====== Cryptotanshinone 12μM R05 exp227 ====== ==== Mechanism of Action ==== Putative acetylcholinesterase and STAT3 inhibitor * **Class / Subclass 1:** Uncharacterized Mechanism / Natural Product ==== Technical Notes ==== * **PubChem Name:** %%Cryptotanshinone%% * **Synonyms:** Cryptotanshinon; Tanshinone c * **CAS #:** 35825-57-1 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/160254|160254]] * **IUPAC:** %%(1R)-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione%% * **INCHI Name:** InChI=1S/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3/t10-/m0/s1 * **INCHI Key:** GVKKJJOMQCNPGB-JTQLQIEISA-N * **Molecular Weight:** 296.4 * **Canonical SMILES:** CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C * **Isomeric SMILES:** C[C@H]1COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C * **Molecular Formula:** C19H20O3 {{:chemogenomics:structures:chem-0132.svg?nolink}} * **Supplier Name:** Sigma-Aldrich * **Catalog #:** 79852 * **Lot #:** BCBQ7422V * **HRMS (ESI-TOF) m/z:** (M+H)+ Calcd for C19H20O3 297.14852; found 297.14755 * **Platform ID:** Crypto_Tanshione * **Min:** -4.8129; **Max:** 62.3766 {{:chemogenomics:dose_response:dr_200.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |8.3941 | | IC30 |10.8771 | | IC40 |13.4513 | | IC50 |16.3465 | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ ==== Screen Summary ==== * **Round**: 05 * **Dose**: 12µM * **Days of incubation**: 8 * **Doublings**: 2.4 * **Numbers of reads**: 18040255 ==== 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^ |34/10|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Cryptotanshinone_12uM_Round-5_exp227.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp227.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:S:SLC39A11|SLC39A11]]|-4.62|<0.01| |[[:human_genes:N:NPRL2|NPRL2]]|-3.80|<0.01| |[[:human_genes:P:PRDX1|PRDX1]]|-3.77|<0.01| |[[:human_genes:P:PCYT1A|PCYT1A]]|-3.37|<0.01| |[[:human_genes:U:UNC50|UNC50]]|-3.21|<0.01| |[[:human_genes:S:SLC39A9|SLC39A9]]|-3.17|<0.01| |[[:human_genes:G:GPR107|GPR107]]|-3.15|<0.01| |[[:human_genes:I:INTS12|INTS12]]|-3.10|<0.01| |[[:human_genes:A:ATP6V0A2|ATP6V0A2]]|-3.05|<0.01| |[[:human_genes:P:PRKAA1|PRKAA1]]|-2.87|<0.01| |[[:human_genes:S:SEC31A|SEC31A]]|-2.81|<0.01| |[[:human_genes:C:COMMD8|COMMD8]]|-2.79|<0.01| |[[:human_genes:A:ATP2C1|ATP2C1]]|-2.76|<0.01| |[[:human_genes:C:COG7|COG7]]|-2.74|<0.01| |[[:human_genes:S:SLC25A28|SLC25A28]]|-2.66|<0.01| |[[:human_genes:G:GID8|GID8]]|-2.63|0.01| |[[:human_genes:A:ANKH|ANKH]]|-2.57|0.01| |[[:human_genes:A:ARL1|ARL1]]|-2.56|0.01| |[[:human_genes:T:TSC2|TSC2]]|-2.56|0.01| |[[:human_genes:A:ARFRP1|ARFRP1]]|-2.55|0.01| |[[:human_genes:C:CLCN3|CLCN3]]|-2.52|0.01| |[[:human_genes:X:XPR1|XPR1]]|-2.51|0.01| |[[:human_genes:C:CCDC22|CCDC22]]|-2.51|0.01| |[[:human_genes:C:CNOT8|CNOT8]]|-2.51|0.01| |[[:human_genes:S:STARD7|STARD7]]|-2.49|0.03| |[[:human_genes:A:ATP6V1G1|ATP6V1G1]]|-2.49|0.03| |[[:human_genes:M:MSI2|MSI2]]|-2.49|0.01| |[[:human_genes:Y:YPEL5|YPEL5]]|-2.48|0.01| |[[:human_genes:N:NPRL3|NPRL3]]|-2.45|0.06| |[[:human_genes:C:CHKA|CHKA]]|-2.42|0.02| |[[:human_genes:P:PELO|PELO]]|2.05|0.30| |[[:human_genes:P:POLA1|POLA1]]|2.05|0.66| |[[:human