====== AICAR 240μM R05 exp211 ====== ==== Mechanism of Action ==== Metabolic intermediate in purine biosynthesis, activates AMPK, has other putative targets * **Class / Subclass 1:** Metabolism / Metabolite * **Class / Subclass 2:** Signal Transduction / Kinase Activator ==== Technical Notes ==== * **PubChem Name:** %%Acadesine%% * **Synonyms:** Acadesine; AICA Riboside * **CAS #:** 2627-69-2 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/17513|17513]] * **IUPAC:** %%5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide%% * **INCHI Name:** InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1 * **INCHI Key:** RTRQQBHATOEIAF-UUOKFMHZSA-N * **Molecular Weight:** 258.23 * **Canonical SMILES:** C1=NC(=C(N1C2C(C(C(O2)CO)O)O)N)C(=O)N * **Isomeric SMILES:** C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)C(=O)N * **Molecular Formula:** C9H14N4O5 {{:chemogenomics:structures:chem-0072.svg?nolink}} * **Supplier Name:** AK scientific * **Catalog #:** AMTNS043 * **Lot #:** DM-079-143-2 * **LCMS:** Tr 0.15 min, m/z 259+ [M+H]+, 257- [M-H]- * **Platform ID:** AICAR * **Min:** -11.2747; **Max:** 24.1473 {{:chemogenomics:dose_response:dr_68.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |N/A | | IC30 |N/A | | IC40 |N/A | | IC50 |N/A | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ ==== Screen Summary ==== * **Round**: 05 * **Dose**: 240µM * **Days of incubation**: 8 * **Doublings**: 1.5 * **Numbers of reads**: 17899422 ==== 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^ |1/115|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/AICAR_240uM_Round-5_exp211.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp211.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:U:UCK2|UCK2]]|-4.28|<0.01| |[[:human_genes:R:RPL30|RPL30]]|-2.80|0.37| |[[:human_genes:S:SKIV2L2|SKIV2L2]]|-2.70|0.39| |[[:human_genes:U:UGDH|UGDH]]|-2.68|0.06| |[[:human_genes:N:NPRL2|NPRL2]]|-2.64|0.06| |[[:human_genes:U:USP5|USP5]]|-2.63|0.10| |[[:human_genes:C:CREBBP|CREBBP]]|-2.60|0.10| |[[:human_genes:P:PPP1R18|PPP1R18]]|-2.48|0.26| |[[:human_genes:G:GNL3|GNL3]]|-2.47|0.20| |[[:human_genes:N:NUP133|NUP133]]|-2.43|0.26| |[[:human_genes:D:DNAH3|DNAH3]]|-2.41|0.19| |[[:human_genes:S:SUPT3H|SUPT3H]]|-2.40|0.10| |[[:human_genes:T:TK1|TK1]]|-2.40|0.10| |[[:human_genes:R:RPS13|RPS13]]|-2.27|0.44| |[[:human_genes:N:NIPBL|NIPBL]]|-2.27|0.26| |[[:human_genes:T:TRIM44|TRIM44]]|-2.27|0.20| |[[:human_genes:Z:ZNF259|ZNF259]]|-2.26|0.20| |[[:human_genes:H:HMGCS1|HMGCS1]]|-2.21|0.28| |[[:human_genes:Y:YBX3|YBX3]]|-2.21|0.25| |[[:human_genes:D:DTYMK|DTYMK]]|-2.20|0.25| |[[:human_genes:S:SRSF10|SRSF10]]|-2.19|0.29| |[[:human_genes:U:UBE2D3|UBE2D3]]|-2.19|0.20| |[[:human_genes:T:TRIM66|TRIM66]]|-2.19|0.20| |[[:human_genes:K:KRTAP4-8|KRTAP4-8]]|-2.18|0.35| |[[:human_genes:M:MIER3|MIER3]]|-2.16|0.20| |[[:human_genes:C:CHMP6|CHMP6]]|-2.16|0.26| |[[:human_genes:F:F7|F7]]|-2.15|0.20| |[[:human_genes:C:COX7A2|COX7A2]]|-2.15|0.20| |[[:human_genes:C:CMPK1|CMPK1]]|-2.15|0.20| |[[:human_genes:L:LSM6|LSM6]]|-2.14|0.30| |[[:human_genes:L:LIAS|LIAS]]|3.38|<0.01| |[[:human_genes:A:ATIC|ATIC]]|3.38|<0.01| |[[:human_genes:M:MAPKAP1|MAPKAP1]]|