Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C21H18NO4.HO4S |
| Molecular Weight | 445.442 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OS([O-])(=O)=O.COC1=CC=C2C3=CC=C4C=C5OCOC5=CC4=C3[N+](C)=CC2=C1OC
InChI
InChIKey=ZKALVUWQQPLSDA-UHFFFAOYSA-M
InChI=1S/C21H18NO4.H2O4S/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22;1-5(2,3)4/h4-10H,11H2,1-3H3;(H2,1,2,3,4)/q+1;/p-1
Chelerythrine is a kind of benzo[c] phenanthridine alkaloids, which is widely found in plant of Fumariaceae, Papaveraceae, Ranunculaceae and Rutaceae families. Chelerythrine is a potent and specific inhibitor of protein kinase C. In addition chelerythrine inhibits pro-survival protein Bcl(XL) thereby inducing apoptosis. It exerts antitumor properties.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2093867 |
0.7 µM [Ki] | ||
Target ID: CHEMBL4625 |
|||
Target ID: CHEMBL235 |
566.0 nM [IC50] | ||
Target ID: CHEMBL2311221 |
|||
Target ID: CHEMBL2093867 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Interaction of benzo[c]phenanthridine and protoberberine alkaloids with animal and yeast cells. | 2001 |
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| Inhibition of calcium-independent luminal uptake of L-dopa by calmodulin antagonists in immortalized rat capillary cerebral endothelial cells. | 2001 |
|
| Metalloproteinase activity in growth plate chondrocyte cultures is regulated by 1,25-(OH)(2)D(3) and 24,25-(OH)(2)D(3) and mediated through protein kinase C. | 2001 Apr |
|
| Ischemic preconditioning upregulates vascular endothelial growth factor mRNA expression and neovascularization via nuclear translocation of protein kinase C epsilon in the rat ischemic myocardium. | 2001 Apr 13 |
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| Hormonal regulation of phospholipase D activity in Ca(2+) transporting cells of rabbit connecting tubule and cortical collecting duct. | 2001 Apr 23 |
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| Characterisation using FLIPR of human vanilloid VR1 receptor pharmacology. | 2001 Apr 6 |
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| Evidence for two mechanisms of amino acid osmolyte release from hippocampal slices. | 2001 Aug |
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| The effects of isoflurane on native and chimeric muscarinic acetylcholine receptors: the role of protein kinase C. | 2001 Aug |
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| Diminished alpha1-adrenergic-mediated contraction and translocation of PKC in senescent rat heart. | 2001 Aug |
|
| Opioid receptor stimulation acts as mediator of protection in ischaemic preconditioning. | 2001 Feb-Mar |
|
| Backtable heat-enhanced preconditioning: a simple and effective means of improving function of heart transplants. | 2001 Jul |
|
| Role of protein kinase C in the reduction of infarct size by N-methyl-1-deoxynojirimycin, an alpha-1,6-glucosidase inhibitor. | 2001 Jul |
|
| Histamine increases interstitial adenosine concentration via activation of ecto-5'-nucleotidase in rat hearts in vivo. | 2001 Jul |
|
| Differential effects of protein kinase C on human vascular smooth muscle cell proliferation and migration. | 2001 Jul |
|
| Heat shock prevents simulated ischemia-induced apoptosis in renal tubular cells via a PKC-dependent mechanism. | 2001 Jul |
|
| ANG II-mediated inhibition of neuronal delayed rectifier K+ current: role of protein kinase C-alpha. | 2001 Jul |
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| Post-ischemic PKC inhibition impairs myocardial calcium handling and increases contractile protein calcium sensitivity. | 2001 Jul |
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| Inhibition of acetylcholine-activated K(+) current by chelerythrine and bisindolylmaleimide I in atrial myocytes from mice. | 2001 Jul 27 |
|
| A new diprenyl coumarin and alkaloids from the bark of Zanthoxylum dimorphophyllum (Rutaceae). | 2001 Jul-Aug |
|
| Protein kinase A- and C-dependent modulation of murine inducible nitric oxide synthase. | 2001 Jun |
|
| Stathmin levels in growth plate chondrocytes are modulated by vitamin D3 metabolites and transforming growth factor-beta1 and are associated with proliferation. | 2001 Jun |
|
| Role of protein kinase C and phosphatases in the pulmonary vasculature of neonatal piglets. | 2001 Jun |
|
| Vasopressin-induced protein kinase C-dependent superoxide generation contributes to atp-sensitive potassium channel but not calcium-sensitive potassium channel function impairment after brain injury. | 2001 Jun |
|
| Inhibition of carbachol stimulated acid secretion by interleukin 1beta in rabbit parietal cells requires protein kinase C. | 2001 Jun |
|
| Protein kinase C and intracellular calcium are required for amphetamine-mediated dopamine release via the norepinephrine transporter in undifferentiated PC12 cells. | 2001 Jun |
|
| Protein phosphorylation in mitochondria from human placenta. | 2001 May |
|
| Protein kinase C regulation of dopamine transporter initiated by nicotinic receptor activation in slices of rat prefrontal cortex. | 2001 May |
|
| CAMKII inhibition in the parabrachial nuclei elicits conditioned taste aversion in rats. | 2001 May |
|
| Anti-adrenergic effect of adenosine on Na(+)-Ca(2+) exchange current recorded from guinea-pig ventricular myocytes. | 2001 May |
|
| 17beta-oestradiol stimulates capacitative Ca2+ entry in human endometrial cells. | 2001 May 15 |
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| Protein kinase C inhibition abrogates hepatic ischemic preconditioning responses. | 2001 May 15 |
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| Capsaicin potentiates 1,25-dihydoxyvitamin D3- and all-trans retinoic acid-induced differentiation of human promyelocytic leukemia HL-60 cells. | 2001 May 25 |
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| Involvement of protein kinase C and tyrosine kinase in lipopolysaccharide-induced anorexia. | 2001 May-Jun |
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| Differentiation of bipolar CG-4 line oligodendrocytes is associated with regulation of CREB, MAP kinase and PKC signalling pathways. | 2001 Nov |
|
| Activation of PKC decreases myocardial O2 consumption and increases contractile efficiency in rats. | 2001 Nov |
|
| Mechanisms of the apoptotic and necrotic actions of trimethyltin in cerebellar granule cells. | 2001 Nov |
|
| Novel role of macrophage migration inhibitory factor in angiotensin II regulation of neuromodulation in rat brain. | 2001 Nov |
|
| Adenosine A(2A) and A(2B) receptor activation of erythropoietin production. | 2001 Nov |
|
| Endothelium-derived endothelin-1 reduces cerebral artery sensitivity to nitric oxide by a protein kinase C-independent pathway. | 2001 Oct |
|
| Regulation and distribution of MAdCAM-1 in endothelial cells in vitro. | 2001 Oct |
|
| Characterization of the signal transduction pathways mediating morphine withdrawal-stimulated c-fos expression in hypothalamic nuclei. | 2001 Oct 26 |
|
| Stimulatory effect of phenylephrine on the secretion of beta-endorphin from rat adrenal medulla in vitro. | 2001 Oct 8 |
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| The lysophospholipids sphingosine-1-phosphate and lysophosphatidic acid enhance survival during hypoxia in neonatal rat cardiac myocytes. | 2001 Sep |
|
| Src and multiple MAP kinase activation in cardiac hypertrophy and congestive heart failure under chronic pressure-overload: comparison with acute mechanical stretch. | 2001 Sep |
|
| Role of calcineurin in insulin-like growth factor-1-induced hypertrophy of cultured adult rat ventricular myocytes. | 2001 Sep |
|
| Mechanism of action of angiotensin II in human isolated subcutaneous resistance arteries. | 2001 Sep |
|
| Regulation of ATP-sensitive K(+) channels by protein kinase C in murine colonic myocytes. | 2001 Sep |
|
| Induction of osteoblast differentiation indexes by PTHrP in MG-63 cells involves multiple signaling pathways. | 2001 Sep |
|
| A diacylglycerol-activated Ca2+ channel in PC12 cells (an adrenal chromaffin cell line) correlates with expression of the TRP-6 (transient receptor potential) protein. | 2001 Sep 15 |
|
| Protein kinase C regulation of cell spreading in the molluscan Biomphalaria glabrata embryonic (Bge) cell line. | 2001 Sep 26 |
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RC5FDY3X64
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13394150
Created by
admin on Sat Dec 16 19:16:07 GMT 2023 , Edited by admin on Sat Dec 16 19:16:07 GMT 2023
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53144-45-9
Created by
admin on Sat Dec 16 19:16:07 GMT 2023 , Edited by admin on Sat Dec 16 19:16:07 GMT 2023
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ACTIVE MOIETY
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