====== Phenformin 20μM R05 exp212 ====== ==== Mechanism of Action ==== Inhibits mitochondrial respiratory chain complex I, indirectly activates AMPK * **Class / Subclass 1:** Organelle Function / Mitochondrial Inhibitor * **Class / Subclass 2:** Metabolism / Metabolic Enzyme Activator ==== Technical Notes ==== * **PubChem Name:** %%Phenformin hydrochloride%% * **Synonyms:** Phenethylbiguanide hydrochloride * **CAS #:** 834-28-6 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/13266|13266]] * **IUPAC:** %%1-(diaminomethylidene)-2-(2-phenylethyl)guanidine;hydrochloride%% * **INCHI Name:** InChI=1S/C10H15N5.ClH/c11-9(12)15-10(13)14-7-6-8-4-2-1-3-5-8;/h1-5H,6-7H2,(H6,11,12,13,14,15);1H * **INCHI Key:** YSUCWSWKRIOILX-UHFFFAOYSA-N * **Molecular Weight:** 241.72 * **Canonical SMILES:** C1=CC=C(C=C1)CCN=C(N)N=C(N)N.Cl * **Isomeric SMILES:** N/A * **Molecular Formula:** C10H16ClN5 {{:chemogenomics:structures:chem-0094.svg?nolink}} * **Supplier Name:** Sigma-Aldrich (Supelco) * **Catalog #:** P7045 * **Lot #:** MKBV9127V * **HRMS (ESI-TOF) m/z:** (M+H)+ Calcd for C10H15N5 208.14493; found 208.14677 * **Platform ID:** PHENFORMINE * **Min:** -0.7796; **Max:** 41.1406 {{:chemogenomics:dose_response:dr_109.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |N/A | | IC20 |4.1494 | | IC30 |21.8108 | | IC40 |85.0051 | | IC50 |N/A | | IC60 |N/A | | IC70 |N/A | | IC80 |N/A | | IC90 |N/A | \\ ==== Screen Summary ==== * **Round**: 05 * **Dose**: 20µM * **Days of incubation**: 8 * **Doublings**: 3.5 * **Numbers of reads**: 20548414 ==== 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^ |3/6|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Phenformin_20uM_Round-5_exp212.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp212.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:G:GOT1|GOT1]]|-4.75|<0.01| |[[:human_genes:S:SUCLG1|SUCLG1]]|-3.13|<0.01| |[[:human_genes:E:ENO1|ENO1]]|-2.91|<0.01| |[[:human_genes:L:LOC391322|LOC391322]]|-2.46|0.64| |[[:human_genes:N:NUDT5|NUDT5]]|-2.41|0.30| |[[:human_genes:C:CIC|CIC]]|-2.28|0.30| |[[:human_genes:T:TBC1D3L|TBC1D3L]]|-2.27|0.56| |[[:human_genes:T:TBC1D3K|TBC1D3K]]|-2.24|0.56| |[[:human_genes:T:TBC1D3E|TBC1D3E]]|-2.22|0.56| |[[:human_genes:T:TBC1D3I|TBC1D3I]]|-2.20|0.56| |[[:human_genes:S:SMIM6|SMIM6]]|-2.17|0.40| |[[:human_genes:U:UBE2N|UBE2N]]|-2.17|0.44| |[[:human_genes:T:TAS2R60|TAS2R60]]|-2.16|0.40| |[[:human_genes:C:CCL16|CCL16]]|-2.13|0.44| |[[:human_genes:Z:ZNF229|ZNF229]]|-2.10|0.44| |[[:human_genes:S:SOD1|SOD1]]|-2.07|0.54| |[[:human_genes:N:NME6|NME6]]|-2.07|0.44| |[[:human_genes:C:CD5L|CD5L]]|-2.05|0.44| |[[:human_genes:R:RAPH1|RAPH1]]|-2.03|0.46| |[[:human_genes:P:PTEN|PTEN]]|-2.02|0.44| |[[:human_genes:N:NAGK|NAGK]]|-2.01|0.46| |[[:human_genes:A:ADK|ADK]]|-2.01|0.44| |[[:human