
CAS Number136194-77-9
SynonymsGo-6976; MFCD00236434; Go 6976,Solution; 5,6,7,13-tetrahydro-13-methyl-5-oxo-12H-Indolo(2,3-a)pyrrolo(3,4-c)carbazole-12-propanenitrile; Goe 6976; 3-(13-Methyl-5-oxo-5,6,7,13-tetrahydro-12H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-12-yl)propanenitrile
Molecular FormulaC24H18N4O
Molecular Weight378.43
Purity98.00%
Density1.4±0.1 g/cm3
Boiling Point652.3±55.0 °C at 760 mmHg
AppearanceOff-white to yellow solid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 136194-77-9 |
| Catalog No. | 2A-1186160 |
| Chinese Name | 5,6,7,13-四氢-13-甲基-5-氧代-12H-吲哚并[2,3-A]吡咯并[3,4-C]咔唑-12-丙腈 |
| Synonyms | Go-6976; MFCD00236434; Go 6976,Solution; 5,6,7,13-tetrahydro-13-methyl-5-oxo-12H-Indolo(2,3-a)pyrrolo(3,4-c)carbazole-12-propanenitrile; Goe 6976; 3-(13-Methyl-5-oxo-5,6,7,13-tetrahydro-12H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-12-yl)propanenitrile |
| Molecular Formula | C24H18N4O |
| Molecular Weight | 378.43 |
| Purity | 98.00 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 652.3±55.0 °C at 760 mmHg |
| Appearance | Off-white to yellow solid |
| Storage Condition | Seal and store at -20ºC |
| Application | Go6976 is an inhibitor of protein kinase C (PKC) with an IC50 value of 20 nM. |
| PubChem ID | 618246 |
| SMILES | Cn1c2ccccc2c2c3c(c4c5ccccc5n(CCC#N)c4c21)CNC3=O |
| InChI | InChI=1S/C24H18N4O/c1-27-17-9-4-2-7-14(17)20-21-16(13-26-24(21)29)19-15-8-3-5-10-18(15)28(12-6-11-25)23(19)22(20)27/h2-5,7-10H,6,12-13H2,1H3,(H,26,29) |
| InChI Key | VWVYILCFSYNJHF-UHFFFAOYSA-N |
| Hazard Symbols | transportation |
| Bioactivity | Go6976 is a Protein Kinase C (PKC) inhibitor, with an IC50 of 20 nM. Related Catalog Signaling Pathways >> Epigenetics >> PKC Research Areas >> Others Signaling Pathways >> TGF-beta/Smad >> PKC Target IC50: 20 nM (PKC)[1]. In Vitro Go6976 is a potent inhibitor of PKC in vitro (IC50 is 20 nM. This compound is structurally related to staurosporine, which is the most potent PKC inhibitor[1]. UCN-01 is originally identified as a PKC inhibitor. Surprisingly, Go6976 is found to abrogate S and G2 arrest. Dose-response studies reveal that 30 nM Go6976 is sufficient to cause abrogation of S-phase arrest in 6 h and abrogation of G2 arrest followed by lethal mitosis in 24 h. Incubation of cells with 100 nM Go6976 is sufficient to cause complete abrogation of S and G2 arrest at 6 and 24 h, respectively, which is only slightly less potent than in bovine serum. Incubation of cells with UCN-01 or Go6976 alone do not decrease viability compared with control at the concentrations used. Incubation of cells with 5 ng/mL SN38 result in cytostasis, and addition of 50 nM UCN-01 or 100 nM Go6976 to arrested MDA-MB-231 cells cause a dramatic decrease in viable cell number by 96 h[2]. Cell Assay Logarithmically growing cells are incubated with or without 5 ng/mL SN38 for 24 h and then incubated with or without 50 nM UCN-01 or 100 nM Go6976 for the following 24 h. MDA-MB-231 (500 cells) or MCF-10A (1000 cells) are plated in 100 μL in each well of a 96-well plate. The following day, drugs are added at the desired concentrations (Go6976: 1, 3, 10, 30, 100 nM) and with the required schedule to replicate wells (a minimum of 4 wells/concentration). Drugs are removed, and plates are rinsed and then incubated for an additional 6 days. Inhibition of growth was then assessed on the basis of DNA content. Briefly, the media are removed, and attached cells are washed in 0.25×PBS, followed by the addition of 100 μL of H2O. Cells are lysed by freeze/thawing the plates. Hoechst 33258 is added in high-salt buffer, cells are incubated for 2 h, and fluorescence is measured[2]. References [1]. Qatsha KA, et al. Gö 6976, a selective inhibitor of protein kinase C, is a potent antagonist of human immunodeficiency virus 1 induction from latent/low-level-producing reservoir cells in vitro. Proc Natl Acad Sci U S A. 1993 May 15;90(10):4674-8. [2]. Hayamitsu Adachi, et al. Microbial metabolites and derivatives targeted at inflammation and bone diseases therapy: chemistry, biological activity and pharmacology. The Journal of Antibiotics volume 71, pages 60-71 (2018). Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 652.3±55.0 °C at 760 mmHg Molecular Formula C24H18N4O Molecular Weight 378.426 Flash Point 348.3±31.5 °C Exact Mass 378.148071 PSA 62.75000 LogP 3.48 Vapour Pressure 0.0±2.0 mmHg at 25°C Index of Refraction 1.774 InChIKey VWVYILCFSYNJHF-UHFFFAOYSA-N SMILES Cn1c2ccccc2c2c3c(c4c5ccccc5n(CCC#N)c4c21)CNC3=O Storage condition −20°C |
| Use of | Go6976 is a Protein Kinase C (PKC) inhibitor, with an IC50 of 20 nM. Properties Name Gö 6976 Synonym More Synonyms Go6976 Biological Activity Description Go6976 is a Protein Kinase C (PKC) inhibitor, with an IC50 of 20 nM. Related Catalog Signaling Pathways >> Epigenetics >> PKC Research Areas >> Others Signaling Pathways >> TGF-beta/Smad >> PKC IC50: 20 nM (PKC)[1]. References [1]. Qatsha KA, et al. Gö 6976, a selective inhibitor of protein kinase C, is a potent antagonist of human immunodeficiency virus 1 induction from latent/low-level-producing reservoir cells in vitro. Proc Natl Acad Sci U S A. 1993 May 15;90(10):4674-8. [2]. Hayamitsu Adachi, et al. Microbial metabolites and derivatives targeted at inflammation and bone diseases therapy: chemistry, biological activity and pharmacology. The Journal of Antibiotics volume 71, pages 60-71 (2018). Chemical & Physical Properties Molecular Formula C24H18N4O Exact Mass 378.148071 PSA 62.75000 Index of Refraction 1.774 InChIKey VWVYILCFSYNJHF-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 99.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip. |
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