====== Mitomycin-C 0.06μM R08 exp503 ====== ==== Mechanism of Action ==== DNA crosslinker, reductive activation forms a mitosene that N-alkylates successively DNA bases * **Class / Subclass 1:** DNA Damage, Repair and Replication / Inter/Intra-strand Crosslinker ==== Technical Notes ==== * **PubChem Name:** %%Mitomycin%% * **Synonyms:** Ametycine * **CAS #:** 50-07-7 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/5746|5746]] * **IUPAC:** %%[(4S,6S,7R,8S)-11-amino-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate%% * **INCHI Name:** InChI=1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1 * **INCHI Key:** NWIBSHFKIJFRCO-WUDYKRTCSA-N * **Molecular Weight:** 334.33 * **Canonical SMILES:** CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N * **Isomeric SMILES:** CC1=C(C(=O)C2=C(C1=O)N3C[C@H]4[C@@H]([C@@]3([C@@H]2COC(=O)N)OC)N4)N * **Molecular Formula:** C15H18N4O5 {{:chemogenomics:structures:chem-0308.svg?nolink}} * **Supplier Name:** Toronto Research Chemicals * **Catalog #:** M371900 * **Lot #:** 1-AWT-3-1 * **HRMS (ESI-TOF) m/z:** (M+H)+ Calcd for C15H18N4O5 335.135; found 335.13842 * **Platform ID:** MMC * **Min:** -9.1662; **Max:** 98.4658 {{:chemogenomics:dose_response:dr_558.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |0.0334 | | IC20 |0.0482 | | IC30 |0.0615 | | IC40 |0.0751 | | IC50 |0.0902 | | IC60 |0.1083 | | IC70 |0.1322 | | IC80 |0.1687 | | IC90 |0.2433 | \\ ==== Screen Summary ==== * **Round**: 08 * **Dose**: 60nM * **Days of incubation**: 8 * **Doublings**: 1.3 * **Numbers of reads**: 16051073 ==== 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^ |0/56|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Mitomycin_C_0.06uM_Round-8_exp503.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp503.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:H:HMGCR|HMGCR]]|-2.93|0.38| |[[:human_genes:L:LARS|LARS]]|-2.65|0.62| |[[:human_genes:M:MDM2|MDM2]]|-2.65|0.34| |[[:human_genes:G:GPX4|GPX4]]|-2.44|0.34| |[[:human_genes:T:TRIM16|TRIM16]]|-2.43|0.35| |[[:human_genes:S:SLC17A5|SLC17A5]]|-2.41|0.34| |[[:human_genes:E:EXOSC4|EXOSC4]]|-2.38|0.49| |[[:human_genes:B:BRD2|BRD2]]|-2.34|0.38| |[[:human_genes:C:CDK8|CDK8]]|-2.29|0.43| |[[:human_genes:P:POLR2L|POLR2L]]|-2.26|0.64| |[[:human_genes:R:RPS11|RPS11]]|-2.26|0.62| |[[:human_genes:D:DDX47|DDX47]]|-2.22|0.62| |[[:human_genes:V:VPS25|VPS25]]|-2.21|0.62| |[[:human_genes:N:NFS1|NFS1]]|-2.18|0.63| |[[:human_genes:N:NAT10|NAT10]]|-2.17|0.62| |[[:human_genes:C:CHAF1A|CHAF1A]]|-2.15|0.62| |[[:human_genes:P:POLR2J|POLR2J]]|-2.13|0.63| |[[:human_genes:A:APOA4|APOA4]]|-2.12|0.62| |[[:human_genes:H:HENMT1|HENMT1]]|-2.09|0.49| |[[:human_genes:P:PSMA7|PSMA7]]|-2.09|0.62| |[[:human_genes:A:ARCN1|ARCN1]]|-2.07|0.62| |[[:human_genes:O:OTUB1|OTUB1]]|-2.02|0.62| |[[:human_genes:A:ATG4D|ATG4D]]|-2.01|0.62| |[[:human_genes:M:MAU2|MAU2]]|-1.99|0.63| |[[:human_genes:M:MAP3K7|MAP3K7]]|-1.98|0.62| |[[:human_genes:T:TBCC|TBCC]]|-1.97|0.66| |[[:human_genes:R:REV1|REV1]]|-1.96|0.62| |[[:human_genes:R:RPS17L|RPS17L]]|-1.96|0.63| |[[:human_genes:E:ESPL1|ESPL1]]|-1.96|0.62| |[[:human_genes:M:MGA|MGA]]|-1.96|0.62| |[[:human_genes:T:THG1L|THG1L]]|2.79|<0.01| |[[:human_genes:T:TRMT61A|TRMT61A]]|2.80|0.01| |[[:human_genes:N:NSD1|NSD1]]|2.88|<0.01| |[[:human_genes:A:ATP5O|ATP5O]]|2.93|<0.01| |[[:human_genes:U:UBE2K|UBE2K]]|2.95|<0.01| |[[:human_genes:R:ROMO1|ROMO1]]|3.01|<0.01| |[[:human_genes:U:UHRF1|UHRF1]]|3.03|<0.01| |[[:human_genes:M:MARCH5|MARCH5]]|3.10|<0.01| |[[:human_genes:P:PCBP2|PCBP2]]|3.11|0.00| |[[:human_genes:M:MRPS33|MRPS33]]|3.12|<0.01| |[[:human_genes:B:BAP1|BAP1]]|3.13|0.00| |[[:human_genes:C:CEPT1|CEPT1]]|3.14|0.00| |[[:human_genes:F:FBXO11|FBXO11]]|3.24|0.00| |[[:human_genes:P:PML|PML]]|3.41|0.00| |[[:human_genes:F:FAF2|FAF2]]|3.46|0.00| |[[:human_genes:D:DOHH|DOHH]]|3.51|0.00| |[[:human_genes:V:VDAC2|VDAC2]]|3.61|0.00| |[[:human_genes:U:UBQLN1|UBQLN1]]|3.78|0.00| |[[:human_genes:P:PLAA|PLAA]]|3.94|0.00| |[[:human_genes:E:ENY2|ENY2]]|3.95|0.00| |[[:human_genes:S:SLC52A2|SLC52A2]]|4.39|0.00| |[[:human_genes:R:RMI1|RMI1]]|4.44|0.00| |[[:human_genes:C:CASP9|CASP9]]|4.57|0.00| |[[:human_genes:R:RMI2|RMI2]]|4.76|0.00| |[[:human_genes:A:APAF1|APAF1]]|5.39|0.00| |[[:human_genes:R:RFK|RFK]]|6.24|0.00| |[[:human_genes:S:SLFN11|SLFN11]]|6.41|0.00| |[[:human_genes:T:TP53|TP53]]|6.49|0.00| |[[:human_genes:D:DUS1L|DUS1L]]|6.53|0.00| |[[:human_genes:B:BAK1|BAK1]]|6.56|0.00| ^Screen^Correlation^Plot^ |[[:results:exp512|Olaparib 4μM R08 exp512]]|0.121|| |[[:results:exp531|THZ1 0.06μM R08 exp531]]|0.12|| |[[:results:exp515|PU-H71 1μM R08 exp515]]|0.118|| |[[:results:exp443|SNS-032 15μM R08 exp443]]|0.117|| |[[:results:exp28|Pimelic-diphenylamide-106 5μM R00 exp28]]|0.116|| |[[:results:exp524|Staurosporine 0.02μM R08 exp524]]|0.116|| |[[:results:exp527|Tanespimycin 14μM R08 exp527]]|0.112|| |[[:results:exp532|TIC10 10μM R08 exp532]]|0.11|| |[[:results:exp34|Rotenone 20μM R00 exp34]]|0.107|| |[[:results:exp80|RO-3307 4.7μM R02 exp80]]|0.105|| |[[:results:exp106|UM131593 0.2μM R03 exp106]]|0.09|| |[[:results:exp529|Thimerosal 0.85μM R08 exp529]]|0.071|| |[[:results:exp85|UM0129480 7μM R02 exp85]]|0.064|| |[[:results:exp513|ONC212 0.15μM R08 exp513]]|0.063|| |[[:results:exp294|Nutlin-3A 1.6μM R06 exp294]]|0.063|| |[[:results:exp439|QNZ 0.01μM R08 exp439]]|0.054|| |[[:results:exp517|Quercetin 20μM R08 exp517]]|0.051|| |[[:results:exp456|Benzoate 20000μM R08 exp456]]|0.156|| |[[:results:exp459|Bleomycin 5μM R08 exp459]]|0.15|| |[[:results:exp440|Aphidicolin 0.4μM R08 exp440]]|0.14|| |[[:results:exp2|5-Fluorouracil 20μM R00 exp2]]|0.139|| |[[:results:exp451|Atovaquone 15μM R08 exp451]]|0.135|| |[[:results:exp478|Doxorubicin 0.02μM R08 exp478]]|0.127|| |[[:results:exp199|Etoposide 0.3μM R05 exp199]]|0.127|| |[[:results:exp472|CI-1040 9.5μM R08 exp472]]|0.125|| |[[:results:exp3|Actinomycin-D 0.001μM R00 exp3]]|0.123|| |[[:results:exp488|Hippuristanol 0.12μM R08 exp488]]|0.106|| |[[:results:exp211|AICAR 240μM R05 exp211]]|0.098|| |[[:results:exp435|JQ1 0.8μM R08 exp435]]|0.096|| |[[:results:exp441|GSK-J4 1.5μM R08 exp441]]|0.096|| |[[:results:exp19|Etoposide 1μM R00 exp19]]|0.095|| |[[:results:exp135|MS023 7μM R03 exp135]]|0.095|| |[[:results:exp489|Hippuristanol 0.12μM R08 exp489 no dilution day6]]|0.092|| |[[:results:exp485|GSK626616 14μM R08 exp485]]|0.087|| |[[:results:exp259|6-Thio-2-deoxyguanosine 2μM R06 exp259]]|0.086|| |[[:results:exp357|Dorsomorphin 5μM R07 exp357]]|0.083|| |[[:results:exp450|Artemisinin 50μM R08 exp450]]|0.078|| |[[:results:exp96|BI-2536 0.02μM R03 exp96]]|0.078|| |[[:results:exp474|CR131-b 0.005μM R08 exp474]]|0.078|| |[[:results:exp354|Diepoxybutane 3μM R07 exp354]]|0.072|| |[[:results:exp355|Dinaciclib 0.007μM R07 exp355]]|0.072|| |[[:results:exp116|AICAR 240μM R03 exp116]]|0.069|| |[[:results:exp98|BI-6727 0.04μM R03 exp98]]|0.067|| |[[:results:exp350|Deferoxamine 11μM R07 exp350]]|0.064|| |[[:results:exp448|Ammonium tetrathiomolybdate 10μM R08 exp448]]|0.063|| |[[:results:exp22|MLN-4924 2μM R00 exp22]]|0.061|| |[[:results:exp539|42°C R08 exp539]]|0.06|| |[[:results:exp134|MS023 2μM R03 exp134]]|0.06|| |[[:results:exp343|Centrinone 0.5μM R07 exp343]]|0.058|| |[[:results:exp126|GSK461364A 0.1μM R03 exp126]]|0.057|| |[[:results:exp93|DABN racemic mixture R03 exp93]]|0.057|| |[[:results:exp502|Milciclib 2μM R08 exp502]]|0.055|| |[[:results:exp374|Latrunculin-B 10μM R07 exp374]]|0.054|| |[[:results:exp329|Hydroxyurea 100μM R07 exp329]]|0.051|| {{:chemogenomics:comparison_plots:exp503_vs_exp512.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp531.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp515.png?nolink |}} {{:chemogenomics:comparison_plots:exp443_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp28_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp524.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp527.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp532.png?nolink |}} {{:chemogenomics:comparison_plots:exp34_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp80.png?nolink |}} {{:chemogenomics:comparison_plots:exp106_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp529.