====== Hippuristanol 0.12μM R08 exp488 ======
==== Mechanism of Action ====
Inhibits translation by trapping EIF4A on mRNA at poly-purine sites
* **Class / Subclass 1:** Proteostasis / Translation Inhibitor
==== Technical Notes ====
* **PubChem Name:** %%Hippuristanol%%
* **Synonyms:** N/A
* **CAS #:** 80442-78-0
* **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/9981822|9981822]]
* **IUPAC:** %%(1S,2S,3'S,4S,6R,7R,8R,9S,11S,12S,13S,16R,18S)-2',2',3',7,9,13-hexamethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,5'-oxolane]-7,11,16-triol%%
* **INCHI Name:** InChI=1S/C28H46O5/c1-15-13-28(33-24(15,2)3)27(6,31)23-21(32-28)12-19-18-8-7-16-11-17(29)9-10-25(16,4)22(18)20(30)14-26(19,23)5/h15-23,29-31H,7-14H2,1-6H3/t15-,16-,17+,18-,19-,20-,21-,22+,23-,25-,26-,27+,28+/m0/s1
* **INCHI Key:** HPHXKNOXVBFETI-SHCCRYCOSA-N
* **Molecular Weight:** 462.7
* **Canonical SMILES:** CC1CC2(C(C3C(O2)CC4C3(CC(C5C4CCC6C5(CCC(C6)O)C)O)C)(C)O)OC1(C)C
* **Isomeric SMILES:** C[C@H]1C[C@]2([C@]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(C[C@@H]([C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@H](C6)O)C)O)C)(C)O)OC1(C)C
* **Molecular Formula:** C28H46O5
{{:chemogenomics:structures:chem-0297.svg?nolink}}
* **Supplier Name:** In house - McGill University - Jerry Pelletier group
* **Catalog #:** N/A
* **Lot #:** N/A
* **HRMS (ESI-TOF) m/z:** (M+Na)+ Calcd for C28H46O5 485.32375; found 485.31999
* **Platform ID:** Hippuristanol
* **Min:** -26.3565; **Max:** 90.5289
{{:chemogenomics:dose_response:dr_544.png?nolink&500 |}}
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^ IC ^ Concentration (µM) ^
| IC10 |0.0839 |
| IC20 |0.1055 |
| IC30 |0.1229 |
| IC40 |0.1392 |
| IC50 |0.1561 |
| IC60 |0.1751 |
| IC70 |0.1984 |
| IC80 |0.2310 |
| IC90 |0.2906 |
\\
==== Screen Summary ====
* **Round**: 08
* **Dose**: 120nM
* **Days of incubation**: 8
* **Doublings**: 0.3
* **Numbers of reads**: 16260685
==== 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^
|9/126|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Hippuristanol_0.12uM_Round-8_exp488.txt|Scores]]||||||
{{:chemogenomics:cranks_plots:exp488.png?nolink}}
^Gene^CRANKS Score^FDR^
|[[:human_genes:C:CHMP2A|CHMP2A]]|-4.14|<0.01|
|[[:human_genes:D:DDX3X|DDX3X]]|-3.85|<0.01|
|[[:human_genes:P:POLR2L|POLR2L]]|-3.45|0.18|
|[[:human_genes:A:ARL1|ARL1]]|-3.12|<0.01|
|[[:human_genes:T:TCF4|TCF4]]|-3.11|<0.01|
|[[:human_genes:S:SPI1|SPI1]]|-3.01|<0.01|
|[[:human_genes:F:FZR1|FZR1]]|-2.98|<0.01|
|[[:human_genes:X:XPR1|XPR1]]|-2.95|<0.01|
|[[:human_genes:T:TSSC1|TSSC1]]|-2.91|<0.01|
|[[:human_genes:S:SMG5|SMG5]]|-2.77|0.25|
|[[:human_genes:P:PSME3|PSME3]]|-2.68|0.04|
|[[:human_genes:V:VPS25|VPS25]]|-2.47|0.42|
|[[:human_genes:S:SRSF10|SRSF10]]|-2.45|0.14|
|[[:human_genes:Y:YY1|YY1]]|-2.44|0.14|
|[[:human_genes:I:IPO11|IPO11]]|-2.44|0.06|
|[[:human_genes:P:PCOLCE2|PCOLCE2]]|-2.42|0.09|
|[[:human_genes:Z:ZFAND5|ZFAND5]]|-2.41|0.06|
|[[:human_genes:R:RHOA|RHOA]]|-2.38|0.07|
|[[:human_genes:A:ACO2|ACO2]]|-2.36|0.07|
|[[:human_genes:I:ING1|ING1]]|-2.34|0.07|
|[[:human_genes:E:EIF4G2|EIF4G2]]|-2.30|0.08|
|[[:human_genes:K:KPNB1|KPNB1]]|-2.29|0.38|
|[[:human_genes:M:MED13|MED13]]|-2.27|0.14|
|[[:human_genes:N:NSA2|NSA2]]|-2.26|0.41|
|[[:human_genes:N:NUDT2|NUDT2]]|-2.26|0.10|
|[[:human_genes:T:TP53BP1|TP53BP1]]|-2.24|0.15|
|[[:human_genes:T:TUBB|TUBB]]|-2.24|0.21|
|[[:human_genes:A:AMPD1|AMPD1]]|-2.22|0.12|
|[[:human_genes:P:PKN1|PKN1]]|-2.18|0.13|
|[[:human_genes:C:C16orf46|C16orf46]]|-2.18|0.23|
|[[:human_genes:V:VDAC2|VDAC2]]|3.37|0.00|