_genes:R:RPS8|RPS8]]|2.05|0.71| |[[:human_genes:S:STPG1|STPG1]]|2.11|0.28| |[[:human_genes:U:UBN2|UBN2]]|2.13|0.18| |[[:human_genes:N:NDUFB8|NDUFB8]]|2.16|0.41| |[[:human_genes:S:SERPINC1|SERPINC1]]|2.19|0.25| |[[:human_genes:F:FAM98B|FAM98B]]|2.22|0.12| |[[:human_genes:I:IBA57|IBA57]]|2.23|0.12| |[[:human_genes:T:TFDP1|TFDP1]]|2.25|0.28| |[[:human_genes:P:PPA1|PPA1]]|2.30|0.28| |[[:human_genes:B:BCL11A|BCL11A]]|2.31|0.08| |[[:human_genes:T:TTF2|TTF2]]|2.32|0.08| |[[:human_genes:N:NGDN|NGDN]]|2.35|0.30| |[[:human_genes:C:C19orf43|C19orf43]]|2.38|0.11| |[[:human_genes:R:RPS13|RPS13]]|2.40|0.49| |[[:human_genes:R:RABGAP1|RABGAP1]]|2.42|0.06| |[[:human_genes:R:RPSA|RPSA]]|2.45|0.47| |[[:human_genes:T:TGFBR1|TGFBR1]]|2.46|0.05| |[[:human_genes:M:MCL1|MCL1]]|2.46|0.08| |[[:human_genes:S:SRM|SRM]]|2.49|0.08| |[[:human_genes:S:SLFN11|SLFN11]]|2.56|0.03| |[[:human_genes:T:TP53|TP53]]|2.72|0.03| |[[:human_genes:N:NFYC|NFYC]]|2.77|0.01| |[[:human_genes:G:GLRX5|GLRX5]]|2.91|0.01| |[[:human_genes:E:EIF4A1|EIF4A1]]|3.04|<0.01| |[[:human_genes:S:SHMT2|SHMT2]]|3.09|0.01| |[[:human_genes:M:METTL1|METTL1]]|3.17|<0.01| |[[:human_genes:M:MAT2B|MAT2B]]|3.47|<0.01| |[[:human_genes:A:ATIC|ATIC]]|4.90|<0.01| ^Screen^Correlation^Plot^ |[[:results:exp517|Quercetin 20μM R08 exp517]]|0.073|| |[[:results:exp329|Hydroxyurea 100μM R07 exp329]]|0.073|| |[[:results:exp359|FK-506 30μM R07 exp359]]|0.072|| |[[:results:exp445|∆-9-Tetrahydrocannabinol 30μM R08 exp445]]|0.07|| |[[:results:exp350|Deferoxamine 11μM R07 exp350]]|0.063|| |[[:results:exp416|Tubacin 1.6μM R07 exp416]]|0.062|| |[[:results:exp90|WYE-354 6μM R02 exp90]]|0.061|| |[[:results:exp435|JQ1 0.8μM R08 exp435]]|0.06|| |[[:results:exp436|Dynasore 7μM R08 exp436]]|0.059|| |[[:results:exp180|Dynasore 10μM R04 exp180]]|0.059|| |[[:results:exp356|Docosahexaenoic-acid 50μM R07 exp356]]|0.057|| |[[:results:exp89|Vemurafenib 6.6μM R02 exp89]]|0.057|| |[[:results:exp78|Pterostilbene 16μM R02 exp78]]|0.054|| |[[:results:exp85|UM0129480 7μM R02 exp85]]|0.053|| |[[:results:exp399|Salubrinal 20μM R07 exp399]]|0.053|| |[[:results:exp483|FTY720 3μM R08 exp483]]|0.051|| |[[:results:exp454|Bafilomycin-A1 0.009μM R08 exp454]]|0.086|| |[[:results:exp461|BS-181 20μM R08 exp461]]|0.077|| |[[:results:exp68|Clomiphene 4.4μM R02 exp68]]|0.065|| |[[:results:exp169|BH1 1μM R04 exp169]]|0.064|| |[[:results:exp175|3-Bromopyruvate 7μM R04 exp175]]|0.063|| |[[:results:exp321|ABT-702 5μM plus Deferoxamine 11μM R07 exp321]]|0.062|| |[[:results:exp468|CB-5083 0.4μM R08 exp468]]|0.059|| |[[:results:exp67|BVD-523 15μM R02 exp67]]|0.058|| |[[:results:exp465|Cannabidiol 13μM R08 exp465]]|0.056|| |[[:results:exp334|All-trans-Retinoic-Acid 40μM R07 exp334]]|0.054|| |[[:results:exp466|Cannabidiol 20μM R08 exp466]]|0.053|| |[[:results:exp450|Artemisinin 50μM R08 exp450]]|0.053|| |[[:results:exp457|Bisphenol F 50μM R08 exp457]]|0.053|| |[[:results:exp312|2-Methoxyestradiol 0.55 to 1μM on day4 R07 exp312]]|0.051|| |[[:results:exp440|Aphidicolin 0.4μM R08 exp440]]|0.051|| {{:chemogenomics:comparison_plots:exp227_vs_exp517.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp329.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp359.