====== Cannabidiol 20μM R08 exp466 ====== ==== Mechanism of Action ==== Negative allosteric modulator of cannabinoid CB1 receptor * **Class / Subclass 1:** Environmental Stresses / Psychoactive Drug * **Class / Subclass 2:** Signal Transduction / GPCR Antagonist ==== Technical Notes ==== * **PubChem Name:** %%Cannabidiol%% * **Synonyms:** N/A * **CAS #:** 13956-29-1 * **PubChem CID:** [[https://pubchem.ncbi.nlm.nih.gov/compound/644019|644019]] * **IUPAC:** %%2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol%% * **INCHI Name:** InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18+/m0/s1 * **INCHI Key:** QHMBSVQNZZTUGM-ZWKOTPCHSA-N * **Molecular Weight:** 314.5 * **Canonical SMILES:** CCCCCC1=CC(=C(C(=C1)O)C2C=C(CCC2C(=C)C)C)O * **Isomeric SMILES:** CCCCCC1=CC(=C(C(=C1)O)[C@@H]2C=C(CC[C@H]2C(=C)C)C)O * **Molecular Formula:** C21H30O2 {{:chemogenomics:structures:chem-0275.svg?nolink}} * **Supplier Name:** Toronto Research Chemicals * **Catalog #:** C175300 * **Lot #:** 9-RIT-154-2 * **LCMS:** Tr 1.38 min, m/z 315+ [M+H]+, 313- [M-H]- * **Platform ID:** CBD * **Min:** -4.3129; **Max:** 99.8419 {{:chemogenomics:dose_response:dr_606.png?nolink&500 |}} \\ \\ \\ \\ |< 300px 100px 200px >| ^ IC ^ Concentration (µM) ^ | IC10 |7.8520 | | IC20 |10.4800 | | IC30 |12.6900 | | IC40 |14.8500 | | IC50 |17.1600 | | IC60 |19.8200 | | IC70 |23.1900 | | IC80 |28.0900 | | IC90 |37.4800 | \\ ==== Screen Summary ==== * **Round**: 08 * **Dose**: 20µM * **Days of incubation**: 8 * **Doublings**: 1.9 * **Numbers of reads**: 13942379 ==== 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^ |28/24|[[https://files.tyerslab.com/files/public/chemogenomics/cranks/Cannabidiol_20uM_Round-8_exp466.txt|Scores]]|||||| {{:chemogenomics:cranks_plots:exp466.png?nolink}} ^Gene^CRANKS Score^FDR^ |[[:human_genes:P:PTDSS2|PTDSS2]]|-3.76|<0.01| |[[:human_genes:A:ATP6V0E1|ATP6V0E1]]|-3.33|<0.01| |[[:human_genes:M:MMGT1|MMGT1]]|-3.22|<0.01| |[[:human_genes:T:TCF3|TCF3]]|-3.21|<0.01| |[[:human_genes:G:GPR107|GPR107]]|-3.16|<0.01| |[[:human_genes:E:EPT1|EPT1]]|-3.10|<0.01| |[[:human_genes:P:PCYT2|PCYT2]]|-3.00|<0.01| |[[:human_genes:A:ATP6V0B|ATP6V0B]]|-2.99|0.17| |[[:human_genes:A:ATP6V0A2|ATP6V0A2]]|-2.98|<0.01| |[[:human_genes:P:PRKAA1|PRKAA1]]|-2.79|<0.01| |[[:human_genes:C:CANX|CANX]]|-2.78|0.01| |[[:human_genes:T:TSC1|TSC1]]|-2.76|0.01| |[[:human_genes:C:CCDC47|CCDC47]]|-2.73|<0.01| |[[:human_genes:T:TRAPPC13|TRAPPC13]]|-2.70|0.01| |[[:human_genes:R:RPL18|RPL18]]|-2.67|0.42| |[[:human_genes:D:DPAGT1|DPAGT1]]|-2.67|0.01| |[[:human_genes:F:FLVCR1|FLVCR1]]|-2.65|0.01| |[[:human_genes:U:UBE2A|UBE2A]]|-2.65|0.01| |[[:human_genes:C:CEPT1|CEPT1]]|-2.63|0.01| |[[:human_genes:S:SMIM11A|SMIM11A]]|-2.62|0.29| |[[:human_genes:L:LPGAT1|LPGAT1]]|-2.61|0.01| |[[:human_genes:T:TCF4|TCF4]]|-2.61|0.01| |[[:human_genes:C:C18orf32|C18orf32]]|-2.57|0.31| |[[:human_genes:W:WDR11|WDR11]]|-2.56|0.03| |[[:human