Details
Stereochemistry | ACHIRAL |
Molecular Formula | C25H24N4O2 |
Molecular Weight | 412.4837 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)CCCN1C=C(C2=C1C=CC=C2)C3=C(C(=O)NC3=O)C4=CNC5=C4C=CC=C5
InChI
InChIKey=QMGUOJYZJKLOLH-UHFFFAOYSA-N
InChI=1S/C25H24N4O2/c1-28(2)12-7-13-29-15-19(17-9-4-6-11-21(17)29)23-22(24(30)27-25(23)31)18-14-26-20-10-5-3-8-16(18)20/h3-6,8-11,14-15,26H,7,12-13H2,1-2H3,(H,27,30,31)
Molecular Formula | C25H24N4O2 |
Molecular Weight | 412.4837 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/1874734
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1874734
GF109203X (GO-6850) displayed high selectivity for protein kinase C (PKC) isoenzymes. GF109203X (GO-6850) is a competitive PKC inhibitor with respect to ATP. As PKC is a central enzyme that modulates numerous biological functions GF109203X is extensively used as a tool for studying the involvement of PKC in signal transduction pathways.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26670183 | https://www.ncbi.nlm.nih.gov/pubmed/11786500
Curator's Comment: GF109203X (GO-6850) is CNS active in animals. No human data available.
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1874734
Curator's Comment: Toullec et al., 1991. Laboratoires Glano, Centre de Recherches, 91951 Les Ulis, France
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL299 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1874734 |
20.0 nM [IC50] | ||
Target ID: CHEMBL3045 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1874734 |
17.0 nM [IC50] | ||
Target ID: CHEMBL2938 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1874734 |
20.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Synergistic induction of apoptosis in human leukemia cells (U937) exposed to bryostatin 1 and the proteasome inhibitor lactacystin involves dysregulation of the PKC/MAPK cascade. | 2001 Apr 1 |
|
Differential actions of PKA and PKC in the regulation of glutamate release by group III mGluRs in the entorhinal cortex. | 2001 Feb |
|
The stimulation of MAP kinase by 1,25(OH)(2)-vitamin D(3) in skeletal muscle cells is mediated by protein kinase C and calcium. | 2001 Feb 28 |
|
Modulation of noradrenaline-induced microvascular constriction by protein kinase inhibitors. | 2001 Jan |
|
Modulation of inducible nitric oxide synthase expression in rat intestinal cells by colon tumor promoters. | 2001 Jan |
|
Differential sensitivity of breast cancer cells to tumor necrosis factor-alpha: involvement of protein kinase C. | 2001 Jan 26 |
|
Post-ischemic PKC inhibition impairs myocardial calcium handling and increases contractile protein calcium sensitivity. | 2001 Jul |
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Calyculin-A induces focal adhesion assembly and tyrosine phosphorylation of p125(Fak), p130(Cas), and paxillin in Swiss 3T3 cells. | 2001 Jul |
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TSH-induced differentiated functions correlate with enhancement of phosphotyrosine phosphatase activity in thyroid cells. Effect of phorbol 12-myristate 13-acetate. | 2001 Jun |
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Protein kinase C-mediated down-regulation of MDR3 mRNA expression in Chang liver cells. | 2001 Jun 1 |
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Phosphorylation of RGS9-1 by an endogenous protein kinase in rod outer segments. | 2001 Jun 22 |
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Modulation of cyclin D1 and its signaling components by the phorbol ester TPA and the tyrosine phosphatase inhibitor vanadate. | 2001 Mar |
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Sp1-p53 heterocomplex mediates activation of HTLV-I long terminal repeat by 12-O-tetradecanoylphorbol-13-acetate that is antagonized by protein kinase C. | 2001 Mar 1 |
|
Extracellular signal-regulated kinase and the small GTP-binding protein p21Rac1 are involved in the regulation of gene transcription by angiotensin II. | 2001 Mar-Apr |
|
Leukotriene D(4) affects localisation of vinculin in intestinal epithelial cells via distinct tyrosine kinase and protein kinase C controlled events. | 2001 May |
|
Induction of embryonic dysmorphogenesis by high glucose concentration, disturbed inositol metabolism, and inhibited protein kinase C activity. | 2001 May |
|
Key role of PKC and Ca2+ in EGF protection of microtubules and intestinal barrier against oxidants. | 2001 May |
|
Differential effects of growth hormone and insulin-like growth factor I on human endothelial cell migration. | 2001 May |
|
Novel gp91(phox) homologues in vascular smooth muscle cells : nox1 mediates angiotensin II-induced superoxide formation and redox-sensitive signaling pathways. | 2001 May 11 |
|
Down-regulation of intrinsic P-glycoprotein expression in multicellular prostate tumor spheroids by reactive oxygen species. | 2001 May 18 |
Patents
Sample Use Guides
In a murine model of delayed type hypersensitivity, GF109203X (GO-6850) inhibited dinitrofluorobenzene-induced contact dermatitis with and ID50 value of 150 micrograms/ear.
Intrahippocampal GF109203X (GO-6850) 0.3-30 pg/site modulates memory reconsolidation in rats. Rats that were pretreated with GF109203X (GO-6850) 0.12 mg/kg by intramuscular injection had less pulmonary edema induced by the high tidal volume ventilation.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8904648
After pretreatment of cells with GF109203X (GO-6850) (5 microM, 45 min), the histamine (100 microM)-induced initial rise in [Ca2+]i, representing Ca2+ mobilization from internal stores, was inhibited in in DDT1 MF-2 smooth muscle cells.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 17 23:09:29 UTC 2022
by
admin
on
Sat Dec 17 23:09:29 UTC 2022
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Record UNII |
L79H6N0V6C
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Record Status |
Validated (UNII)
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Record Version |
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-
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Bisindolylmaleimide I
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