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp85.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp513.png?nolink |}} {{:chemogenomics:comparison_plots:exp294_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp439_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp517.png?nolink |}} {{:chemogenomics:comparison_plots:exp456_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp459_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp440_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp2_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp451_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp478_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp199_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp472_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp3_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp488_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp435_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp441_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp19_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp135_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp489_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp485_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp259_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp357_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp96.png?nolink |}} {{:chemogenomics:comparison_plots:exp474_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp354_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp355_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp116_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp98.png?nolink |}} {{:chemogenomics:comparison_plots:exp350_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp448_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp22_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp539.png?nolink |}} {{:chemogenomics:comparison_plots:exp134_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp343_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp126_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp503_vs_exp93.png?nolink |}} {{:chemogenomics:comparison_plots:exp502_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp374_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp329_vs_exp503.png?nolink |}} No GO term hits below threshold. (FDR <0.05) ^GO Term^Fold Change^Genes^ |apoptosome|552.30|APAF1,CASP9| |RecQ family helicase-topoisomerase III complex|368.20|RMI2,RMI1| |glial cell apoptotic process|276.15|TP53,CASP9| |flavin-containing compound metabolic process|220.92|RFK,SLC52A2| |intrinsic apoptotic signaling pathway in response to endoplasmic reticulum stress|66.95|BAK1,TP53,APAF1,PML| |positive regulation of mitochondrial membrane permeability|59.18|BAK1,TP53,VDAC2| |positive regulation of membrane permeability|53.45|BAK1,TP53,VDAC2| |intrinsic apoptotic signaling pathway in response to DNA damage|31.12|BAK1,TP53,CASP9,PML| |intrinsic apoptotic signaling pathway|17.26|BAK1,TP53,APAF1,CASP9,PML| |response to endoplasmic reticulum stress|14.73|BAK1,TP53,APAF1,UBQLN1,FAF2,PML| |apoptotic signaling pathway|10.76|BAK1,TP53,APAF1,CASP9,VDAC2,PML| |ubiquitin-dependent protein catabolic process|9.73|PLAA,UBQLN1,FAF2,PML,FBXO11,BAP1,PCBP2,UHRF1,UBE2K| |proteasome-mediated ubiquitin-dependent protein catabolic process|9.61|PLAA,UBQLN1,FAF2,PML,PCBP2,UBE2K| |modification-dependent protein catabolic process|9.54|PLAA,UBQLN1,FAF2,PML,FBXO11,BAP1,PCBP2,UHRF1,UBE2K| |modification-dependent macromolecule catabolic process|9.34|PLAA,UBQLN1,FAF2,PML,FBXO11,BAP1,PCBP2,UHRF1,UBE2K| |proteolysis involved in protein catabolic process|8.53|PLAA,UBQLN1,FAF2,PML,FBXO11,BAP1,PCBP2,UHRF1,UBE2K| |protein catabolic process|7.15|PLAA,UBQLN1,FAF2,PML,FBXO11,BAP1,PCBP2,UHRF1,UBE2K| |DNA damage response|6.21|BAK1,TP53,SLFN11,RMI2,CASP9,RMI1,PML,UHRF1| |macromolecule catabolic process|5.39|PLAA,UBQLN1,FAF2,PML,FBXO11,BAP1,PCBP2,UHRF1,UBE2K|