3.38|<0.01| |[[:human_genes:G:GUK1|GUK1]]|3.41|<0.01| |[[:human_genes:F:FDX1|FDX1]]|3.42|<0.01| |[[:human_genes:M:MARCH5|MARCH5]]|3.44|<0.01| |[[:human_genes:M:MLX|MLX]]|3.49|<0.01| |[[:human_genes:M:MLST8|MLST8]]|3.53|<0.01| |[[:human_genes:A:APAF1|APAF1]]|3.61|<0.01| |[[:human_genes:H:HEATR3|HEATR3]]|3.65|<0.01| |[[:human_genes:T:TP53|TP53]]|3.95|<0.01| |[[:human_genes:B:BAK1|BAK1]]|3.97|<0.01| |[[:human_genes:S:SLC25A51|SLC25A51]]|4.28|<0.01| |[[:human_genes:M:MTRR|MTRR]]|4.37|<0.01| |[[:human_genes:P:PRUNE|PRUNE]]|4.55|<0.01| |[[:human_genes:M:MTHFD1L|MTHFD1L]]|4.89|<0.01| |[[:human_genes:M:MTR|MTR]]|4.96|<0.01| |[[:human_genes:D:DLD|DLD]]|4.99|<0.01| |[[:human_genes:Y:YLPM1|YLPM1]]|5.03|<0.01| |[[:human_genes:S:SLC29A1|SLC29A1]]|5.11|<0.01| |[[:human_genes:S:SLC19A1|SLC19A1]]|5.15|<0.01| |[[:human_genes:A:ADSS|ADSS]]|5.35|<0.01| |[[:human_genes:M:MMACHC|MMACHC]]|5.43|<0.01| |[[:human_genes:M:MTHFD2|MTHFD2]]|5.45|<0.01| |[[:human_genes:S:SHMT2|SHMT2]]|5.57|<0.01| |[[:human_genes:S:SLC25A32|SLC25A32]]|6.31|<0.01| |[[:human_genes:I:IMPDH2|IMPDH2]]|7.40|<0.01| |[[:human_genes:A:AK2|AK2]]|8.09|<0.01| |[[:human_genes:N:NUDT2|NUDT2]]|8.48|<0.01| |[[:human_genes:A:ADK|ADK]]|8.50|<0.01| ^Screen^Correlation^Plot^ |[[:results:exp456|Benzoate 20000μM R08 exp456]]|0.128|| |[[:results:exp440|Aphidicolin 0.4μM R08 exp440]]|0.115|| |[[:results:exp3|Actinomycin-D 0.001μM R00 exp3]]|0.111|| |[[:results:exp135|MS023 7μM R03 exp135]]|0.109|| |[[:results:exp512|Olaparib 4μM R08 exp512]]|0.104|| |[[:results:exp199|Etoposide 0.3μM R05 exp199]]|0.101|| |[[:results:exp503|Mitomycin-C 0.06μM R08 exp503]]|0.098|| |[[:results:exp451|Atovaquone 15μM R08 exp451]]|0.097|| |[[:results:exp134|MS023 2μM R03 exp134]]|0.094|| |[[:results:exp80|RO-3307 4.7μM R02 exp80]]|0.091|| |[[:results:exp531|THZ1 0.06μM R08 exp531]]|0.09|| |[[:results:exp478|Doxorubicin 0.02μM R08 exp478]]|0.087|| |[[:results:exp485|GSK626616 14μM R08 exp485]]|0.087|| |[[:results:exp472|CI-1040 9.5μM R08 exp472]]|0.081|| |[[:results:exp474|CR131-b 0.005μM R08 exp474]]|0.08|| |[[:results:exp459|Bleomycin 5μM R08 exp459]]|0.079|| |[[:results:exp34|Rotenone 20μM R00 exp34]]|0.078|| |[[:results:exp106|UM131593 0.2μM R03 exp106]]|0.077|| |[[:results:exp450|Artemisinin 50μM R08 exp450]]|0.076|| |[[:results:exp524|Staurosporine 0.02μM R08 exp524]]|0.075|| |[[:results:exp294|Nutlin-3A 1.6μM R06 exp294]]|0.074|| |[[:results:exp488|Hippuristanol 0.12μM R08 exp488]]|0.073|| |[[:results:exp19|Etoposide 1μM R00 exp19]]|0.071|| |[[:results:exp515|PU-H71 1μM R08 exp515]]|0.071|| |[[:results:exp527|Tanespimycin 14μM R08 exp527]]|0.07|| |[[:results:exp505|ML-792 0.2μM R08 exp505]]|0.07|| |[[:results:exp489|Hippuristanol 0.12μM R08 exp489 no dilution day6]]|0.068|| |[[:results:exp529|Thimerosal 0.85μM R08 exp529]]|0.068|| |[[:results:exp21|MLN-4924 0.2μM R00 exp21]]|0.066|| |[[:results:exp435|JQ1 0.8μM R08 exp435]]|0.066|| |[[:results:exp448|Ammonium tetrathiomolybdate 10μM R08 exp448]]|0.065|| |[[:results:exp350|Deferoxamine 11μM R07 exp350]]|0.064|| |[[:results:exp441|GSK-J4 1.5μM R08 exp441]]|0.063|| |[[:results:exp443|SNS-032 15μM R08 exp443]]|0.062|| |[[:results:exp28|Pimelic-diphenylamide-106 