|[[:human_genes:E:EIF4ENIF1|EIF4ENIF1]]|3.38|0.00|
|[[:human_genes:T:TSC1|TSC1]]|3.44|0.00|
|[[:human_genes:H:HNRNPF|HNRNPF]]|3.55|0.00|
|[[:human_genes:K:KTI12|KTI12]]|3.55|0.00|
|[[:human_genes:S:SUV420H1|SUV420H1]]|3.58|0.00|
|[[:human_genes:P:PRKACA|PRKACA]]|3.64|0.00|
|[[:human_genes:R:ROMO1|ROMO1]]|3.66|0.00|
|[[:human_genes:K:KLF16|KLF16]]|3.72|0.00|
|[[:human_genes:M:MOCS3|MOCS3]]|3.73|0.00|
|[[:human_genes:P:PLAA|PLAA]]|3.85|0.00|
|[[:human_genes:U:USP1|USP1]]|3.86|0.00|
|[[:human_genes:C:CEPT1|CEPT1]]|3.88|0.00|
|[[:human_genes:L:LPAR5|LPAR5]]|3.93|0.00|
|[[:human_genes:H:HDAC3|HDAC3]]|3.94|0.00|
|[[:human_genes:M:MARCH5|MARCH5]]|3.96|0.00|
|[[:human_genes:P:PCBP2|PCBP2]]|4.02|0.00|
|[[:human_genes:S:SYK|SYK]]|4.06|0.00|
|[[:human_genes:E:ELP6|ELP6]]|4.10|0.00|
|[[:human_genes:M:MAPKAP1|MAPKAP1]]|4.14|0.00|
|[[:human_genes:A:ALAS1|ALAS1]]|4.23|0.00|
|[[:human_genes:R:RICTOR|RICTOR]]|4.27|0.00|
|[[:human_genes:C:CD19|CD19]]|4.27|0.00|
|[[:human_genes:P:PIK3CD|PIK3CD]]|4.27|0.00|
|[[:human_genes:B:BCL2L11|BCL2L11]]|4.29|0.00|
|[[:human_genes:T:TSC2|TSC2]]|4.68|0.00|
|[[:human_genes:E:ELP3|ELP3]]|4.74|0.00|
|[[:human_genes:A:APAF1|APAF1]]|5.20|0.00|
|[[:human_genes:B:BAK1|BAK1]]|5.83|0.00|
|[[:human_genes:E:EIF4A1|EIF4A1]]|7.61|0.00|
^Screen^Correlation^Plot^
|[[:results:exp489|Hippuristanol 0.12μM R08 exp489 no dilution day6]]|0.49||
|[[:results:exp134|MS023 2μM R03 exp134]]|0.162||
|[[:results:exp135|MS023 7μM R03 exp135]]|0.14||
|[[:results:exp524|Staurosporine 0.02μM R08 exp524]]|0.118||
|[[:results:exp512|Olaparib 4μM R08 exp512]]|0.115||
|[[:results:exp503|Mitomycin-C 0.06μM R08 exp503]]|0.106||
|[[:results:exp535|Trimetrexate 0.03μM R08 exp535]]|0.099||
|[[:results:exp525|Sulforaphane 9μM R08 exp525]]|0.096||
|[[:results:exp531|THZ1 0.06μM R08 exp531]]|0.093||
|[[:results:exp526|Sulforaphane 9μM R08 exp526 no dilution day6]]|0.092||
|[[:results:exp529|Thimerosal 0.85μM R08 exp529]]|0.083||
|[[:results:exp515|PU-H71 1μM R08 exp515]]|0.081||
|[[:results:exp28|Pimelic-diphenylamide-106 5μM R00 exp28]]|0.08||
|[[:results:exp435|JQ1 0.8μM R08 exp435]]|0.08||
|[[:results:exp492|iCRT14 30μM R08 exp492]]|0.077||
|[[:results:exp443|SNS-032 15μM R08 exp443]]|0.076||
|[[:results:exp21|MLN-4924 0.2μM R00 exp21]]|0.074||
|[[:results:exp85|UM0129480 7μM R02 exp85]]|0.069||
|[[:results:exp374|Latrunculin-B 10μM R07 exp374]]|0.069||
|[[:results:exp504|MK2206 4μM R08 exp504]]|0.068||
|[[:results:exp407|Thapsigargin 0.005μM R07 exp407]]|0.068||
|[[:results:exp80|RO-3307 4.7μM R02 exp80]]|0.066||
|[[:results:exp502|Milciclib 2μM R08 exp502]]|0.065||
|[[:results:exp240|Pyridostatin 4μM R05 exp240]]|0.063||
|[[:results:exp30|Rapamycin 10μM R00 exp30]]|0.063||
|[[:results:exp34|Rotenone 20μM R00 exp34]]|0.061||
|[[:results:exp527|Tanespimycin 14μM R08 exp527]]|0.06||
|[[:results:exp439|QNZ 0.01μM R08 exp439]]|0.059||
|[[:results:exp497|Lead acetate 2000μM R08 exp497]]|0.057||
|[[:results:exp48|Mubritinib 0.2μM R01 exp48]]|0.057||
|[[:results:exp498|Lead acetate 2000μM R08 exp498 no dilution day6]]|0.057||
|[[:results:exp414|Tozasertib 0.1μM R07 exp414]]|0.056||
|[[:results:exp102|Nifuroxazide 5μM R03 exp102]]|0.056||
|[[:results:exp294|Nutlin-3A 1.6μM R06 exp294]]|0.055||
|[[:results:exp500|LY2090314 0.003μM R08 exp500 no dilution day6]]|0.055||
|[[:results:exp514|Phorbol-12-myristate-13-acetate 0.57μM R08 exp514]]|0.054||
|[[:results:exp306|Rapamycin 2μM R07 exp306]]|0.052||
|[[:results:exp25|Oligomycin-A 2μM R00 exp25]]|0.052||
|[[:results:exp431|Rotenone 0.07μM R08 exp431]]|0.052||
