|<button type="primary" size="small" modal="3">View</button>|
|[[:results:exp217|Mdivi-1 15μM R05 exp217]]|0.121|<button type="primary" size="small" modal="4">View</button>|
|[[:results:exp179|Combretastatin A4 0.002 to 0.003μM day4 R04 exp179]]|0.108|<button type="primary" size="small" modal="5">View</button>|
|[[:results:exp310|2-Methoxyestradiol 0.55μM R07 exp310]]|0.105|<button type="primary" size="small" modal="6">View</button>|
|[[:results:exp517|Quercetin 20μM R08 exp517]]|0.101|<button type="primary" size="small" modal="7">View</button>|
|[[:results:exp190|Vincristine 0.0005μM R04 exp190]]|0.087|<button type="primary" size="small" modal="8">View</button>|
|[[:results:exp67|BVD-523 15μM R02 exp67]]|0.084|<button type="primary" size="small" modal="9">View</button>|
|[[:results:exp106|UM131593 0.2μM R03 exp106]]|0.084|<button type="primary" size="small" modal="10">View</button>|
|[[:results:exp60|Vinblastine 0.002μM R01 exp60]]|0.078|<button type="primary" size="small" modal="11">View</button>|
|[[:results:exp215|Colchicine 0.009μM R05 exp215]]|0.076|<button type="primary" size="small" modal="12">View</button>|
|[[:results:exp107|UMK57 0.6μM R03 exp107]]|0.067|<button type="primary" size="small" modal="13">View</button>|
|[[:results:exp360|Genistein 15μM R07 exp360]]|0.067|<button type="primary" size="small" modal="14">View</button>|
|[[:results:exp184|Ixabepilone 0.004 to 0.005μM on day4 R04 exp184]]|0.063|<button type="primary" size="small" modal="15">View</button>|
|[[:results:exp175|3-Bromopyruvate 7μM R04 exp175]]|0.062|<button type="primary" size="small" modal="16">View</button>|
|[[:results:exp162|BI-D1870 2μM R04 exp162]]|0.06|<button type="primary" size="small" modal="17">View</button>|
|[[:results:exp359|FK-506 30μM R07 exp359]]|0.058|<button type="primary" size="small" modal="18">View</button>|
|[[:results:exp290|LLY-283 2.6μM R06 exp290]]|0.058|<button type="primary" size="small" modal="19">View</button>|
|[[:results:exp502|Milciclib 2μM R08 exp502]]|0.057|<button type="primary" size="small" modal="20">View</button>|
|[[:results:exp356|Docosahexaenoic-acid 50μM R07 exp356]]|0.055|<button type="primary" size="small" modal="21">View</button>|
|[[:results:exp128|GSK591 2.6μM R03 exp128]]|0.054|<button type="primary" size="small" modal="22">View</button>|
|[[:results:exp46|HMS-I1 1μM R01 exp46]]|0.053|<button type="primary" size="small" modal="23">View</button>|
|[[:results:exp354|Diepoxybutane 3μM R07 exp354]]|0.052|<button type="primary" size="small" modal="24">View</button>|
|[[:results:exp78|Pterostilbene 16μM R02 exp78]]|0.052|<button type="primary" size="small" modal="25">View</button>|
|[[:results:exp227|Cryptotanshinone 12μM R05 exp227]]|0.051|<button type="primary" size="small" modal="26">View</button>|
|[[:results:exp294|Nutlin-3A 1.6μM R06 exp294]]|0.051|<button type="primary" size="small" modal="27">View</button>|
|[[:results:exp311|2-Methoxyestradiol 0.55 to 0.75μM  on day4 R07 exp311]]|0.172|<button type="primary" size="small" modal="28">View</button>|
</modal>


<modal id="1" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  BML-284 0.09μM R08 exp460">
{{:chemogenomics:comparison_plots:exp312_vs_exp460.png?nolink |}}
</modal>

<modal id="2" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  UMK57 1μM R01 exp59">
{{:chemogenomics:comparison_plots:exp312_vs_exp59.png?nolink |}}
</modal>

<modal id="3" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Demecolcine 0.03μM R05 exp228">
{{:chemogenomics:comparison_plots:exp228_vs_exp312.png?nolink |}}
</modal>

<modal id="4" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Mdivi-1 15μM R05 exp217">
{{:chemogenomics:comparison_plots:exp217_vs_exp312.png?nolink |}}
</modal>

<modal id="5" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Combretastatin A4 0.002 to 0.003μM day4 R04 exp179">
{{:chemogenomics:comparison_plots:exp179_vs_exp312.png?nolink |}}
</modal>

<modal id="6" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  2-Methoxyestradiol 0.55μM R07 exp310">
{{:chemogenomics:comparison_plots:exp310_vs_exp312.png?nolink |}}
</modal>

<modal id="7" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Quercetin 20μM R08 exp517">
{{:chemogenomics:comparison_plots:exp312_vs_exp517.png?nolink |}}
</modal>

<modal id="8" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Vincristine 0.0005μM R04 exp190">
{{:chemogenomics:comparison_plots:exp190_vs_exp312.png?nolink |}}
</modal>

<modal id="9" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  BVD-523 15μM R02 exp67">
{{:chemogenomics:comparison_plots:exp312_vs_exp67.png?nolink |}}
</modal>

<modal id="10" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  UM131593 0.2μM R03 exp106">
{{:chemogenomics:comparison_plots:exp106_vs_exp312.png?nolink |}}
</modal>

<modal id="11" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Vinblastine 0.002μM R01 exp60">
{{:chemogenomics:comparison_plots:exp312_vs_exp60.png?nolink |}}
</modal>

