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Ask your administrator if you think this is wrong. ====== Vincristine 0.0005μM R04 exp190 ====== ==== Mechanism of Action ==== Inhibits microtubule polymerization and mitotic spindle formation, induces spindle assembly checkpoint (SAC) * **<color #00a2e8>Class / Subclass 1:</color>** Cell Cycle / Microtubule Poison * **<color #00a2e8>Class / Subclass 2:</color>** Organelle Function / Cytoskeletal Inhibitor ==== Technical Notes ==== <accordion collapsed='true'> <panel title='Compound References' collapsed='true'> * **<color #00a2e8>PubChem Name:</color>** %%Vincristine sulfate%% * **<color #00a2e8>Synonyms:</color>** Leurocristine sulfate; 22-Oxovincaleukoblastine sulfate * **<color #00a2e8>CAS #:</color>** 2068-78-2 * **<color #00a2e8>PubChem CID:</color>** [[https://pubchem.ncbi.nlm.nih.gov/compound/249332|249332]] * **<color #00a2e8>IUPAC:</color>** %%methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate;sulfuric acid%% * **<color #00a2e8>INCHI Name:</color>** InChI=1S/C46H56N4O10.H2O4S/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6;1-5(2,3)4/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3;(H2,1,2,3,4)/t28-,37+,38-,39-,42+,43-,44-,45+,46+;/m1./s1 * **<color #00a2e8>INCHI Key:</color>** AQTQHPDCURKLKT-JKDPCDLQSA-N * **<color #00a2e8>Molecular Weight:</color>** 923 * **<color #00a2e8>Canonical SMILES:</color>** CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O * **<color #00a2e8>Isomeric SMILES:</color>** CC[C@@]1(C[C@@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6C=O)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O.OS(=O)(=O)O * **<color #00a2e8>Molecular Formula:</color>** C46H58N4O14S {{:chemogenomics:structures:chem-0123.svg?nolink}} </panel> <panel title='Compound Supplier' collapsed='true'> * **<color #00a2e8>Supplier Name:</color>** Sigma-Aldrich * **<color #00a2e8>Catalog #:</color>** V8879 * **<color #00a2e8>Lot #:</color>** N/A </panel> <panel title='Compound Characterization' collapsed='true'> * **<color #00a2e8>LCMS:</color>** Tr 1.08 min, m/z 825+ [M+H]+, 839- [M-H+O]- </panel> <panel title='Dose Response Curve' collapsed='true'> * **<color #00a2e8>Platform ID:</color>** Vincristine * **<color #00a2e8>Min:</color>** -7.1789; **<color #00a2e8>Max:</color>** 86.5763 {{:chemogenomics:dose_response:dr_251.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |0.0005 | | IC30 |0.0006 | | IC40 |0.0006 | | IC50 |0.0007 | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ </panel> </accordion> ==== Screen Summary ==== * **<color #00a2e8>Round</color>**: 04 * **<color #00a2e8>Dose</color>**: 0.5nM * **<color #00a2e8>Days of incubation</color>**: 8 * **<color #00a2e8>Doublings</color>**: 5.2 * **<color #00a2e8>Numbers of reads</color>**: 23430321 ==== 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^ |56/22|<color #e85500>[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Vincristine_0.0005uM_Round-4_exp190.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='Vincristine 0.0005μM R04 exp190'> {{:chemogenomics:cranks_plots:exp190.png?nolink}} </modal> <modal id="modal_hits" size="sm" title="Top 30 S/R Genes"> ^Gene^CRANKS Score^FDR^ |[[:human_genes:A:ABCC1|ABCC1]]|-5.09|<0.01| |[[:human_genes:L:LRRC40|LRRC40]]|-4.62|<0.01| |[[:human_genes:A:ATP8B2|ATP8B2]]|-4.29|<0.01| |[[:human_genes:M:MAPRE1|MAPRE1]]|-3.87|<0.01| |[[:human_genes:A:ASPM|ASPM]]|-3.81|<0.01| |[[:human_genes:T:TMEM230|TMEM230]]|-3.62|<0.01| |[[:human_genes:K:KLF16|KLF16]]|-3.62|<0.01| |[[:human_genes:G:GCLM|GCLM]]|-3.37|<0.01| |[[:human_genes:N:NPRL2|NPRL2]]|-3.37|<0.01| |[[:human_genes:D:DLGAP5|DLGAP5]]|-3.23|<0.01| |[[:human_genes:K:KIF15|KIF15]]|-3.22|<0.01| |[[:human_genes:Q:QRICH1|QRICH1]]|-3.22|<0.01| |[[:human_genes:T:TCF4|TCF4]]|-3.19|<0.01| |[[:human_genes:D:DPH1|DPH1]]|-3.19|<0.01| |[[:human_genes:C:CALM2|CALM2]]|-3.16|<0.01| |[[:human_genes:C:CNOT8|CNOT8]]|-3.08|<0.01| |[[:human_genes:K:KCTD5|KCTD5]]|-3.01|<0.01| |[[:human_genes:M:MSI2|MSI2]]|-2.96|<0.01| |[[:human_genes:S:SEPHS1|SEPHS1]]|-2.95|<0.01| |[[:human_genes:T:TMEM127|TMEM127]]|-2.92|<0.01| |[[:human_genes:K:KIFC1|KIFC1]]|-2.89|<0.01| |[[:human_genes:A:ATP2B1|ATP2B1]]|-2.88|<0.01| |[[:human_genes:G:GAK|GAK]]|-2.86|<0.01| |[[:human_genes:Z:ZWILCH|ZWILCH]]|-2.74|<0.01| |[[:human_genes:T:TMEM30A|TMEM30A]]|-2.74|<0.01| |[[:human_genes:R:RSRC2|RSRC2]]|-2.71|0.04| |[[:human_genes:H:HDAC3|HDAC3]]|-2.71|<0.01| |[[:human_genes:C:CENPF|CENPF]]|-2.65|0.01| |[[:human_genes:V:VBP1|VBP1]]|-2.62|<0.01| |[[:human_genes:L:LRP10|LRP10]]|-2.61|0.03| |[[:human_genes:E:EIF3G|EIF3G]]|2.35|0.08| |[[:human_genes:S:SPG21|SPG21]]|2.35|0.08| |[[:human_genes:R:RAB1A|RAB1A]]|2.36|0.04| |[[:human_genes:M:MED17|MED17]]|2.37|0.08| |[[:human_genes:T:TMSB15B|TMSB15B]]|2.41|0.35| |[[:human_genes:R:RAB10|RAB10]]|2.44|0.03| |[[:human_genes:P:PSMD3|PSMD3]]|2.45|0.34| |[[:human_genes:T:TRIP11|TRIP11]]|2.46|0.03| |[[:human_genes:R:RHOB|RHOB]]|2.47|0.03| |[[:human_genes:E:EIF3H|EIF3H]]|2.48|0.05| |[[:human_genes:S:STARD7|STARD7]]|2.54|0.04| |[[:human_genes:P:PACS1|PACS1]]|2.66|0.09| |[[:human_genes:R:RABIF|RABIF]]|2.66|<0.01| |[[:human_genes:D:DEGS1|DEGS1]]|2.71|<0.01| |[[:human_genes:S:STMN1|STMN1]]|2.73|<0.01| |[[:human_genes:M:MANSC4|MANSC4]]|2.81|<0.01| |[[:human_genes:M:MIDN|MIDN]]|2.99|<0.01| |[[:human_genes:H:HSPA5|HSPA5]]|3.03|0.13| |[[:human_genes:X:XAB2|XAB2]]|3.08|0.12| |[[:human_genes:T:TP53BP1|TP53BP1]]|3.10|<0.01| |[[:human_genes:W:WDR37|WDR37]]|3.25|<0.01| |[[:human_genes:R:R3HCC1L|R3HCC1L]]|3.33|<0.01| |[[:human_genes:E:EIF4G2|EIF4G2]]|3.36|<0.01| |[[:human_genes:E:EIF4A1|EIF4A1]]|3.51|<0.01| |[[:human_genes:H:HMGN2|HMGN2]]|3.53|<0.01| |[[:human_genes:D:DDX3X|DDX3X]]|3.62|<0.01| |[[:human_genes:C:CCNF|CCNF]]|3.79|<0.01| |[[:human_genes:N:NUMA1|NUMA1]]|4.19|<0.01| |[[:human_genes:T:TP53|TP53]]|4.86|<0.01| |[[:human_genes:S:SNN|SNN]]|5.05|<0.01| </modal> <modal id="modal_screen_similarity" size="lg" title="Correlated Screens"> ^Screen^Correlation^Plot^ |[[:results:exp179|Combretastatin A4 0.002 to 0.003μM day4 R04 exp179]]|0.12|<button type="primary" size="small" modal="1">View</button>| |[[:results:exp184|Ixabepilone 0.004 to 0.005μM on day4 R04 exp184]]|0.117|<button type="primary" size="small" modal="2">View</button>| |[[:results:exp460|BML-284 0.09μM R08 exp460]]|0.116|<button type="primary" size="small" modal="3">View</button>| |[[:results:exp228|Demecolcine 0.03μM R05 exp228]]|0.113|<button type="primary" size="small" modal="4">View</button>| |[[:results:exp215|Colchicine 0.009μM R05 exp215]]|0.112|<button type="primary" size="small" modal="5">View</button>| |[[:results:exp217|Mdivi-1 15μM R05 exp217]]|0.097|<button type="primary" size="small" modal="6">View</button>| |[[:results:exp310|2-Methoxyestradiol 0.55μM R07 exp310]]|0.089|<button type="primary" size="small" modal="7">View</button>| |[[:results:exp312|2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312]]|0.087|<button type="primary" size="small" modal="8">View</button>| |[[:results:exp517|Quercetin 20μM R08 exp517]]|0.086|<button type="primary" size="small" modal="9">View</button>| |[[:results:exp103|Taxol 0.004μM R03 exp103]]|0.084|<button type="primary" size="small" modal="10">View</button>| |[[:results:exp60|Vinblastine 0.002μM R01 exp60]]|0.081|<button type="primary" size="small" modal="11">View</button>| |[[:results:exp243|S-trityl-L-cysteine 0.5μM R05 exp243]]|0.079|<button type="primary" size="small" modal="12">View</button>| |[[:results:exp159|Docetaxel 