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Details

Stereochemistry ACHIRAL
Molecular Formula C24H18N4O
Molecular Weight 378.4259
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GO-6976

SMILES

CN1C2=C(C=CC=C2)C3=C1C4=C(C5=CC=CC=C5N4CCC#N)C6=C3C(=O)NC6

InChI

InChIKey=VWVYILCFSYNJHF-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C24H18N4O
Molecular Weight 378.4259
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/8486620 | https://www.ncbi.nlm.nih.gov/pubmed/21366551 | https://www.ncbi.nlm.nih.gov/pubmed/16956345

Indolocarbazole GO-6976 inhibited the calcium-dependent protein kinase C (PKC) isozymes alpha and beta 1. As PKC is a central enzyme that modulates numerous biological functions GO-6976 is extensively used as a tool for studying the involvement of PKC in signal transduction pathways. GO6976 was originally synthesized by Goedecke (formerly a subsidiary of Warner-Lambert, now Pfizer) in Germany. Preclinical investigations carried out by Goedecke have been for the potential treatment of HIV infections. Preclinical research with GO 6976 had been conducted by Biomol Inc. and Calbiochem in the USA as a potential treatment for cancer. No further information has been available for the compound therefore it is assumed that development has been discontinued. In addition to GO-6976 inhibition of PKC, it was reported that GO-6976 also inhibits JAK 2 and FLT3 tyrosine kinases and non-kinase transmembrane guanylyl cyclase.

CNS Activity

Curator's Comment: GO-6976 is CNS active in animals. No human data available.

Approval Year

PubMed

PubMed

TitleDatePubMed
Role for phospholipase D in receptor-mediated endocytosis.
2001 Jan
Protein kinase C-dependent potentiation of intracellular calcium influx by sigma1 receptor agonists in rat hippocampal neurons.
2003 Nov
Effects of maribavir and selected indolocarbazoles on Epstein-Barr virus protein kinase BGLF4 and on viral lytic replication.
2004 May
TIS21/BTG2/PC3 is expressed through PKC-delta pathway and inhibits binding of cyclin B1-Cdc2 and its activity, independent of p53 expression.
2004 Sep 10
Regulation of skin microvasculature angiogenesis, cell migration, and permeability by a specific inhibitor of PKCalpha.
2006 Feb
Retinoid-mediated stimulation of steroid sulfatase activity in myeloid leukemic cell lines requires RARalpha and RXR and involves the phosphoinositide 3-kinase and ERK-MAP kinase pathways.
2006 Feb 1
Integration of P2Y receptor-activated signal transduction pathways in G protein-dependent signalling networks.
2006 Sep
Phosphorylation of TRPV1 by neurokinin-1 receptor agonist exaggerates the capsaicin-mediated substance P release from cultured rat dorsal root ganglion neurons.
2008 Dec
Heme oxygenase-1 mediates the anti-inflammatory effect of Curcumin within LPS-stimulated human monocytes.
2008 Jun
Receptor-mediated tobacco toxicity: acceleration of sequential expression of alpha5 and alpha7 nicotinic receptor subunits in oral keratinocytes exposed to cigarette smoke.
2008 May
Lead acetate induces EGFR activation upstream of SFK and PKCalpha linkage to the Ras/Raf-1/ERK signaling.
2009 Mar 1
p66Shc links alpha1-adrenergic receptors to a reactive oxygen species-dependent AKT-FOXO3A phosphorylation pathway in cardiomyocytes.
2009 Mar 13
Nucleotide oligomerization domain 1 is a dominant pathway for NOS2 induction in vascular smooth muscle cells: comparison with Toll-like receptor 4 responses in macrophages.
2010 Aug
Angiotensin II inhibits activity of human organic anion transporter 3 through activation of protein kinase Calpha: accelerating endocytosis of the transporter.
2010 Feb 10
Dual function of protein kinase C (PKC) in 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced manganese superoxide dismutase (MnSOD) expression: activation of CREB and FOXO3a by PKC-alpha phosphorylation and by PKC-mediated inactivation of Akt, respectively.
2011 Aug 26
A novel pathway responsible for lipopolysaccharide-induced translational regulation of TNF-α and IL-6 expression involves protein kinase C and fascin.
2011 Dec 15
Oxidative stress parameters induced by exposure to either cadmium or 17β-estradiol on Mytilus galloprovincialis hemocytes. The role of signaling molecules.
2014 Jan
Patents

Sample Use Guides

Unknown
Route of Administration: Other
Inflammation-induced multinucleation in cultured microglia was prevented by a protein kinase C (PKC) inhibitor GO-6976 (100 nM). Follicle-stimulating hormone (FSH ) significantly induced follicle-enclosed oocytes (FEOs) meiotic resumption, however, the induced effect of FSH was dose-dependently inhibited by Gö6976, and 100 nM Gö6976 completely blocked FSH function in oocyte meiotic resumption.
Substance Class Chemical
Created
by admin
on Thu Jul 06 02:24:59 UTC 2023
Edited
by admin
on Thu Jul 06 02:24:59 UTC 2023
Record UNII
B9IQO7JZ16
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GO-6976
Common Name English
GOE-6976
Common Name English
12H-INDOLO(2,3-A)PYRROLO(3,4-C)CARBAZOLE-12-PROPANENITRILE, 5,6,7,13-TETRAHYDRO-13-METHYL-5-OXO-
Systematic Name English
Code System Code Type Description
CAS
136194-77-9
Created by admin on Thu Jul 06 02:24:59 UTC 2023 , Edited by admin on Thu Jul 06 02:24:59 UTC 2023
PRIMARY
WIKIPEDIA
Go 6976
Created by admin on Thu Jul 06 02:24:59 UTC 2023 , Edited by admin on Thu Jul 06 02:24:59 UTC 2023
PRIMARY
EPA CompTox
DTXSID70159731
Created by admin on Thu Jul 06 02:24:59 UTC 2023 , Edited by admin on Thu Jul 06 02:24:59 UTC 2023
PRIMARY
PUBCHEM
3501
Created by admin on Thu Jul 06 02:24:59 UTC 2023 , Edited by admin on Thu Jul 06 02:24:59 UTC 2023
PRIMARY
CHEBI
51913
Created by admin on Thu Jul 06 02:24:59 UTC 2023 , Edited by admin on Thu Jul 06 02:24:59 UTC 2023
PRIMARY
FDA UNII
B9IQO7JZ16
Created by admin on Thu Jul 06 02:24:59 UTC 2023 , Edited by admin on Thu Jul 06 02:24:59 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY