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Home > Indoles and Oxindole > 119139-23-0
119139-23-0 | 1H-Pyrrole-2,5-dione, 3,4-di-1H-indol-3-yl-
CAS No: 119139-23-0 Catalog No: AG000P5P MDL No:MFCD00236432
Product Description
Catalog Number:
AG000P5P
Chemical Name:
1H-Pyrrole-2,5-dione, 3,4-di-1H-indol-3-yl-
CAS Number:
119139-23-0
Molecular Formula:
C20H13N3O2
Molecular Weight:
327.3361
MDL Number:
MFCD00236432
IUPAC Name:
3,4-bis(1H-indol-3-yl)pyrrole-2,5-dione
InChI:
InChI=1S/C20H13N3O2/c24-19-17(13-9-21-15-7-3-1-5-11(13)15)18(20(25)23-19)14-10-22-16-8-4-2-6-12(14)16/h1-10,21-22H,(H,23,24,25)
InChI Key:
DQYBRTASHMYDJG-UHFFFAOYSA-N
SMILES:
O=C1NC(=O)C(=C1c1c[nH]c2c1cccc2)c1c[nH]c2c1cccc2
UNII:
MBK3OO5K8T
Properties
Complexity:
576
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
327.101g/mol
Formal Charge:
0
Heavy Atom Count:
25
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
327.343g/mol
Monoisotopic Mass:
327.101g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
77.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.8
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| Metabotropic glutamate receptors activate phospholipase D in astrocytes through a protein kinase C-dependent and Rho-independent pathway. | Neuropharmacology 20030201 |
| Activation of microglia with lipopolysaccharide leads to the prolonged decrease of conventional protein kinase C activity. | Brain research. Molecular brain research 20030131 |
| Role of protein kinase C-angiotensin II pathway for extracellular matrix production in cultured human mesangial cells exposed to high glucose levels. | Diabetes research and clinical practice 20030101 |
| ETA, mixed ETA/ETB receptor antagonists, and protein kinase C inhibitor prevent acute hypoxic pulmonary vasoconstriction: influence of potassium channels. | Journal of cardiovascular pharmacology 20030101 |
| Pityrialactone- a new fluorochrome from the tryptophan metabolism of Malassezia furfur. | Antonie van Leeuwenhoek 20030101 |
| Phospholipase C axis is the preferential pathway leading to PKC activation following PTH or PTHrP stimulation in human term placenta. | Life sciences 20021129 |
| Activation of proteinase-activated receptor 1 stimulates epithelial chloride secretion through a unique MAP kinase- and cyclo-oxygenase-dependent pathway. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20021001 |
| Protein kinase C mediates potentiation of synaptic transmission by phorbol ester at parallel fibers in the dorsal cochlear nucleus. | Brain research 20020927 |
| Protein kinase C(alpha) is required for vanilloid receptor 1 activation. Evidence for multiple signaling pathways. | The Journal of biological chemistry 20020920 |
| Bisindolylmaleimide IX facilitates tumor necrosis factor receptor family-mediated cell death and acts as an inhibitor of transcription. | The Journal of biological chemistry 20020906 |
| Role of protein phosphatases in hypoxic preconditioning. | American journal of physiology. Heart and circulatory physiology 20020901 |
| Bisindolylmaleimide VIII enhances DR5-mediated apoptosis through the MKK4/JNK/p38 kinase and the mitochondrial pathways. | The Journal of biological chemistry 20020809 |
| Acid- and bile-induced PGE(2) release and hyperproliferation in Barrett's esophagus are COX-2 and PKC-epsilon dependent. | American journal of physiology. Gastrointestinal and liver physiology 20020801 |
| Effect of Cu,Zn superoxide dismutase on cholesterol metabolism in human hepatocarcinoma (HepG2) cells. | Biochemical and biophysical research communications 20020719 |
| Ca(2+)-calmodulin-dependent protein kinase II plays a major role in halothane-induced dose-dependent relaxation in the skinned pulmonary artery. | Anesthesiology 20020701 |
| Angiotensin II inhibits renin gene transcription via the protein kinase C pathway. | Pflugers Archiv : European journal of physiology 20020701 |
| Chromaffin cell catecholamine secretion: bisindolylmaleimide compounds exhibit novel and potent antagonist effects at the nicotinic cholinergic receptor in pheochromocytoma cells. | Molecular pharmacology 20020601 |
| Divergent pathways account for two distinct effects of amyloid beta peptides on exocytosis and Ca(2+) currents: involvement of ROS and NF-kappaB. | Journal of neurochemistry 20020601 |
| Phosphorylation of the salivary Na(+)-K(+)-2Cl(-) cotransporter. | American journal of physiology. Cell physiology 20020401 |