0.001 to 0.002μM on day4 R04 exp159]]|0.076|<button type="primary" size="small" modal="13">View</button>| |[[:results:exp45|Docetaxel 0.002μM R01 exp45]]|0.073|<button type="primary" size="small" modal="14">View</button>| |[[:results:exp59|UMK57 1μM R01 exp59]]|0.07|<button type="primary" size="small" modal="15">View</button>| |[[:results:exp125|GSK461364A 0.005μM R03 exp125]]|0.07|<button type="primary" size="small" modal="16">View</button>| |[[:results:exp525|Sulforaphane 9μM R08 exp525]]|0.065|<button type="primary" size="small" modal="17">View</button>| |[[:results:exp526|Sulforaphane 9μM R08 exp526 no dilution day6]]|0.061|<button type="primary" size="small" modal="18">View</button>| |[[:results:exp231|Epothilone-B 0.0015μM R05 exp231]]|0.06|<button type="primary" size="small" modal="19">View</button>| |[[:results:exp177|Apcin 25μM plus proTAME 2μM R04 exp177]]|0.06|<button type="primary" size="small" modal="20">View</button>| |[[:results:exp311|2-Methoxyestradiol 0.55 to 0.75μM on day4 R07 exp311]]|0.06|<button type="primary" size="small" modal="21">View</button>| |[[:results:exp97|BI-6727 0.0125μM R03 exp97]]|0.06|<button type="primary" size="small" modal="22">View</button>| |[[:results:exp210|LB-100 2μM R05 exp210]]|0.059|<button type="primary" size="small" modal="23">View</button>| |[[:results:exp223|Cabazitaxel 0.001μM R05 exp223]]|0.057|<button type="primary" size="small" modal="24">View</button>| |[[:results:exp292|Menadione 5μM R06 exp292]]|0.057|<button type="primary" size="small" modal="25">View</button>| |[[:results:exp480|ETC-159 50μM R08 exp480]]|0.057|<button type="primary" size="small" modal="26">View</button>| |[[:results:exp95|BI-2536 0.0042μM R03 exp95]]|0.053|<button type="primary" size="small" modal="27">View</button>| |[[:results:exp240|Pyridostatin 4μM R05 exp240]]|0.053|<button type="primary" size="small" modal="28">View</button>| |[[:results:exp107|UMK57 0.6μM R03 exp107]]|0.051|<button type="primary" size="small" modal="29">View</button>| </modal> <modal id="1" size="lg" title="Combretastatin A4 0.002 to 0.003μM day4 R04 exp179 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp179_vs_exp190.png?nolink |}} </modal> <modal id="2" size="lg" title="Ixabepilone 0.004 to 0.005μM on day4 R04 exp184 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp184_vs_exp190.png?nolink |}} </modal> <modal id="3" size="lg" title="BML-284 0.09μM R08 exp460 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp460.png?nolink |}} </modal> <modal id="4" size="lg" title="Demecolcine 0.03μM R05 exp228 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp228.png?nolink |}} </modal> <modal id="5" size="lg" title="Colchicine 0.009μM R05 exp215 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp215.png?nolink |}} </modal> <modal id="6" size="lg" title="Mdivi-1 15μM R05 exp217 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp217.png?nolink |}} </modal> <modal id="7" size="lg" title="2-Methoxyestradiol 0.55μM R07 exp310 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp310.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="Quercetin 20μM R08 exp517 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp517.png?nolink |}} </modal> <modal id="10" size="lg" title="Taxol 0.004μM R03 exp103 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp103_vs_exp190.png?nolink |}} </modal> <modal id="11" size="lg" title="Vinblastine 0.002μM R01 exp60 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp60.png?nolink |}} </modal> <modal id="12" size="lg" title="S-trityl-L-cysteine 0.5μM R05 exp243 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp243.png?nolink |}} </modal> <modal id="13" size="lg" title="Docetaxel 0.001 to 0.002μM on day4 