====== Artemisinin 50μM R08 exp450 ====== ==== Mechanism of Action ==== Sesquiterpene endoperoxide activated by heme, kills malaria parasite through oxidative damage * **Class / Subclass 1:** Infectious Disease / Antimalarial ==== Technical Notes ==== * **PubChem Name:** %%Artemisinin%% * **Synonyms:** Qinghaosu; NSC 369397 * **CAS #:** 63968-64-9 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/68827|68827]] * **IUPAC:** %%(1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one%% * **INCHI Name:** InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1 * **INCHI Key:** BLUAFEHZUWYNDE-NNWCWBAJSA-N * **Molecular Weight:** 282.33 * **Canonical SMILES:** CC1CCC2C(C(=O)OC3C24C1CCC(O3)(OO4)C)C * **Isomeric SMILES:** C[C@@H]1CC[C@H]2[C@H](C(=O)O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)C * **Molecular Formula:** C15H22O5 {{:chemogenomics:structures:chem-0261.svg?nolink}} * **Supplier Name:** Combi-Blocks * **Catalog #:** QA-7358 * **Lot #:** B22262 * **HRMS (ESI-TOF) m/z:** (M+H)+ Calcd for C15H22O5 283.154; found 283.15465 * **Platform ID:** Artemisinin * **Min:** -15.4586; **Max:** 33.8695 {{:chemogenomics:dose_response:dr_500.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |7.4780 | | IC20 |34.7400 | | IC30 |96.4000 | | IC40 |N/A | | IC50 |N/A | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ ==== Screen Summary ==== * **Round**: 08 * **Dose**: 50µM * **Days of incubation**: 8 * **Doublings**: 1.9 * **Numbers of reads**: 31050357 ==== 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^ |23/126|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Artemisinin_50uM_Round-8_exp450.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp450.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:P:PSMB8|PSMB8]]|-3.90|<0.01| |[[:human_genes:S:SEPHS1|SEPHS1]]|-3.58|<0.01| |[[:human_genes:P:PRKAA1|PRKAA1]]|-3.36|<0.01| |[[:human_genes:N:NGLY1|NGLY1]]|-3.33|<0.01| |[[:human_genes:G:GCLM|GCLM]]|-3.15|<0.01| |[[:human_genes:N:NPRL2|NPRL2]]|-3.12|0.01| |[[:human_genes:N:NPRL3|NPRL3]]|-2.98|0.01| |[[:human_genes:A:ABCB10|ABCB10]]|-2.94|<0.01| |[[:human_genes:P:PSMD2|PSMD2]]|-2.88|0.01| |[[:human_genes:S:STARD7|STARD7]]|-2.86|0.01| |[[:human_genes:G:GPX4|GPX4]]|-2.85|<0.01| |[[:human_genes:C:CYB561A3|CYB561A3]]|-2.79|0.03| |[[:human_genes:T:THAP11|THAP11]]|-2.69|0.01| |[[:human_genes:C:C6orf136|C6orf136]]|-2.65|0.03| |[[:human_genes:N:NFATC3|NFATC3]]|-2.62|0.03| |[[:human_genes:H:HEXIM1|HEXIM1]]|-2.52|0.03| |[[:human_genes:P:PSMD1|PSMD1]]|-2.49|0.08| |[[:human_genes:N:NFE2L1|NFE2L1]]|-2.48|0.04| |[[:human_genes:I:ITFG2|ITFG2]]|-2.45|0.03| |[[:human_genes:U:UPF3B|UPF3B]]|-2.43|0.03| |[[:human_genes:D:DEPDC5|DEPDC5]]|-2.42|0.06| |[[:human_genes:P:PSMA3|PSMA3]]|-2.41|0.10| |[[:human_genes:U:UBE2N|UBE2N]]|-2.41|0.04| |[[:human_genes:S:SLC25A39|SLC25A39]]|-2.38|0.04| |[[:human_genes:D:DDX3X|DDX3X]]|-2.37|0.04| |[[:human_genes:O:OSGIN2|OSGIN2]]|-2.34|0.08| |[[:human_genes:T:THBS1|THBS1]]|-2.34|0.04| |[[:human_genes:P:PSMA2|PSMA2]]|-2.33|0.17| |[[:human_genes:C:CDC73|CDC73]]|-2.32|0.12| |[[:human_genes:P:PSMA1|PSMA1]]|-2.29|0.19| |[[:human_genes:U:URM1|URM1]]|3.18|0.00| |[[:human_genes:N:NDUFS2|NDUFS2]]|3.21|0.00| |[[:human_genes:G:GRSF1|GRSF1]]|3.33|0.00| |[[:human