| Nitric oxide production by a murine macrophage cell line (RAW264.7) stimulated with lipopolysaccharide from Actinobacillus actinomycetemcomitans. | Oral microbiology and immunology 20020401 |
| Intracellular Ca(2+) modulation of ATP-sensitive K(+) channel activity in acetylcholine-induced activation of rat pancreatic beta-cells. | Endocrinology 20020201 |
| myo-Inositol 1,4,5-trisphosphate and Ca(2+)/calmodulin-dependent factors mediate transduction of compression-induced signals in bovine articular chondrocytes. | The Biochemical journal 20020201 |
| Time-dependent potentiation of the beta-cell is a Ca2+-independent phenomenon. | The Journal of endocrinology 20020201 |
| Regulation of transepithelial phosphate transport by PTH in chicken proximal tubule epithelium. | American journal of physiology. Regulatory, integrative and comparative physiology 20020101 |
| Role of PKC in isoflurane-induced biphasic contraction in skinned pulmonary arterial strips. | Anesthesiology 20020101 |
| The N-formylpeptide receptor (FPR) and a second G(i)-coupled receptor mediate fMet-Leu-Phe-stimulated activation of NADPH oxidase in murine neutrophils. | Cellular immunology 20020101 |
| Insulin increases plasma membrane content and reduces phosphorylation of Na(+)-K(+) pump alpha(1)-subunit in HEK-293 cells. | American journal of physiology. Cell physiology 20011201 |
| Accelerating the induction of Fas-mediated T cell apoptosis: a strategy for transplant tolerance? | Clinical and experimental immunology 20011201 |
| Different subtypes of alpha1-adrenoceptor modulate different K+ currents via different signaling pathways in canine ventricular myocytes. | The Journal of biological chemistry 20011102 |
| Protein kinase C suppresses rat organic anion transporting polypeptide 1- and 2-mediated uptake. | The Journal of pharmacology and experimental therapeutics 20011101 |
| Regulation and mechanism of L-type calcium channel activation via V1a vasopressin receptor activation in cultured cortical neurons. | Neurobiology of learning and memory 20011101 |
| Synthesis and biological evaluation of novel bisindolylmaleimides that inhibit vascular endothelial cell proliferation. | Bioorganic & medicinal chemistry letters 20011022 |
| Protein kinase c increases the apparent affinity of the release machinery to Ca2+ by enhancing the release machinery downstream of the Ca2+ sensor. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20011015 |
| Agonist-induced signaling, desensitization, and internalization of a phosphorylation-deficient AT1A angiotensin receptor. | The Journal of biological chemistry 20011012 |
| Down-regulation of protein kinase C activity by sorbitol rapidly induces apoptosis in human gastric cancer cell lines. | Apoptosis : an international journal on programmed cell death 20011001 |
| Pulmonary artery vasoconstriction but not [Ca2+]i signal stimulated by thromboxane A2 is partially resistant to NO. | Pediatric research 20011001 |
| Major vault protein is a substrate of endogenous protein kinases in CHO and PC12 cells. | Biological chemistry 20011001 |
| Inhibition of the glutamate transporter EAAC1 expressed in Xenopus oocytes by phorbol esters. | Brain research 20010928 |
| Involvement of protein kinase C-delta in DNA damage-induced apoptosis. | Cell death and differentiation 20010901 |
| Effects of hydrogen peroxide on the transient outward current in rabbit atrial myocytes. | Clinical and experimental pharmacology & physiology 20010901 |
| Induction of B(1)-kinin receptors in vascular smooth muscle cells: cellular mechanisms of map kinase activation. | Hypertension (Dallas, Tex. : 1979) 20010901 |
| The protein kinase C pathway inhibits iodide uptake by calf thyroid cells via sodium potassium-adenosine triphosphatase. | Thyroid : official journal of the American Thyroid Association 20010901 |
| Rapid fusion of granules with neutrophil cell membranes in hypertensive patients may increase vascular damage. | American journal of hypertension 20010901 |
| Role of lysophosphatidylcholine in the desensitization of beta-adrenergic receptors by Ca(2+) sensitization in tracheal smooth muscle. | American journal of respiratory cell and molecular biology 20010901 |
| Neurotrophin secretion from cultured microglia. | Journal of neuroscience research 20010815 |
| Protein kinase C epsilon suppresses Abeta production and promotes activation of alpha-secretase. | Biochemical and biophysical research communications 20010727 |
| Evidence that protein kinase C (PKC) participates in the meiosis I to meiosis II transition in mouse oocytes. | Developmental biology 20010715 |