5μM R00 exp28]]|0.061|| |[[:results:exp354|Diepoxybutane 3μM R07 exp354]]|0.061|| |[[:results:exp374|Latrunculin-B 10μM R07 exp374]]|0.061|| |[[:results:exp35|TRAIL 5ng/ml R00 exp35]]|0.06|| |[[:results:exp234|Ethanol 0.01 R05 exp234]]|0.058|| |[[:results:exp355|Dinaciclib 0.007μM R07 exp355]]|0.057|| |[[:results:exp329|Hydroxyurea 100μM R07 exp329]]|0.057|| |[[:results:exp500|LY2090314 0.003μM R08 exp500 no dilution day6]]|0.057|| |[[:results:exp36|TRAIL 50ng/ml R00 exp36]]|0.054|| |[[:results:exp85|UM0129480 7μM R02 exp85]]|0.053|| |[[:results:exp499|LY2090314 0.003μM R08 exp499]]|0.052|| |[[:results:exp264|Arsenate 40μM R06 exp264]]|0.052|| |[[:results:exp468|CB-5083 0.4μM R08 exp468]]|0.051|| |[[:results:exp414|Tozasertib 0.1μM R07 exp414]]|0.051|| |[[:results:exp431|Rotenone 0.07μM R08 exp431]]|0.051|| |[[:results:exp116|AICAR 240μM R03 exp116]]|0.209|| |[[:results:exp2|5-Fluorouracil 20μM R00 exp2]]|0.114|| |[[:results:exp259|6-Thio-2-deoxyguanosine 2μM R06 exp259]]|0.076|| |[[:results:exp214|2-Deoxy-D-glucose 800μM R05 exp214]]|0.051|| {{:chemogenomics:comparison_plots:exp211_vs_exp456.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp440.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp3.png?nolink |}} {{:chemogenomics:comparison_plots:exp135_vs_exp211.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp512.png?nolink |}} {{:chemogenomics:comparison_plots:exp199_vs_exp211.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp503.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp451.png?nolink |}} {{:chemogenomics:comparison_plots:exp134_vs_exp211.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp80.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp531.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp478.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp485.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp472.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp474.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp459.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp34.png?nolink |}} {{:chemogenomics:comparison_plots:exp106_vs_exp211.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp524.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp294.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp488.png?nolink |}} {{:chemogenomics:comparison_plots:exp19_vs_exp211.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp515.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp527.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp505.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp489.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp529.png?nolink |}} {{:chemogenomics:comparison_plots:exp21_vs_exp211.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp435.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp448.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp350.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp441.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp443.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp28.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp354.