|[[:results:exp440|Aphidicolin 0.4μM R08 exp440]]|0.146||
|[[:results:exp456|Benzoate 20000μM R08 exp456]]|0.142||
|[[:results:exp116|AICAR 240μM R03 exp116]]|0.102||
|[[:results:exp234|Ethanol 0.01 R05 exp234]]|0.1||
|[[:results:exp485|GSK626616 14μM R08 exp485]]|0.096||
|[[:results:exp474|CR131-b 0.005μM R08 exp474]]|0.091||
|[[:results:exp478|Doxorubicin 0.02μM R08 exp478]]|0.09||
|[[:results:exp472|CI-1040 9.5μM R08 exp472]]|0.085||
|[[:results:exp357|Dorsomorphin 5μM R07 exp357]]|0.084||
|[[:results:exp459|Bleomycin 5μM R08 exp459]]|0.083||
|[[:results:exp3|Actinomycin-D 0.001μM R00 exp3]]|0.081||
|[[:results:exp264|Arsenate 40μM R06 exp264]]|0.08||
|[[:results:exp468|CB-5083 0.4μM R08 exp468]]|0.079||
|[[:results:exp259|6-Thio-2-deoxyguanosine 2μM R06 exp259]]|0.077||
|[[:results:exp275|Citral 75μM R06 exp275]]|0.076||
|[[:results:exp199|Etoposide 0.3μM R05 exp199]]|0.074||
|[[:results:exp216|Erlotinib 10μM R05 exp216]]|0.074||
|[[:results:exp450|Artemisinin 50μM R08 exp450]]|0.074||
|[[:results:exp211|AICAR 240μM R05 exp211]]|0.073||
|[[:results:exp539|42°C R08 exp539]]|0.07||
|[[:results:exp2|5-Fluorouracil 20μM R00 exp2]]|0.07||
|[[:results:exp447|Amiloride 100μM R08 exp447]]|0.066||
|[[:results:exp19|Etoposide 1μM R00 exp19]]|0.066||
|[[:results:exp274|Citral 50μM R06 exp274]]|0.064||
|[[:results:exp445|∆-9-Tetrahydrocannabinol 30μM R08 exp445]]|0.063||
|[[:results:exp466|Cannabidiol 20μM R08 exp466]]|0.062||
|[[:results:exp354|Diepoxybutane 3μM R07 exp354]]|0.062||
|[[:results:exp441|GSK-J4 1.5μM R08 exp441]]|0.061||
|[[:results:exp355|Dinaciclib 0.007μM R07 exp355]]|0.06||
|[[:results:exp451|Atovaquone 15μM R08 exp451]]|0.059||
|[[:results:exp343|Centrinone 0.5μM R07 exp343]]|0.058||
|[[:results:exp214|2-Deoxy-D-glucose 800μM R05 exp214]]|0.057||
|[[:results:exp349|Cytochalasin-B 5μM R07 exp349]]|0.055||
{{:chemogenomics:comparison_plots:exp488_vs_exp489.png?nolink |}}
{{:chemogenomics:comparison_plots:exp134_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp135_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp524.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp512.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp503.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp535.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp525.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp531.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp526.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp529.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp515.png?nolink |}}
{{:chemogenomics:comparison_plots:exp28_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp435_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp492.png?nolink |}}
{{:chemogenomics:comparison_plots:exp443_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp21_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp85.png?nolink |}}
{{:chemogenomics:comparison_plots:exp374_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp504.png?nolink |}}
{{:chemogenomics:comparison_plots:exp407_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp80.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp502.png?nolink |}}
{{:chemogenomics:comparison_plots:exp240_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp30_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp34_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp527.png?nolink |}}
{{:chemogenomics:comparison_plots:exp439_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp497.png?nolink |}}