_genes:N:NDRG3|NDRG3]]|3.35|0.00| |[[:human_genes:A:ATIC|ATIC]]|3.36|0.00| |[[:human_genes:E:ENY2|ENY2]]|3.45|0.00| |[[:human_genes:T:TPK1|TPK1]]|3.47|0.00| |[[:human_genes:R:RFK|RFK]]|3.50|0.00| |[[:human_genes:K:KLF16|KLF16]]|3.51|0.00| |[[:human_genes:R:RNASEH1|RNASEH1]]|3.53|0.00| |[[:human_genes:N:NUBPL|NUBPL]]|3.54|0.00| |[[:human_genes:N:NFU1|NFU1]]|3.68|0.00| |[[:human_genes:B:BAK1|BAK1]]|3.78|0.00| |[[:human_genes:N:NDUFB11|NDUFB11]]|3.81|0.00| |[[:human_genes:A:ATP2B1|ATP2B1]]|3.86|0.00| |[[:human_genes:I:IBA57|IBA57]]|3.96|0.00| |[[:human_genes:N:NDUFB9|NDUFB9]]|4.03|0.00| |[[:human_genes:Y:YTHDF2|YTHDF2]]|4.21|0.00| |[[:human_genes:U:UROS|UROS]]|5.21|0.00| |[[:human_genes:M:MIPEP|MIPEP]]|5.48|0.00| |[[:human_genes:S:SUCLG1|SUCLG1]]|5.68|0.00| |[[:human_genes:C:CPOX|CPOX]]|5.77|0.00| |[[:human_genes:P:PDXK|PDXK]]|6.13|0.00| |[[:human_genes:F:FECH|FECH]]|6.57|0.00| |[[:human_genes:S:SUCLA2|SUCLA2]]|6.83|0.00| |[[:human_genes:G:GLRX5|GLRX5]]|7.22|0.00| |[[:human_genes:A:ALAS1|ALAS1]]|8.02|0.00| |[[:human_genes:A:ALAD|ALAD]]|8.42|0.00| |[[:human_genes:P:PPOX|PPOX]]|8.49|0.00| |[[:human_genes:H:HMBS|HMBS]]|8.49|0.00| ^Screen^Correlation^Plot^ |[[:results:exp451|Atovaquone 15μM R08 exp451]]|0.137|| |[[:results:exp360|Genistein 15μM R07 exp360]]|0.107|| |[[:results:exp288|HMS-I2 10μM R06 exp288]]|0.098|| |[[:results:exp84|UM0125461 0.74μM R02 exp84]]|0.097|| |[[:results:exp25|Oligomycin-A 2μM R00 exp25]]|0.097|| |[[:results:exp85|UM0129480 7μM R02 exp85]]|0.094|| |[[:results:exp529|Thimerosal 0.85μM R08 exp529]]|0.091|| |[[:results:exp515|PU-H71 1μM R08 exp515]]|0.091|| |[[:results:exp329|Hydroxyurea 100μM R07 exp329]]|0.089|| |[[:results:exp135|MS023 7μM R03 exp135]]|0.085|| |[[:results:exp416|Tubacin 1.6μM R07 exp416]]|0.084|| |[[:results:exp478|Doxorubicin 0.02μM R08 exp478]]|0.083|| |[[:results:exp459|Bleomycin 5μM R08 exp459]]|0.079|| |[[:results:exp503|Mitomycin-C 0.06μM R08 exp503]]|0.078|| |[[:results:exp489|Hippuristanol 0.12μM R08 exp489 no dilution day6]]|0.078|| |[[:results:exp134|MS023 2μM R03 exp134]]|0.076|| |[[:results:exp474|CR131-b 0.005μM R08 exp474]]|0.076|| |[[:results:exp488|Hippuristanol 0.12μM R08 exp488]]|0.074|| |[[:results:exp456|Benzoate 20000μM R08 exp456]]|0.072|| |[[:results:exp472|CI-1040 9.5μM R08 exp472]]|0.07|| |[[:results:exp517|Quercetin 20μM R08 exp517]]|0.07|| |[[:results:exp468|CB-5083 0.4μM R08 exp468]]|0.069|| |[[:results:exp443|SNS-032 15μM R08 exp443]]|0.066|| |[[:results:exp512|Olaparib 4μM R08 exp512]]|0.066|| |[[:results:exp342|Calcium Ionophore 0.4μM R07 exp342]]|0.066|| |[[:results:exp435|JQ1 0.8μM R08 exp435]]|0.061|| |[[:results:exp527|Tanespimycin 14μM R08 exp527]]|0.06|| |[[:results:exp500|LY2090314 0.003μM R08 exp500 no dilution day6]]|0.059|| |[[:results:exp199|Etoposide 0.3μM R05 exp199]]|0.056|| |[[:results:exp513|ONC212 0.15μM R08 exp513]]|0.055|| |[[:results:exp48|Mubritinib 0.2μM R01 exp48]]|0.054|| |[[:results:exp21|MLN-4924 0.2μM R00 exp21]]|0.054|| |[[:results:exp80|RO-3307 4.7μM R02 exp80]]|0.053|| |[[:results:exp227|Cryptotanshinone 12μM R05 exp227]]|0.053|| |[[:results:exp180|Dynasore 10μM R04 exp180]]|0.053|| |[[:results:exp106|UM131593 0.2μM R03 exp106]]|0.053|| |[[:results:exp524|Staurosporine 