R04 exp159 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp159_vs_exp190.png?nolink |}} </modal> <modal id="14" size="lg" title="Docetaxel 0.002μM R01 exp45 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp45.png?nolink |}} </modal> <modal id="15" size="lg" title="UMK57 1μM R01 exp59 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp59.png?nolink |}} </modal> <modal id="16" size="lg" title="GSK461364A 0.005μM R03 exp125 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp125_vs_exp190.png?nolink |}} </modal> <modal id="17" size="lg" title="Sulforaphane 9μM R08 exp525 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp525.png?nolink |}} </modal> <modal id="18" size="lg" title="Sulforaphane 9μM R08 exp526 no dilution day6 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp526.png?nolink |}} </modal> <modal id="19" size="lg" title="Epothilone-B 0.0015μM R05 exp231 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp231.png?nolink |}} </modal> <modal id="20" size="lg" title="Apcin 25μM plus proTAME 2μM R04 exp177 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp177_vs_exp190.png?nolink |}} </modal> <modal id="21" size="lg" title="2-Methoxyestradiol 0.55 to 0.75μM on day4 R07 exp311 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp311.png?nolink |}} </modal> <modal id="22" size="lg" title="BI-6727 0.0125μM R03 exp97 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp97.png?nolink |}} </modal> <modal id="23" size="lg" title="LB-100 2μM R05 exp210 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp210.png?nolink |}} </modal> <modal id="24" size="lg" title="Cabazitaxel 0.001μM R05 exp223 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp223.png?nolink |}} </modal> <modal id="25" size="lg" title="Menadione 5μM R06 exp292 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp292.png?nolink |}} </modal> <modal id="26" size="lg" title="ETC-159 50μM R08 exp480 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp480.png?nolink |}} </modal> <modal id="27" size="lg" title="BI-2536 0.0042μM R03 exp95 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp95.png?nolink |}} </modal> <modal id="28" size="lg" title="Pyridostatin 4μM R05 exp240 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp190_vs_exp240.png?nolink |}} </modal> <modal id="29" size="lg" title="UMK57 0.6μM R03 exp107 vs Vincristine 0.0005μM R04 exp190"> {{:chemogenomics:comparison_plots:exp107_vs_exp190.png?nolink |}} </modal> <modal id="modal_go_sensitive" size="lg" title="Top 30 sensitive GO terms"> ^GO Term^Fold Change^Genes^ |chromosome localization|25.85|MAPRE1,DLGAP5,KIFC1,CENPF| |spindle assembly|22.53|MAPRE1,ASPM,KIFC1,HDAC3| |spindle pole|18.05|MAPRE1,ASPM,DLGAP5,CALM2,CENPF| |spindle organization|17.74|MAPRE1,ASPM,DLGAP5,KIFC1,HDAC3| |mitotic spindle|17.24|MAPRE1,ASPM,DLGAP5,KIFC1,HDAC3| |nuclear chromosome segregation|13.95|MAPRE1,ASPM,DLGAP5,KIFC1,CENPF| |spindle|13.31|MAPRE1,ASPM,DLGAP5,KIF15,CALM2,KIFC1,ZWILCH,HDAC3,CENPF| |chromosome segregation|11.23|MAPRE1,ASPM,DLGAP5,KIFC1,HDAC3,CENPF| |non-membrane-bounded organelle assembly|10.96|MAPRE1,ASPM,DLGAP5,KIFC1,HDAC3,CENPF| |tubulin binding|10.09|MAPRE1,DLGAP5,KIF15,KIFC1,CENPF,VBP1| |mitotic cell cycle process|8.31|MAPRE1,DLGAP5,CALM2,KIFC1,ZWILCH,HDAC3,CENPF| |organelle localization|8.20|MAPRE1,ASPM,TMEM230,DLGAP5,KIFC1,HDAC3,CENPF| |mitotic cell cycle|8.17|MAPRE1,DLGAP5,KIF15,CALM2,KIFC1,ZWILCH,HDAC3,CENPF| </modal> <modal id="modal_go_resistant" size="lg" title="Top 30 resistant GO terms"> ^GO Term^Fold Change^Genes^ |translation initiation factor activity|45.10|EIF4A1,EIF4G2,EIF3H,EIF3G| |translational initiation|42.50|DDX3X,EIF4A1,EIF4G2,EIF3H,EIF3G| </modal> Last modified: 2026/01/15 21:36by 127.0.0.1