{{:chemogenomics:comparison_plots:exp48_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp498.png?nolink |}}
{{:chemogenomics:comparison_plots:exp414_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp102_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp294_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp500.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp514.png?nolink |}}
{{:chemogenomics:comparison_plots:exp306_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp25_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp431_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp440_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp456_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp116_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp234_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp485_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp474_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp478_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp472_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp357_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp459_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp3_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp264_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp468_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp259_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp275_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp199_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp216_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp450_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp211_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp488_vs_exp539.png?nolink |}}
{{:chemogenomics:comparison_plots:exp2_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp447_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp19_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp274_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp445_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp466_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp354_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp441_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp355_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp451_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp343_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp214_vs_exp488.png?nolink |}}
{{:chemogenomics:comparison_plots:exp349_vs_exp488.png?nolink |}}
No GO term hits below threshold. (FDR <0.05)
^GO Term^Fold Change^Genes^
|porin activity|220.92|BAK1,VDAC2|
|elongator holoenzyme complex|220.92|ELP3,ELP6|
|positive regulation of IRE1-mediated unfolded protein response|184.10|BAK1,BCL2L11|
|TORC2 signaling|184.10|RICTOR,MAPKAP1|
|tRNA wobble uridine modification|138.07|ELP3,ELP6,MOCS3,KTI12|
|tRNA wobble base modification|116.27|ELP3,ELP6,MOCS3,KTI12|
|positive regulation of mitochondrial membrane permeability|59.18|BAK1,BCL2L11,VDAC2|
|positive regulation of membrane permeability|53.45|BAK1,BCL2L11,VDAC2|
|neural tube closure|25.10|APAF1,TSC2,PRKACA,TSC1|
|tRNA modification|24.82|ELP3,ELP6,MOCS3,KTI12|
|tube closure|24.82|APAF1,TSC2,PRKACA,TSC1|
|regulation of TOR signaling|24.55|TSC2,RICTOR,SYK,HDAC3,PRKACA,TSC1|
|primary neural tube formation|23.50|APAF1,TSC2,PRKACA,TSC1|
|neural tube formation|21.87|APAF1,TSC2,PRKACA,TSC1|
|mitochondrial membrane organization|21.04|BAK1,BCL2L11,ROMO1,VDAC2|
|tube formation|19.45|APAF1,TSC2,BCL2L11,PRKACA,TSC1|
|nuclear transport|11.75|TSC2,SYK,PRKACA,TSC1,EIF4ENIF1|