0.02μM R08 exp524]]|0.051|| |[[:results:exp356|Docosahexaenoic-acid 50μM R07 exp356]]|0.051|| |[[:results:exp499|LY2090314 0.003μM R08 exp499]]|0.051|| |[[:results:exp440|Aphidicolin 0.4μM R08 exp440]]|0.092|| |[[:results:exp211|AICAR 240μM R05 exp211]]|0.076|| |[[:results:exp448|Ammonium tetrathiomolybdate 10μM R08 exp448]]|0.073|| |[[:results:exp116|AICAR 240μM R03 exp116]]|0.073|| |[[:results:exp259|6-Thio-2-deoxyguanosine 2μM R06 exp259]]|0.069|| |[[:results:exp214|2-Deoxy-D-glucose 800μM R05 exp214]]|0.061|| |[[:results:exp2|5-Fluorouracil 20μM R00 exp2]]|0.052|| {{:chemogenomics:comparison_plots:exp450_vs_exp451.png?nolink |}} {{:chemogenomics:comparison_plots:exp360_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp288_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp84.png?nolink |}} {{:chemogenomics:comparison_plots:exp25_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp85.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp529.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp515.png?nolink |}} {{:chemogenomics:comparison_plots:exp329_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp135_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp416_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp478.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp459.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp489.png?nolink |}} {{:chemogenomics:comparison_plots:exp134_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp474.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp488.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp456.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp472.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp517.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp468.png?nolink |}} {{:chemogenomics:comparison_plots:exp443_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp512.png?nolink |}} {{:chemogenomics:comparison_plots:exp342_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp435_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp527.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp500.png?nolink |}} {{:chemogenomics:comparison_plots:exp199_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp513.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp48.png?nolink |}} {{:chemogenomics:comparison_plots:exp21_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp80.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp180_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp106_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp524.png?nolink |}} {{:chemogenomics:comparison_plots:exp356_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp450_vs_exp499.png?nolink |}} {{:chemogenomics:comparison_plots:exp440_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp448_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp116_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp259_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp214_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp2_vs_exp450.png?nolink |}} ^GO Term^Fold Change^Genes^ |GATOR1 complex|591.75|NPRL2,NPRL3| |regulation of mitochondrial transcription|295.88|PRKAA1,THAP11| |Seh1-associated