Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C25H23N5O2S.CH4O3S |
| Molecular Weight | 553.653 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CS(O)(=O)=O.CN1C=C(C2=CC=CC=C12)C3=C(C(=O)NC3=O)C4=CN(CCCSC(N)=N)C5=CC=CC=C45
InChI
InChIKey=SAWVGDJBSPLRRB-UHFFFAOYSA-N
InChI=1S/C25H23N5O2S.CH4O3S/c1-29-13-17(15-7-2-4-9-19(15)29)21-22(24(32)28-23(21)31)18-14-30(11-6-12-33-25(26)27)20-10-5-3-8-16(18)20;1-5(2,3)4/h2-5,7-10,13-14H,6,11-12H2,1H3,(H3,26,27)(H,28,31,32);1H3,(H,2,3,4)
| Molecular Formula | C25H23N5O2S |
| Molecular Weight | 457.547 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | CH4O3S |
| Molecular Weight | 96.106 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/21943284 | https://www.ncbi.nlm.nih.gov/pubmed/10998351 | https://www.ncbi.nlm.nih.gov/pubmed/16302800 |
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/21943284 | https://www.ncbi.nlm.nih.gov/pubmed/10998351 | https://www.ncbi.nlm.nih.gov/pubmed/16302800 |
RO-31-8220 is a cell-permeable staurosporine analog, that shows potent inhibition of PKC α, PKC βI, PKC βII, PKC γ, and PKC ε. Ro 31-8220 also inhibits MSK1, MAPKAPK1, RSK, GSK3β, and S6K1 with a potency similar to that for PKC. Ro 31-8220 alters cellular protein kinase C localization and potently inhibits the growth of A549 and MCF-7 cells with IC50 of 0.78 μM and 0.897 μM, respectively. RO 31-8220 enhances epinephrine-induced platelet aggregation in catecholamine hypo-responsive platelets by enhancing Akt phosphorylation. Ro 31-8220 significantly decreases apoE secretion from primary human macrophages by inhibiting vesicular transport of apoE to the plasma membrane without significantly affecting apoE mRNA or apoE protein levels.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL262 |
2.8 nM [IC50] | ||
Target ID: CHEMBL2147 |
8.0 nM [Kd] | ||
Target ID: CHEMBL2345 |
10.0 nM [IC50] | ||
Target ID: CHEMBL4501 |
15.0 nM [IC50] | ||
Target ID: CHEMBL4237 |
8.0 nM [IC50] | ||
Target ID: CHEMBL299 |
15.0 nM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Studies on the mechanism of fibrate-inhibited expression of plasminogen activator inhibitor-1 in cultured hepatocytes from cynomolgus monkey. | 1997 Jan |
|
| Protein phosphatase-protein kinase interplay modulates alpha 1b-adrenoceptor phosphorylation: effects of okadaic acid. | 2000 Feb |
|
| ERK signaling mediates the induction of inflammatory cytokines by bufalin in human monocytic cells. | 2000 Mar |
|
| Regulation of SP-B and SP-C secretion in rat type II cells in primary culture. | 2001 Dec |
|
| Cadmium-induced cell transformation and tumorigenesis are associated with transcriptional activation of c-fos, c-jun, and c-myc proto-oncogenes: role of cellular calcium and reactive oxygen species. | 2001 Jun |
|
| Phosphorylation is involved in the activation of metal-regulatory transcription factor 1 in response to metal ions. | 2001 Nov 9 |
|
| Gene expression profile in BALB/c-3T3 cells transformed with beryllium sulfate. | 2001 Sep |
|
| Acquisition of apoptotic resistance in arsenic-induced malignant transformation: role of the JNK signal transduction pathway. | 2002 Jan |
|
| Superoxide anion-dependent Raf/MEK/ERK activation by peroxisome proliferator activated receptor gamma agonists 15-deoxy-delta(12,14)-prostaglandin J(2), ciglitazone, and GW1929. | 2002 Jul 15 |
|
| Regulation of cyclooxygenase-2 expression by phospholipase D in human amnion-derived WISH cells. | 2002 Mar |
|
| Up-regulation of c-jun mRNA in cardiac myocytes requires the extracellular signal-regulated kinase cascade, but c-Jun N-terminal kinases are required for efficient up-regulation of c-Jun protein. | 2002 Nov 15 |
|
| Distinct protein kinase C isoforms mediate regulation of vascular endothelial growth factor expression by A2A adenosine receptor activation and phorbol esters in pheochromocytoma PC12 cells. | 2003 Apr 25 |
|
| Effect of the lipid peroxidation product acrolein on tau phosphorylation in neural cells. | 2003 Mar 15 |
|