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp445.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp350.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp416.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp90.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp435.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp436.png?nolink |}} {{:chemogenomics:comparison_plots:exp180_vs_exp227.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp356.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp89.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp78.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp85.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp399.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp483.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp454.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp461.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp68.png?nolink |}} {{:chemogenomics:comparison_plots:exp169_vs_exp227.png?nolink |}} {{:chemogenomics:comparison_plots:exp175_vs_exp227.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp321.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp468.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp67.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp465.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp334.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp450.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp457.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp312.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp440.png?nolink |}} ^GO Term^Fold Change^Genes^ |GATOR1 complex|591.79|NPRL2,NPRL3| |protein localization to Golgi apparatus|61.22|COG7,ARL1,ARFRP1| |transition metal ion transmembrane transporter activity|57.74|SLC39A11,SLC39A9,ATP2C1,SLC25A28| |negative regulation of TORC1 signaling|57.74|NPRL2,PRKAA1,TSC2,NPRL3| |negative regulation of TOR signaling|35.87|NPRL2,PRKAA1,TSC2,NPRL3| |regulation of TORC1 signaling|27.52|NPRL2,PRKAA1,TSC2,NPRL3| |transition metal ion transport|25.18|SLC39A11,SLC39A9,ATP2C1,SLC25A28| |cellular response to starvation|17.51|NPRL2,PRKAA1,TSC2,XPR1,NPRL3| |response to starvation|14.23|NPRL2,PRKAA1,TSC2,XPR1,NPRL3| |cellular response to nutrient levels|12.81|NPRL2,PRKAA1,TSC2,XPR1,NPRL3| |regulation of autophagy|10.20|NPRL2,ATP6V0A2,PRKAA1,TSC2,ATP6V1G1,NPRL3| |inorganic ion homeostasis|10.10|SLC39A9,ATP6V0A2,ATP2C1,ANKH,XPR1,CCDC22,ATP6V1G1| |cellular homeostasis|9.30|PRDX1,SLC39A9,ATP6V0A2,PRKAA1,ATP2C1,ANKH,CLCN3,XPR1,CCDC22,ATP6V1G1| |intracellular chemical homeostasis|8.95|SLC39A9,ATP6V0A2,PRKAA1,ATP2C1,CLCN3,XPR1,CCDC22,ATP6V1G1| |monoatomic cation homeostasis|8.72|SLC39A9,ATP6V0A2,ATP2C1,ANKH,CLCN3,CCDC22,ATP6V1G1| |monoatomic ion homeostasis|8.56|SLC39A9,ATP6V0A2,ATP2C1,ANKH,CLCN3,CCDC22,ATP6V1G1| |inorganic molecular entity transmembrane transporter activity|7.94|SLC39A11,SLC39A9,ATP6V0A2,ATP2C1,SLC25A28,ANKH,CLCN3,XPR1,ATP6V1G1| |inorganic ion transmembrane transport|7.44|SLC39A11,SLC39A9,ATP6V0A2,ATP2C1,SLC25A28,ANKH,CLCN3,XPR1,ATP6V1G1| |chemical homeostasis|6.39|SLC39A9,ATP6V0A2,PRKAA1,ATP2C1,ANKH,CLCN3,XPR1,CCDC22,ATP6V1G1| No GO term hits below threshold. (FDR <0.05)