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 |
|---|---|---|
| Regulation of SP-B and SP-C secretion in rat type II cells in primary culture. | 2001 Dec |
|
| Phosphorylation is involved in the activation of metal-regulatory transcription factor 1 in response to metal ions. | 2001 Nov 9 |
|
| 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 |
|
| 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 |
|
| Regulated cell surface pro-EGF ectodomain shedding is a zinc metalloprotease-dependent process. | 2003 Nov 14 |
|
| Phenylephrine induces activation of CREB in adult rat cardiac myocytes through MSK1 and PKA signaling pathways. | 2004 Nov |
|
| P2Y12 receptor signalling towards PKB proceeds through IGF-I receptor cross-talk and requires activation of Src, Pyk2 and Rap1. | 2006 Aug |
|
| Curcumin inhibits neurotensin-mediated interleukin-8 production and migration of HCT116 human colon cancer cells. | 2006 Sep 15 |
|
| Evidence that tumor necrosis factor-related apoptosis-inducing ligand induction by 5-Aza-2'-deoxycytidine sensitizes human breast cancer cells to adriamycin. | 2007 Feb 1 |
|
| Acrolein induces heme oxygenase-1 through PKC-delta and PI3K in human bronchial epithelial cells. | 2008 Apr |
|
| Differential effects of tumor necrosis factor-alpha and interleukin-1beta on cell death in human articular chondrocytes. | 2008 Jun |
|
| Mechanism of action of the stimulatory effect of apigenin-6-C-(2''-O-alpha-l-rhamnopyranosyl)-beta-L-fucopyranoside on 14C-glucose uptake. | 2009 May 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 |
|
| 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 |
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 GMT 2023
by
admin
on
Sat Dec 16 19:54:07 GMT 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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| Related Record | Type | Details | ||
|---|---|---|---|---|
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TARGET -> INHIBITOR |
IC50
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PARENT -> SALT/SOLVATE |
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