====== Demecolcine 0.03μM R05 exp228 ====== ==== Mechanism of Action ==== Inhibits microtubule polymerization, a.k.a. colcemid * **Class / Subclass 1:** Cell Cycle / Microtubule Poison * **Class / Subclass 2:** Organelle Function / Cytoskeletal Inhibitor ==== Technical Notes ==== * **PubChem Name:** %%Demecolcine%% * **Synonyms:** N/A * **CAS #:** 477-30-5 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/220401|220401]] * **IUPAC:** %%(7S)-1,2,3,10-tetramethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one%% * **INCHI Name:** InChI=1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1 * **INCHI Key:** NNJPGOLRFBJNIW-HNNXBMFYSA-N * **Molecular Weight:** 371.4 * **Canonical SMILES:** CNC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC * **Isomeric SMILES:** CN[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC * **Molecular Formula:** C21H25NO5 {{:chemogenomics:structures:chem-0133.svg?nolink}} * **Supplier Name:** Sigma-Aldrich * **Catalog #:** D7385 * **Lot #:** N/A * **HRMS (ESI-TOF) m/z:** (M+H)+ Calcd for C21H25NO5 372.18055; found 372.18123 * **Platform ID:** Demecolcine * **Min:** -11.2124; **Max:** 88.4000 {{:chemogenomics:dose_response:dr_207.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |0.0336 | | IC30 |0.0347 | | IC40 |0.0356 | | IC50 |0.0365 | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ ==== Screen Summary ==== * **Round**: 05 * **Dose**: 30nM * **Days of incubation**: 8 * **Doublings**: 5.8 * **Numbers of reads**: 23433703 ==== 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^ |45/9|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Demecolcine_0.03uM_Round-5_exp228.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp228.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:K:KIF15|KIF15]]|-5.67|<0.01| |[[:human_genes:S:STMN1|STMN1]]|-4.27|<0.01| |[[:human_genes:L:LRRC8A|LRRC8A]]|-3.61|<0.01| |[[:human_genes:T:TCF4|TCF4]]|-3.58|<0.01| |[[:human_genes:A:ASB3|ASB3]]|-3.58|<0.01| |[[:human_genes:T:TACC3|TACC3]]|-3.48|<0.01| |[[:human_genes:A:ASPM|ASPM]]|-3.42|<0.01| |[[:human_genes:B:BRD1|BRD1]]|-3.41|<0.01| |[[:human_genes:D:DLGAP5|DLGAP5]]|-3.39|<0.01| |[[:human_genes:P:PDS5B|PDS5B]]|-3.27|<0.01| |[[:human_genes:D:DPH1|DPH1]]|-3.25|<0.01| |[[:human_genes:S:SPAG5|SPAG5]]|-3.13|<0.01| |[[:human_genes:T:TUBB4B|TUBB4B]]|-3.02|<0.01| |[[:human_genes:Q:QRICH1|QRICH1]]|-3.02|<0.01| |[[:human_genes:S:SEPHS1|SEPHS1]]|-3.01|<0.01| |[[:human_genes:N:NSL1|NSL1]]|-2.91|<0.01| |[[:human_genes:N:NPRL2|NPRL2]]|-2.91|<0.01| |[[:human_genes:D:DSN1|DSN1]]|-2.85|<0.01| |[[:human_genes:S:SKA1|SKA1]]|-2.74|<0.01| |[[:human_genes:V:VEZT|VEZT]]|-2.73|<0.01| |[[:human_genes:P:PSMA3|PSMA3]]|-2.73|0.02| |[[:human_genes:V:VBP1|VBP1]]|-2.73|<0.01| |[[:human_genes:P:PFDN5|PFDN5]]|-2.73|<0.01| |[[:human_genes:M:MAPRE1|MAPRE1]]|-2.72|0.01| |[[:human_genes:M:MSI2|MSI2]]|-2.70|<0.01| |[[:human_genes:D:DPH2|DPH2]]|-2.69|<0.01| |[[:human_genes:T:TBCD|TBCD]]|-2.64|0.01| |[[:human_genes:Z:ZCRB1|ZCRB1]]|-2.63|0.01| |[[:human_genes:P:PDCD5|PDCD5]]|-2.63|0.01| |[[:human_genes:G:GTSE1|GTSE1]]|-2.62|0.01| |[[:human_genes:S:SYNE3|SYNE3]]|2.17|0.13| |[[:human_genes:N:NOP16|NOP16]]|2.18|0.36| |[[:human_genes:T:TUFM|TUFM]]|2.20|0.28| |[[:human_genes:T:TMEM232|TMEM232]]|2.20|0.17| |[[:human_genes:P:PDIK1L|PDIK1L]]|2.20|0.13| |[[:human_genes:C:CLCN6|CLCN6]]|2.24|0.11| |[[:human_genes:T:TTK|TTK]]|2.29|0.25| |[[:human_genes:H:HSPE1|HSPE1]]|2.31|0.54| |[[:human_genes:I:ID4|ID4]]|2.33|0.07| |[[:human_genes:G:GCH1|GCH1]]|2.34|0.07| |[[:human_genes:C:CELF1|CELF1]]|2.37|0.06| |[[:human_genes:T:TMEM161B|TMEM161B]]|2.42|0.06| |[[:human_genes:P:PAFAH1B1|PAFAH1B1]]|2.43|0.35| |[[:human_genes:K:KDM5C|KDM5C]]|2.51|0.04| |[[:human_genes:H:HK2|HK2]]|2.54|0.17| |[[:human_genes:H:HSP90AB1|HSP90AB1]]|2.57|0.06| |[[:human_genes:P:PGP|PGP]]|2.58|0.06| |[[:human_genes:S:SCAF1|SCAF1]]|2.66|0.40| |[[:human_genes:N:NUMA1|NUMA1]]|2.68|0.06| |[[:human_genes:C:C15orf38-AP3S2|C15orf38-AP3S2]]|2.78|0.03| |[[:human_genes:Y:YWHAQ|YWHAQ]]|2.89|0.02| |[[:human_genes:R:RALGAPB|RALGAPB]]|2.89|<0.01| |[[:human_genes:L:LIG1|LIG1]]|2.90|0.31| |[[:human_genes:D:DYNC1H1|DYNC1H1]]|2.90|0.31| |[[:human_genes:H:HMGCR|HMGCR]]|2.95|0.19| |[[:human_genes:A:ADIPOR1|ADIPOR1]]|2.97|<0.01| |[[:human_genes:A:ATP1A1|ATP1A1]]|3.05|<0.01| |[[:human_genes:S:SAMHD1|SAMHD1]]|3.09|<0.01| |[[:human_genes:S:SCAPER|SCAPER]]|3.60|<0.01| |[[:human_genes:A:ATAT1|ATAT1]]|4.10|<0.01| ^Screen^Correlation^Plot^ |[[:results:exp217|Mdivi-1 15μM R05 exp217]]|0.12|| |[[:results:exp190|Vincristine 0.0005μM R04 exp190]]|0.113|| |[[:results:exp60|Vinblastine 0.002μM R01 exp60]]|0.09|| |[[:results:exp243|S-trityl-L-cysteine 0.5μM R05 exp243]]|0.083|| |[[:results:exp517|Quercetin 20μM R08 exp517]]|0.082|| |[[:results:exp59|UMK57 1μM R01 exp59]]|0.081|| |[[:results:exp184|Ixabepilone 0.004 to 0.005μM on day4 R04 exp184]]|0.075|| |[[:results:exp106|UM131593 0.2μM R03 exp106]]|0.068|| |[[:results:exp103|Taxol 0.004μM R03 exp103]]|0.066|| |[[:results:exp526|Sulforaphane 9μM R08 exp526 no dilution day6]]|0.06|| |[[:results:exp125|GSK461364A 0.005μM R03 exp125]]|0.058|| |[[:results:exp107|UMK57 0.6μM R03 exp107]]|0.055|| |[[:results:exp485|GSK626616 14μM R08 exp485]]|0.055|| |[[:results:exp525|Sulforaphane 9μM R08 exp525]]|0.052|| |[[:results:exp231|Epothilone-B 0.0015μM R05 exp231]]|0.052|| |[[:results:exp215|Colchicine 0.009μM R05 exp215]]|0.189|| |[[:results:exp179|Combretastatin A4 0.002 to 0.003μM day4 R04 exp179]]|0.182|| |[[:results:exp312|2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312]]|0.123|| |[[:results:exp460|BML-284 0.09μM R08 exp460]]|0.121|| |[[:results:exp311|2-Methoxyestradiol 0.55 to 0.75μM on day4 R07 exp311]]|0.095|| |[[:results:exp310|2-Methoxyestradiol 0.55μM R07 exp310]]|0.067|| |[[:results:exp97|BI-6727 0.0125μM R03 exp97]]|0.058|| |[[:results:exp95|BI-2536 0.0042μM R03 exp95]]|0.056|| {{:chemogenomics:comparison_plots:exp217_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp190_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp60.