complex|253.61|NPRL2,NPRL3,DEPDC5| |proteasome core complex|93.43|PSMB8,PSMA3,PSMA2| |negative regulation of TORC1 signaling|86.60|PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N| |heme biosynthetic process|71.01|ABCB10,NFE2L1,SLC25A39| |porphyrin-containing compound biosynthetic process|63.40|ABCB10,NFE2L1,SLC25A39| |tetrapyrrole biosynthetic process|63.40|ABCB10,NFE2L1,SLC25A39| |negative regulation of TOR signaling|53.80|PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N| |proteasome complex|49.31|PSMB8,PSMD2,PSMD1,PSMA3,PSMA2| |cellular response to amino acid starvation|49.31|NPRL2,NPRL3,ITFG2,DEPDC5| |response to amino acid starvation|46.41|NPRL2,NPRL3,ITFG2,DEPDC5| |regulation of TORC1 signaling|41.28|PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N| |endopeptidase complex|35.22|PSMB8,PSMD2,PSMD1,PSMA3,PSMA2| |regulation of TOR signaling|26.30|PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N| |peptidase complex|24.86|PSMB8,PSMD2,PSMD1,PSMA3,PSMA2| |cellular response to starvation|17.30|PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5| |proteasomal protein catabolic process|10.90|PSMB8,NGLY1,PSMD2,PSMD1,PSMA3,UBE2N,PSMA2| |negative regulation of intracellular signal transduction|9.25|PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N,DDX3X,THBS1| ^GO Term^Fold Change^Genes^ |protoporphyrinogen IX biosynthetic process|414.23|HMBS,PPOX,ALAD,ALAS1,CPOX,UROS| |protoporphyrinogen IX metabolic process|386.61|HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,UROS| |porphyrin-containing compound biosynthetic process|177.53|HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,CPOX,UROS,IBA57| |tetrapyrrole biosynthetic process|157.80|HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,UROS,IBA57| |heme biosynthetic process|154.64|HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,IBA57| |heme metabolic process|113.29|HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,UROS,IBA57| |porphyrin-containing compound metabolic process|108.06|HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,CPOX,UROS,IBA57| |pigment biosynthetic process|107.77|HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,UROS,IBA57| |tetrapyrrole metabolic process|92.05|HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,CPOX,UROS,IBA57| |iron-sulfur cluster assembly|81.82|GLRX5,IBA57,NFU1,NUBPL| |metallo-sulfur cluster assembly|81.82|GLRX5,IBA57,NFU1,NUBPL| |pigment metabolic process|69.04|HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,UROS,IBA57| |metal cluster binding|41.22|GLRX5,FECH,NFU1,NUBPL,NDUFS2| |iron-sulfur cluster binding|41.22|GLRX5,FECH,NFU1,NUBPL,NDUFS2| |sulfur compound metabolic process|13.19|GLRX5,SUCLA2,SUCLG1,IBA57,NFU1,NUBPL,TPK1| |mitochondrial matrix|11.65|ALAS1,GLRX5,SUCLA2,FECH,SUCLG1,MIPEP,IBA57,NUBPL,GRSF1,NDUFS2| |ribonucleotide metabolic process|11.47|SUCLA2,SUCLG1,NDUFB9,NDUFB11,RFK,ATIC,NDUFS2| |heterocycle biosynthetic process|10.42|HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,PDXK,CPOX,UROS,NDUFB9,IBA57,NDUFB11,RFK,TPK1,ENY2,ATIC,NDUFS2| |aromatic compound biosynthetic process|10.33|HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,PDXK,CPOX,UROS,NDUFB9,IBA57,NDUFB11,RFK,TPK1,ENY2,ATIC,NDUFS2|