<modal id="12" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Colchicine 0.009μM R05 exp215">
{{:chemogenomics:comparison_plots:exp215_vs_exp312.png?nolink |}}
</modal>

<modal id="13" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  UMK57 0.6μM R03 exp107">
{{:chemogenomics:comparison_plots:exp107_vs_exp312.png?nolink |}}
</modal>

<modal id="14" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Genistein 15μM R07 exp360">
{{:chemogenomics:comparison_plots:exp312_vs_exp360.png?nolink |}}
</modal>

<modal id="15" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Ixabepilone 0.004 to 0.005μM on day4 R04 exp184">
{{:chemogenomics:comparison_plots:exp184_vs_exp312.png?nolink |}}
</modal>

<modal id="16" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  3-Bromopyruvate 7μM R04 exp175">
{{:chemogenomics:comparison_plots:exp175_vs_exp312.png?nolink |}}
</modal>

<modal id="17" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  BI-D1870 2μM R04 exp162">
{{:chemogenomics:comparison_plots:exp162_vs_exp312.png?nolink |}}
</modal>

<modal id="18" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  FK-506 30μM R07 exp359">
{{:chemogenomics:comparison_plots:exp312_vs_exp359.png?nolink |}}
</modal>

<modal id="19" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  LLY-283 2.6μM R06 exp290">
{{:chemogenomics:comparison_plots:exp290_vs_exp312.png?nolink |}}
</modal>

<modal id="20" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Milciclib 2μM R08 exp502">
{{:chemogenomics:comparison_plots:exp312_vs_exp502.png?nolink |}}
</modal>

<modal id="21" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Docosahexaenoic-acid 50μM R07 exp356">
{{:chemogenomics:comparison_plots:exp312_vs_exp356.png?nolink |}}
</modal>

<modal id="22" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  GSK591 2.6μM R03 exp128">
{{:chemogenomics:comparison_plots:exp128_vs_exp312.png?nolink |}}
</modal>

<modal id="23" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  HMS-I1 1μM R01 exp46">
{{:chemogenomics:comparison_plots:exp312_vs_exp46.png?nolink |}}
</modal>

<modal id="24" 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="25" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Pterostilbene 16μM R02 exp78">
{{:chemogenomics:comparison_plots:exp312_vs_exp78.png?nolink |}}
</modal>

<modal id="26" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Cryptotanshinone 12μM R05 exp227">
{{:chemogenomics:comparison_plots:exp227_vs_exp312.png?nolink |}}
</modal>

<modal id="27" size="lg" title="2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312  vs  Nutlin-3A 1.6μM R06 exp294">
{{:chemogenomics:comparison_plots:exp294_vs_exp312.png?nolink |}}
</modal>

<modal id="28" size="lg" title="2-Methoxyestradiol 0.55 to 0.75μM  on day4 R07 exp311  vs  2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312">
{{:chemogenomics:comparison_plots:exp311_vs_exp312.png?nolink |}}
</modal>



<modal id="modal_go_sensitive" size="lg" title="Top 30 sensitive GO terms">
^GO Term^Fold Change^Genes^
|RZZ complex|637.65|ZWILCH,ZW10|
|kinetochore microtubule|106.28|ZWILCH,ZW10,KIF18A|
|spindle microtubule|41.41|CALM2,KIF11,ZWILCH,ZW10,KIF18A|
|chromosome, centromeric region|16.35|PDS5B,ESCO2,CENPN,ZWILCH,ZW10,KIF18A|
|chromosome segregation|13.69|ASPM,ESCO2,DDX3X,KIF11,CENPN,ZW10,KIF18A|
|chromosomal region|10.28|PDS5B,ESCO2,CENPN,ZWILCH,ZW10,KIF18A|
|chromosome organization|10.14|PDS5B,ESCO2,DDX3X,KIF11,CENPN,ZW10,KIF18A|
|cell cycle process|8.78|PDS5B,ASPM,ESCO2,CALM2,DDX3X,KIF11,CENPN,UBE2I,TAOK3,ZWILCH,ZW10,KIF18A|
|mitotic cell cycle process|8.65|CALM2,KIF11,UBE2I,TAOK3,ZWILCH,ZW10,KIF18A|
|mitotic cell cycle|7.44|CALM2,KIF11,UBE2I,TAOK3,ZWILCH,ZW10,KIF18A|
</modal>
<modal id="modal_go_resistant" size="lg" title="Top 30 resistant GO terms">
^GO Term^Fold Change^Genes^
|establishment of spindle localization|40.94|NUMA1,NDE1,DYNC1H1,CLASP2|
|spindle localization|37.47|NUMA1,NDE1,DYNC1H1,CLASP2|
|cytoplasmic microtubule|26.32|KIF18B,NUMA1,DYNC1H1,CLASP2|
|mitotic cell cycle process|9.64|LCMT1,PPP2R1A,KIF18B,NUMA1,TP53,NDE1,DYNC1H1,CLASP2,CCNF|
|positive regulation of cellular component biogenesis|8.95|SETDB1,NUMA1,TP53,AMBRA1,DYNC1H1,CLASP2,ATAT1,TRIM28|
|mitotic cell cycle|8.29|LCMT1,PPP2R1A,KIF18B,NUMA1,TP53,NDE1,DYNC1H1,CLASP2,CCNF|
|regulation of cell cycle process|7.19|LCMT1,TIPRL,PPP2R1A,NUMA1,TP53,AMBRA1,DYNC1H1,CDC5L,CCNF|
|cell cycle process|5.70|LCMT1,PPP2R1A,KIF18B,NUMA1,TP53,NDE1,DYNC1H1,CLASP2,CCNF|
</modal>