_genes:C:CMC2|CMC2]]|-2.00|0.64| |[[:human_genes:P:PDXK|PDXK]]|-2.00|0.44| |[[:human_genes:T:TMEM60|TMEM60]]|-2.00|0.46| |[[:human_genes:G:GCDH|GCDH]]|-2.00|0.46| |[[:human_genes:R:RGCC|RGCC]]|-2.00|0.44| |[[:human_genes:S:SERPINA6|SERPINA6]]|-1.99|0.44| |[[:human_genes:K:KEAP1|KEAP1]]|-1.98|0.49| |[[:human_genes:B:B4GALT5|B4GALT5]]|-1.98|0.44| |[[:human_genes:D:DNAJC24|DNAJC24]]|2.19|0.10| |[[:human_genes:I:IPMK|IPMK]]|2.19|0.10| |[[:human_genes:C:COX7B|COX7B]]|2.20|0.10| |[[:human_genes:C:C6orf203|C6orf203]]|2.21|0.10| |[[:human_genes:A:ATP5F1|ATP5F1]]|2.22|0.13| |[[:human_genes:Z:ZNF91|ZNF91]]|2.23|0.10| |[[:human_genes:I:ITPK1|ITPK1]]|2.24|0.10| |[[:human_genes:S:SCAP|SCAP]]|2.24|0.13| |[[:human_genes:R:RXFP2|RXFP2]]|2.25|0.10| |[[:human_genes:C:COA6|COA6]]|2.26|0.10| |[[:human_genes:N:NRBP1|NRBP1]]|2.26|0.15| |[[:human_genes:N:NBPF12|NBPF12]]|2.27|0.52| |[[:human_genes:A:ATP5C1|ATP5C1]]|2.27|0.12| |[[:human_genes:L:LARS2|LARS2]]|2.32|0.10| |[[:human_genes:P:PDS5B|PDS5B]]|2.33|0.10| |[[:human_genes:M:MRPS25|MRPS25]]|2.34|0.19| |[[:human_genes:M:MRPL33|MRPL33]]|2.36|0.18| |[[:human_genes:D:DHX35|DHX35]]|2.37|0.10| |[[:human_genes:C:CAPRIN1|CAPRIN1]]|2.39|0.08| |[[:human_genes:S:SERP2|SERP2]]|2.43|0.08| |[[:human_genes:A:ATP5A1|ATP5A1]]|2.48|0.10| |[[:human_genes:A:ATP5L|ATP5L]]|2.54|0.10| |[[:human_genes:V:VARS2|VARS2]]|2.56|0.08| |[[:human_genes:T:TRMT61A|TRMT61A]]|2.57|0.10| |[[:human_genes:P:PMVK|PMVK]]|2.58|0.05| |[[:human_genes:G:G3BP1|G3BP1]]|2.62|0.05| |[[:human_genes:A:ATP5B|ATP5B]]|2.69|0.04| |[[:human_genes:A:ACSL3|ACSL3]]|2.72|0.05| |[[:human_genes:S:SLC25A51|SLC25A51]]|3.39|<0.01| |[[:human_genes:P:PTPMT1|PTPMT1]]|3.48|<0.01| ^Screen^Correlation^Plot^ |[[:results:exp439|QNZ 0.01μM R08 exp439]]|0.105|| |[[:results:exp241|QNZ 0.01μM R05 exp241]]|0.103|| |[[:results:exp431|Rotenone 0.07μM R08 exp431]]|0.102|| |[[:results:exp248|UM0131023 0.05μM R05 exp248]]|0.072|| |[[:results:exp492|iCRT14 30μM R08 exp492]]|0.06|| |[[:results:exp380|NMS-873 0.07μM R07 exp380]]|0.091|| |[[:results:exp13|Chloramphenicol 20μM R00 exp13]]|0.09|| |[[:results:exp65|Mubritinib 0.2μM R02 exp65]]|0.079|| |[[:results:exp447|Amiloride 100μM R08 exp447]]|0.063|| |[[:results:exp143|Phenformin 20μM R03 exp143]]|0.061|| |[[:results:exp48|Mubritinib 0.2μM R01 exp48]]|0.059|| |[[:results:exp191|Hypoxia 5%O2 R04 exp191]]|0.057|| |[[:results:exp290|LLY-283 2.6μM R06 exp290]]|0.051|| {{:chemogenomics:comparison_plots:exp212_vs_exp439.png?nolink |}} {{:chemogenomics:comparison_plots:exp212_vs_exp241.png?nolink |}} {{:chemogenomics:comparison_plots:exp212_vs_exp431.png?nolink |}} {{:chemogenomics:comparison_plots:exp212_vs_exp248.png?nolink |}} {{:chemogenomics:comparison_plots:exp212_vs_exp492.png?nolink |}} {{:chemogenomics:comparison_plots:exp212_vs_exp380.png?nolink |}} {{:chemogenomics:comparison_plots:exp13_vs_exp212.png?nolink |}} {{:chemogenomics:comparison_plots:exp212_vs_exp65.png?nolink |}} {{:chemogenomics:comparison_plots:exp212_vs_exp447.png?nolink |}} {{:chemogenomics:comparison_plots:exp143_vs_exp212.png?nolink |}} {{:chemogenomics:comparison_plots:exp212_vs_exp48.png?nolink |}} {{:chemogenomics:comparison_plots:exp191_vs_exp212.png?nolink |}} {{:chemogenomics:comparison_plots:exp212_vs_exp290.png?nolink |}} No GO term hits below threshold. (FDR <0.05) ^GO Term^Fold Change^Genes^ |proton-transporting ATP synthase activity, rotational mechanism|197.26|ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB| |mitochondrial proton-transporting ATP synthase complex|184.11|ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB| |proton-transporting ATP synthase complex|172.60|ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB| |proton channel activity|125.53|ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB| |oxidative phosphorylation|44.63|SLC25A51,ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,COA6,ATP5PB,COX7B| |ligase activity|34.74|ACSL3,ATP5F1B,VARS2,ATP5MG,ATP5F1A,LARS2,ATP5F1C,ATP5PB,MTHFD1,ACSL4| |aerobic respiration|31.34|SLC25A51,ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,COA6,ATP5PB,COX7B| |cellular respiration|26.15|SLC25A51,ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,COA6,ATP5PB,COX7B| |purine ribonucleotide biosynthetic process|25.25|ACSL3,ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB,MTHFD1,ACSL4| |ribonucleotide biosynthetic process|23.26|ACSL3,ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB,MTHFD1,ACSL4| |ribose phosphate biosynthetic process|22.43|ACSL3,ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB,MTHFD1,ACSL4| |purine nucleotide biosynthetic process|20.84|ACSL3,ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB,MTHFD1,ACSL4| |purine-containing compound biosynthetic process|19.99|ACSL3,ATP5F1B,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB,MTHFD1,ACSL4| |purine ribonucleotide metabolic process|15.53|ACSL3,ATP5F1B,PMVK,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB,MTHFD1,ACSL4| |ribonucleotide metabolic process|14.62|ACSL3,ATP5F1B,PMVK,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB,MTHFD1,ACSL4| |mitochondrial inner membrane|12.06|PTPMT1,SLC25A51,ATP5F1B,ATP5MG,ATP5F1A,MRPL33,MRPS25,ATP5F1C,ATP5PB,COX7B| |organophosphate biosynthetic process|11.71|PTPMT1,ACSL3,ATP5F1B,PMVK,ATP5MG,ATP5F1A,ATP5F1C,ATP5PB,MTHFD1,ACSL4,IPMK| |mitochondrial envelope|9.56|PTPMT1,SLC25A51,ACSL3,ATP5F1B,ATP5MG,ATP5F1A,MRPL33,MRPS25,ATP5F1C,COA6,ATP5PB,COX7B,ACSL4| |mitochondrial membrane|9.40|PTPMT1,SLC25A51,ACSL3,ATP5F1B,ATP5MG,ATP5F1A,MRPL33,MRPS25,ATP5F1C,ATP5PB,COX7B,ACSL4|