_genes:N:NCLN|NCLN]]|-2.55|0.03| |[[:human_genes:J:JTB|JTB]]|-2.55|0.01| |[[:human_genes:K:KAT7|KAT7]]|-2.54|0.01| |[[:human_genes:R:RBM5|RBM5]]|-2.51|0.01| |[[:human_genes:B:BECN1|BECN1]]|-2.50|0.01| |[[:human_genes:Y:YRDC|YRDC]]|-2.47|0.26| |[[:human_genes:O:OAZ1|OAZ1]]|2.22|0.07| |[[:human_genes:S:SELRC1|SELRC1]]|2.23|0.07| |[[:human_genes:E:EIF4A1|EIF4A1]]|2.26|0.10| |[[:human_genes:T:TXNDC9|TXNDC9]]|2.33|0.04| |[[:human_genes:C:CHD7|CHD7]]|2.36|0.07| |[[:human_genes:P:PPP6C|PPP6C]]|2.37|0.07| |[[:human_genes:T:TECTB|TECTB]]|2.40|0.04| |[[:human_genes:Z:ZNHIT1|ZNHIT1]]|2.42|0.06| |[[:human_genes:G:GCLC|GCLC]]|2.45|0.03| |[[:human_genes:Z:ZCRB1|ZCRB1]]|2.46|0.05| |[[:human_genes:S:SRM|SRM]]|2.49|0.02| |[[:human_genes:A:ATP5I|ATP5I]]|2.53|0.02| |[[:human_genes:S:SLC25A19|SLC25A19]]|2.58|0.01| |[[:human_genes:G:G6PD|G6PD]]|2.59|0.01| |[[:human_genes:A:ALDH8A1|ALDH8A1]]|2.60|0.01| |[[:human_genes:I:IKZF1|IKZF1]]|2.62|0.01| |[[:human_genes:G:GATAD2B|GATAD2B]]|2.64|0.01| |[[:human_genes:R:RPP21|RPP21]]|2.64|0.04| |[[:human_genes:I:ID4|ID4]]|2.66|0.01| |[[:human_genes:P:POU2F1|POU2F1]]|2.66|0.04| |[[:human_genes:C:C15orf41|C15orf41]]|2.70|0.01| |[[:human_genes:A:ATP5C1|ATP5C1]]|2.71|0.01| |[[:human_genes:I:ITPK1|ITPK1]]|2.80|<0.01| |[[:human_genes:G:GLRX5|GLRX5]]|2.91|0.01| |[[:human_genes:Z:ZBTB18|ZBTB18]]|2.92|<0.01| |[[:human_genes:K:KMT2D|KMT2D]]|3.12|<0.01| |[[:human_genes:P:PTEN|PTEN]]|3.13|<0.01| |[[:human_genes:R:RBM26|RBM26]]|3.84|<0.01| |[[:human_genes:C:CXorf56|CXorf56]]|4.39|<0.01| |[[:human_genes:S:SPI1|SPI1]]|4.50|<0.01| ^Screen^Correlation^Plot^ |[[:results:exp445|∆-9-Tetrahydrocannabinol 30μM R08 exp445]]|0.13|| |[[:results:exp90|WYE-354 6μM R02 exp90]]|0.084|| |[[:results:exp492|iCRT14 30μM R08 exp492]]|0.074|| |[[:results:exp504|MK2206 4μM R08 exp504]]|0.071|| |[[:results:exp275|Citral 75μM R06 exp275]]|0.07|| |[[:results:exp488|Hippuristanol 0.12μM R08 exp488]]|0.062|| |[[:results:exp227|Cryptotanshinone 12μM R05 exp227]]|0.053|| |[[:results:exp85|UM0129480 7μM R02 exp85]]|0.053|| |[[:results:exp439|QNZ 0.01μM R08 exp439]]|0.053|| |[[:results:exp433|LJH685 50μM R08 exp433]]|0.052|| |[[:results:exp357|Dorsomorphin 5μM R07 exp357]]|0.052|| |[[:results:exp344|Chlorpromazine 10μM R07 exp344]]|0.052|| |[[:results:exp416|Tubacin 1.6μM R07 exp416]]|0.051|| |[[:results:exp483|FTY720 3μM R08 exp483]]|0.051|| |[[:results:exp442|Ibrutinib 10μM R08 exp442]]|0.051|| |[[:results:exp538|ZLN024 50μM R08 exp538]]|0.051|| |[[:results:exp465|Cannabidiol 13μM R08 exp465]]|0.087|| |[[:results:exp67|BVD-523 15μM R02 exp67]]|0.072|| |[[:results:exp269|Bisphenol A 100μM R06 exp269]]|0.065|| |[[:results:exp467|CAY10603 0.55μM R08 exp467]]|0.063|| |[[:results:exp468|CB-5083 0.4μM R08 exp468]]|0.059|| |[[:results:exp461|BS-181 20μM R08 exp461]]|0.057|| |[[:results:exp334|All-trans-Retinoic-Acid 40μM R07 exp334]]|0.054|| {{:chemogenomics:comparison_plots:exp445_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp90.