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp374.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp35.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp234.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp355.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp329.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp500.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp36.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp85.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp499.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp264.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp468.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp414.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp431.png?nolink |}} {{:chemogenomics:comparison_plots:exp116_vs_exp211.png?nolink |}} {{:chemogenomics:comparison_plots:exp2_vs_exp211.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp259.png?nolink |}} {{:chemogenomics:comparison_plots:exp211_vs_exp214.png?nolink |}} ^GO Term^Fold Change^Genes^ |thymidine metabolic process|285.69|TK1,DTYMK| |nucleoside kinase activity|214.27|UCK2,TK1,CMPK1| |pyrimidine nucleotide biosynthetic process|57.14|UCK2,DTYMK,CMPK1| |pyrimidine-containing compound biosynthetic process|57.14|UCK2,TK1,DTYMK,CMPK1| |nucleobase-containing compound kinase activity|55.74|UCK2,TK1,DTYMK,CMPK1| ^GO Term^Fold Change^Genes^ |tetrahydrofolate metabolic process|197.26|SHMT2,MTHFD2,MTR,MTHFD1L,ATIC| |AMP biosynthetic process|184.11|ADK,NUDT2,ADSS2,ATIC| |folic acid-containing compound metabolic process|154.65|SHMT2,MTHFD2,SLC19A1,MTR,MTHFD1L,MTRR,ATIC| |purine ribonucleoside monophosphate biosynthetic process|153.43|ADK,NUDT2,IMPDH2,ADSS2,ATIC| |pteridine-containing compound metabolic process|142.54|SLC25A32,SHMT2,MTHFD2,SLC19A1,MTR,MTHFD1L,MTRR,ATIC| |purine nucleoside monophosphate biosynthetic process|138.08|ADK,NUDT2,IMPDH2,ADSS2,ATIC| |purine ribonucleoside monophosphate metabolic process|96.66|ADK,NUDT2,AK2,IMPDH2,ADSS2,GUK1,ATIC| |purine nucleoside monophosphate metabolic process|92.06|ADK,NUDT2,AK2,IMPDH2,ADSS2,GUK1,ATIC| |ribonucleoside monophosphate biosynthetic process|81.23|ADK,NUDT2,IMPDH2,ADSS2,ATIC| |water-soluble vitamin metabolic process|66.66|SLC25A32,SHMT2,MTHFD2,MMACHC,SLC19A1,MTR,MTRR| |ribonucleoside monophosphate metabolic process|65.53|ADK,NUDT2,AK2,IMPDH2,ADSS2,GUK1,ATIC| |nucleoside monophosphate metabolic process|50.87|ADK,NUDT2,AK2,IMPDH2,ADSS2,GUK1,ATIC| |dicarboxylic acid metabolic process|50.21|SLC25A32,SHMT2,MTHFD2,ADSS2,SLC19A1,MTHFD1L,MTRR,ATIC| |vitamin metabolic process|39.86|SLC25A32,SHMT2,MTHFD2,MMACHC,SLC19A1,MTR,MTRR| |cellular modified amino acid metabolic process|38.76|SLC25A32,SHMT2,MTHFD2,SLC19A1,MTR,MTHFD1L,MTRR,ATIC| |purine-containing compound biosynthetic process|22.49|ADK,NUDT2,AK2,IMPDH2,SHMT2,ADSS2,DLD,GUK1,ATIC| |purine nucleotide biosynthetic process|20.84|ADK,NUDT2,AK2,IMPDH2,ADSS2,DLD,GUK1,ATIC| |carboxylic acid metabolic process|8.21|SLC25A32,SHMT2,MTHFD2,ADSS2,SLC19A1,DLD,MTR,MTHFD1L,MTRR,TP53,ATIC,LIAS| |oxoacid metabolic process|8.00|SLC25A32,SHMT2,MTHFD2,ADSS2,SLC19A1,DLD,MTR,MTHFD1L,MTRR,TP53,ATIC,LIAS|