| In vivo mechanisms of vascular endothelial growth factor-mediated increased hydraulic conductivity of Rana capillaries. | The Journal of physiology 20010715 |
| Heat shock prevents simulated ischemia-induced apoptosis in renal tubular cells via a PKC-dependent mechanism. | American journal of physiology. Regulatory, integrative and comparative physiology 20010701 |
| Antigonadotropic action of adenosine triphosphate in human granulosa-luteal cells: involvement of protein kinase Calpha. | The Journal of clinical endocrinology and metabolism 20010701 |
| Albumin in the mg/l-range activates NF-kappaB in renal proximal tubule-derived cell lines via tyrosine kinases and protein kinase C. | European journal of medical research 20010628 |
| Receptor-mediated inhibition of G protein-coupled inwardly rectifying potassium channels involves G(alpha)q family subunits, phospholipase C, and a readily diffusible messenger. | The Journal of biological chemistry 20010518 |
| Targeted inhibition of calcineurin signaling blocks calcium-dependent reactivation of Kaposi sarcoma-associated herpesvirus. | Blood 20010415 |
| Use of A-192621 to provide evidence for involvement of endothelin ET(B)-receptors in endothelin-1-mediated cardiomyocyte hypertrophy. | European journal of pharmacology 20010413 |
| Down-regulation of Na-K-Cl cotransport by protein kinase C is mediated by protein phosphatase 1 in pigmented ciliary epithelial cells. | Experimental eye research 20010401 |
| Interaction of CD163 with the regulatory subunit of casein kinase II (CKII) and dependence of CD163 signaling on CKII and protein kinase C. | European journal of immunology 20010401 |
| The role of protein kinase C in the regulation of serotonin-2A receptor expression. | Journal of neurochemistry 20010401 |
| Cyclization strategies for the synthesis of macrocyclic bisindolylmaleimides. | The Journal of organic chemistry 20010323 |
| Sp1-p53 heterocomplex mediates activation of HTLV-I long terminal repeat by 12-O-tetradecanoylphorbol-13-acetate that is antagonized by protein kinase C. | Virology 20010301 |
| Ceramide-induced cell death in the prostate cancer cell line LNCaP has both necrotic and apoptotic features. | The Prostate 20010301 |
| Protein kinase C-dependent and -independent inhibition of Ca(2+) influx by phorbol ester in rat pancreatic beta-cells. | Cellular signalling 20010301 |
| Potent direct inhibition of mammalian phospholipase D isoenzymes by calphostin-c. | Biochemistry 20010227 |
| Signaling events mediating the additive effects of oleic acid and angiotensin II on vascular smooth muscle cell migration. | Hypertension (Dallas, Tex. : 1979) 20010201 |
| Differential sensitivity of breast cancer cells to tumor necrosis factor-alpha: involvement of protein kinase C. | Biochemical and biophysical research communications 20010126 |
| A proposed mechanism for the potentiation of cAMP-mediated acid secretion by carbachol. | American journal of physiology. Cell physiology 20010101 |
| Induction of vanilloid receptor channel activity by protein kinase C. | Nature 20001201 |
| Specificity and mechanism of action of some commonly used protein kinase inhibitors. | The Biochemical journal 20001001 |
| Transcriptional activation of the human manganese superoxide dismutase gene mediated by tetradecanoylphorbol acetate. | The Journal of biological chemistry 19991224 |
| Tumor necrosis factor-alpha stimulates attachment of small cell lung carcinoma to endothelial cells. | The Journal of laboratory and clinical medicine 19990301 |
| Calcium-mediated second messengers modulate the expression of behavioral sensitization to cocaine. | The Journal of pharmacology and experimental therapeutics 19980901 |
| Design of new inhibitors for cdc2 kinase based on a multiple pseudosubstrate structure. | Bioorganic & medicinal chemistry letters 19980505 |
| Protein kinase C activity is required for aryl hydrocarbon receptor pathway-mediated signal transduction. | Molecular pharmacology 19980401 |
| Transcriptional activity of the hamster CYP11B2 promoter in NCI-H295 cells stimulated by angiotensin II, potassium, forskolin and bisindolylmaleimide. | Journal of molecular endocrinology 19980401 |
| Inhibition of telomerase activity by PKC inhibitors in human nasopharyngeal cancer cells in culture. | Biochemical and biophysical research communications 19971229 |
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