| Regulated cell surface pro-EGF ectodomain shedding is a zinc metalloprotease-dependent process. | 2003 Nov 14 |
|
| Arsenite stimulated glucose transport in 3T3-L1 adipocytes involves both Glut4 translocation and p38 MAPK activity. | 2003 Oct |
|
| Stimulation of CD36 and the key effector of reverse cholesterol transport ATP-binding cassette A1 in monocytoid cells by niacin. | 2004 Feb 1 |
|
| Inhibition of human immunodeficiency virus type 1 replication by Z-100, an immunomodulator extracted from human-type tubercle bacilli, in macrophages. | 2004 Sep |
|
| Glycogen synthase kinase 3-dependent phosphorylation of Mdm2 regulates p53 abundance. | 2005 Aug |
|
| Roles of protein kinase C, Ca2+, Pyk2, and c-Src in agonist activation of rat lacrimal gland p42/p44 MAPK. | 2006 Aug |
|
| P2Y12 receptor signalling towards PKB proceeds through IGF-I receptor cross-talk and requires activation of Src, Pyk2 and Rap1. | 2006 Aug |
|
| Nonclassical action of retinoic acid on the activation of the cAMP response element-binding protein in normal human bronchial epithelial cells. | 2006 Feb |
|
| Enhancement of tumor invasion depends on transdifferentiation of skin fibroblasts mediated by reactive oxygen species. | 2006 Jul 1 |
|
| Zinc is required for Fc epsilon RI-mediated mast cell activation. | 2006 Jul 15 |
|
| Curcumin inhibits neurotensin-mediated interleukin-8 production and migration of HCT116 human colon cancer cells. | 2006 Sep 15 |
|
| A genomic screen for activators of the antioxidant response element. | 2007 Mar 20 |
|
| Nitro-aspirin inhibits MCF-7 breast cancer cell growth: effects on COX-2 expression and Wnt/beta-catenin/TCF-4 signaling. | 2009 Nov 15 |
|
| All-trans retinoic acid and a novel synthetic retinoid tamibarotene (Am80) differentially regulate CD38 expression in human leukemia HL-60 cells: possible involvement of protein kinase C-delta. | 2011 Aug |
|
| Molecular investigation of the effects of lindane in rat hepatocytes: microarray and mechanistic studies. | 2011 Dec |
|
| SHAFTS: a hybrid approach for 3D molecular similarity calculation. 2. Prospective case study in the discovery of diverse p90 ribosomal S6 protein kinase 2 inhibitors to suppress cell migration. | 2011 May 26 |
|
| MAPK- and PKC/CREB-dependent induction of interleukin-11 by the environmental contaminant formaldehyde in human bronchial epithelial cells. | 2012 Feb 6 |
|
| Novel Nrf2/ARE activator, trans-Coniferylaldehyde, induces a HO-1-mediated defense mechanism through a dual p38α/MAPKAPK-2 and PK-N3 signaling pathway. | 2015 Sep 21 |
Patents
Sample Use Guides
MLP−/− Mice were treated with Ro 31-8220 at dose 6 mg/kg/d, s.c.
Route of Administration:
Other
To compare the effect of PKC inhibition or downregulation on neuritogenesis, at 24 h after plating, the neuroblastoma x •glioma NG108-15 hybrid cells were placed in serum free high-glucose DMEM supplemented with 0.015% dimethyl sulfoxide (DMSO) (control) or 1 mkm Go6983 plus 1 mkm Ro318220 to inhibit PKCs or with 300 nm PMA to downregulate PKCs, and morphological changes were examined after 24 or 48 h.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 19:54:07 UTC 2023
by
admin
on
Sat Dec 16 19:54:07 UTC 2023
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| Record UNII |
3JPC9J3C82
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| Record Status |
Validated (UNII)
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| Record Version |
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11628205
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138489-18-6
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3JPC9J3C82
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admin on Sat Dec 16 19:54:07 UTC 2023 , Edited by admin on Sat Dec 16 19:54:07 UTC 2023
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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TARGET -> INHIBITOR |
IC50
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PARENT -> SALT/SOLVATE |
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