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp243.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp517.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp59.png?nolink |}} {{:chemogenomics:comparison_plots:exp184_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp106_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp103_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp526.png?nolink |}} {{:chemogenomics:comparison_plots:exp125_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp107_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp485.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp525.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp231.png?nolink |}} {{:chemogenomics:comparison_plots:exp215_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp179_vs_exp228.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp312.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp460.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp311.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp310.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp97.png?nolink |}} {{:chemogenomics:comparison_plots:exp228_vs_exp95.png?nolink |}} ^GO Term^Fold Change^Genes^ |negative regulation of microtubule polymerization|142.84|STMN1,MAPRE1,TBCD| |outer kinetochore|90.22|NSL1,DSN1,SKA1| |spindle pole|23.53|TACC3,ASPM,DLGAP5,SPAG5,NSL1,DSN1,MAPRE1| |mitotic spindle|22.60|TACC3,ASPM,DLGAP5,SPAG5,TUBB4B,SKA1,MAPRE1| |regulation of microtubule cytoskeleton organization|21.56|STMN1,TACC3,SPAG5,SKA1,MAPRE1,TBCD| |mitotic sister chromatid segregation|21.01|DLGAP5,SPAG5,NSL1,DSN1,MAPRE1| |sister chromatid segregation|20.41|DLGAP5,SPAG5,NSL1,DSN1,MAPRE1| |spindle organization|19.93|STMN1,TACC3,ASPM,DLGAP5,SPAG5,MAPRE1| |tubulin binding|14.05|KIF15,STMN1,DLGAP5,SPAG5,SKA1,VBP1,MAPRE1,TBCD,PDCD5| |regulation of microtubule-based process|13.99|STMN1,TACC3,SPAG5,SKA1,MAPRE1,TBCD| |spindle|13.80|KIF15,TACC3,ASPM,DLGAP5,SPAG5,TUBB4B,NSL1,DSN1,SKA1,MAPRE1| |chromosome segregation|12.23|ASPM,DLGAP5,SPAG5,NSL1,DSN1,SKA1,MAPRE1| |microtubule|10.53|KIF15,STMN1,ASPM,SPAG5,TUBB4B,SKA1,MAPRE1,TBCD| |mitotic cell cycle|10.44|KIF15,STMN1,TACC3,DLGAP5,SPAG5,TUBB4B,NSL1,DSN1,SKA1,MAPRE1,TBCD| |cell division|10.16|STMN1,TACC3,ASPM,PDS5B,SPAG5,NSL1,DSN1,SKA1,MAPRE1| |microtubule cytoskeleton organization|8.48|STMN1,TACC3,ASPM,DLGAP5,SPAG5,TUBB4B,MAPRE1,TBCD| |microtubule-based process|7.33|KIF15,STMN1,TACC3,ASPM,DLGAP5,SPAG5,TUBB4B,VBP1,MAPRE1,TBCD| |cell cycle process|6.54|STMN1,TACC3,ASPM,DLGAP5,PDS5B,SPAG5,NSL1,DSN1,SKA1,MAPRE1| |cytoskeletal protein binding|5.88|KIF15,STMN1,DLGAP5,SPAG5,SKA1,VEZT,VBP1,MAPRE1,TBCD,PDCD5| ^GO Term^Fold Change^Genes^ |dynein complex binding|72.04|NUMA1,PAFAH1B1,KATNB1|