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp492.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp504.png?nolink |}} {{:chemogenomics:comparison_plots:exp275_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp488.png?nolink |}} {{:chemogenomics:comparison_plots:exp227_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp85.png?nolink |}} {{:chemogenomics:comparison_plots:exp439_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp433_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp357_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp344_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp416_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp483.png?nolink |}} {{:chemogenomics:comparison_plots:exp442_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp538.png?nolink |}} {{:chemogenomics:comparison_plots:exp465_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp67.png?nolink |}} {{:chemogenomics:comparison_plots:exp269_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp467.png?nolink |}} {{:chemogenomics:comparison_plots:exp466_vs_exp468.png?nolink |}} {{:chemogenomics:comparison_plots:exp461_vs_exp466.png?nolink |}} {{:chemogenomics:comparison_plots:exp334_vs_exp466.png?nolink |}} ^GO Term^Fold Change^Genes^ |phosphatidylethanolamine biosynthetic process|204.56|SELENOI,PCYT2,CEPT1| |CDP-alcohol phosphatidyltransferase activity|175.33|SELENOI,CEPT1| |proton-transporting V-type ATPase, V0 domain|167.36|ATP6V0E1,ATP6V0B,ATP6V0A2| |phosphotransferase activity, for other substituted phosphate groups|116.89|PTDSS2,SELENOI,DPAGT1,CEPT1| |proton-transporting two-sector ATPase complex, proton-transporting domain|80.04|ATP6V0E1,ATP6V0B,ATP6V0A2| |proton-transporting ATPase activity, rotational mechanism|80.04|ATP6V0E1,ATP6V0B,ATP6V0A2| |ATPase-coupled ion transmembrane transporter activity|80.04|ATP6V0E1,ATP6V0B,ATP6V0A2| |phosphatidylethanolamine metabolic process|70.81|SELENOI,PCYT2,CEPT1| |proton-transporting V-type ATPase complex|68.19|ATP6V0E1,ATP6V0B,ATP6V0A2| |vacuolar acidification|55.79|ATP6V0E1,ATP6V0B,ATP6V0A2| |proton-transporting two-sector ATPase complex|40.91|ATP6V0E1,ATP6V0B,ATP6V0A2| |regulation of macroautophagy|19.92|ATP6V0E1,ATP6V0B,ATP6V0A2,TSC1,BECN1| |glycerolipid biosynthetic process|17.37|PTDSS2,SELENOI,PCYT2,CEPT1,LPGAT1,BECN1| |glycerophospholipid biosynthetic process|15.90|PTDSS2,SELENOI,PCYT2,CEPT1,BECN1| |phospholipid biosynthetic process|15.80|PTDSS2,SELENOI,PCYT2,CEPT1,LPGAT1,BECN1| |glycerophospholipid metabolic process|13.44|PTDSS2,SELENOI,PCYT2,CEPT1,LPGAT1,BECN1| |glycerolipid metabolic process|10.83|PTDSS2,SELENOI,PCYT2,CEPT1,LPGAT1,BECN1| |phospholipid metabolic process|10.64|PTDSS2,SELENOI,PCYT2,CEPT1,LPGAT1,BECN1| |regulation of autophagy|10.58|ATP6V0E1,ATP6V0B,ATP6V0A2,PRKAA1,TSC1,BECN1| No GO term hits below threshold. (FDR <0.05)