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88903-69-9

88903-69-9 | Xestospongin C

CAS No: 88903-69-9 Catalog No: AG00491B MDL No:MFCD01862629

Product Description

Catalog Number:
AG00491B
Chemical Name:
Xestospongin C
CAS Number:
88903-69-9
Molecular Formula:
C28H50N2O2
Molecular Weight:
446.7088
MDL Number:
MFCD01862629
IUPAC Name:
(1R,8S,10R,15S,22S,29R)-9,30-dioxa-11,25-diazapentacyclo[20.6.2.28,11.010,15.025,29]dotriacontane
InChI:
InChI=1S/C28H50N2O2/c1-3-7-15-25-17-21-30-20-10-14-24(28(30)31-25)12-6-2-4-8-16-26-18-22-29-19-9-13-23(11-5-1)27(29)32-26/h23-28H,1-22H2/t23-,24+,25-,26-,27+,28+/m0/s1
InChI Key:
PQYOPBRFUUEHRC-MUJQFDPKSA-N
SMILES:
C1CCCC2CCCN3C2OC(CCCCCCC2C4OC(CC1)CCN4CCC2)CC3

Properties

Complexity:
510  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
0
Exact Mass:
446.387g/mol
Formal Charge:
0
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
446.72g/mol
Monoisotopic Mass:
446.387g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
24.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.4  

Literature

Title Journal
Xestospongin C induces monocytic differentiation of HL60 cells through activation of the ERK pathway. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20130501
Implication of the ryanodine receptor in TRPV4-induced calcium response in pulmonary arterial smooth muscle cells from normoxic and chronically hypoxic rats. American journal of physiology. Lung cellular and molecular physiology 20121101
Hydrogen sulfide prevents hypoxia-induced apoptosis via inhibition of an H2O2-activated calcium signaling pathway in mouse hippocampal neurons. Biochemical and biophysical research communications 20120824
Extracellular calcium-sensing receptor is critical in hypoxic pulmonary vasoconstriction. Antioxidants & redox signaling 20120801
Ca2+ responses of pulmonary arterial myocytes to acute hypoxia require release from ryanodine and inositol trisphosphate receptors in sarcoplasmic reticulum. American journal of physiology. Lung cellular and molecular physiology 20120715
Interleukin-13 enhanced Ca2+ oscillations in airway smooth muscle cells. Cytokine 20120101
Intracellular alkalinization induces cytosolic Ca2+ increases by inhibiting sarco/endoplasmic reticulum Ca2+-ATPase (SERCA). PloS one 20120101
Intracellular angiotensin II activates rat myometrium. American journal of physiology. Cell physiology 20110901
Air bubble contact with endothelial cells in vitro induces calcium influx and IP3-dependent release of calcium stores. American journal of physiology. Cell physiology 20110901
Essential role for calcium waves in migration of human vascular smooth muscle cells. American journal of physiology. Heart and circulatory physiology 20110801
VEGF-induced retinal angiogenic signaling is critically dependent on Ca²⁺ signaling by Ca²⁺/calmodulin-dependent protein kinase II. Investigative ophthalmology & visual science 20110511
A fundamental role for NO-PLC signaling pathway in mediating intracellular Ca2+ oscillation in pancreatic acini. Nitric oxide : biology and chemistry 20110430
The common inhaled anesthetic isoflurane increases aggregation of huntingtin and alters calcium homeostasis in a cell model of Huntington's disease. Toxicology and applied pharmacology 20110201
Mitochondrial reactive oxygen species are activated by mGluR5 through IP3 and activate ERK and PKA to increase excitability of amygdala neurons and pain behavior. The Journal of neuroscience : the official journal of the Society for Neuroscience 20110119
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Frequent calcium oscillations lead to NFAT activation in human immature dendritic cells. The Journal of biological chemistry 20100521
Spontaneous ryanodine-receptor-dependent Ca2+-activated K+ currents and hyperpolarizations in rat medial preoptic neurons. Journal of neurophysiology 20100501
Characterization of spontaneous inhibitory postsynaptic currents in cultured rat retinal amacrine cells. Neuroscience 20100120
A novel target of action of minocycline in NGF-induced neurite outgrowth in PC12 cells: translation initiation [corrected] factor eIF4AI. PloS one 20100101
Acetylcholine rescues two-cell block through activation of IP3 receptors and Ca2+/calmodulin-dependent kinase II in an ICR mouse strain. Pflugers Archiv : European journal of physiology 20091001
Protein kinase C{gamma} mediates regulation of proliferation by the serotonin 5-hydroxytryptamine receptor 2B. The Journal of biological chemistry 20090807
Effect of low level laser therapy on bronchial hyper-responsiveness. Lasers in medical science 20090701
Vascular endothelial cells and smooth muscle cells mediate carbachol-induced hepatocyte proliferation via muscarinic receptors and IP3/PKC signaling cascades. Cell biology international 20090401
Roles of IP3R and RyR Ca2+ channels in endoplasmic reticulum stress and beta-cell death. Diabetes 20090201
MK801 blocks hypoxic blood-brain-barrier disruption and leukocyte adhesion. Neuroscience letters 20090116
Enhanced pulsatile pressure accelerates vascular smooth muscle migration: implications for atherogenesis of hypertension. Cardiovascular research 20081201
An antidepressant behaviour in mice carrying a gene-specific InsP3R1, InsP3R2 and InsP3R3 protein knockdown. Neuropharmacology 20081201
Simultaneous stimulation of spinal NK1 and NMDA receptors produces LPC which undergoes ATX-mediated conversion to LPA, an initiator of neuropathic pain. Journal of neurochemistry 20081201
Type 1 inositol 1,4,5-trisphosphate receptors mediate UTP-induced cation currents, Ca2+ signals, and vasoconstriction in cerebral arteries. American journal of physiology. Cell physiology 20081101
Potentiation of nerve growth factor-induced neurite outgrowth in PC12 cells by donepezil: role of sigma-1 receptors and IP3 receptors. Progress in neuro-psychopharmacology & biological psychiatry 20081001
Oxygen-regulated protein-150 prevents calcium homeostasis deregulation and apoptosis induced by oxidized LDL in vascular cells. Cell death and differentiation 20080801
Inhibition of mGluR1 and IP3Rs impairs long-term memory formation in young chicks. Neurobiology of learning and memory 20080701
Calcium release via activation of presynaptic IP3 receptors contributes to kainate-induced IPSC facilitation in rat neocortex. Neuropharmacology 20080701
A requirement for calcium in the caspase-independent killing of Burkitt lymphoma cell lines by Rituximab. British journal of haematology 20080701
Store-operated Ca2+ influx causes Ca2+ release from the intracellular Ca2+ channels that is required for T cell activation. The Journal of biological chemistry 20080502
A novel Ca2+ influx pathway activated by mechanical stretch in human airway smooth muscle cells. American journal of respiratory cell and molecular biology 20080401
Blockade of IP3-mediated SK channel signaling in the rat medial prefrontal cortex improves spatial working memory. Learning & memory (Cold Spring Harbor, N.Y.) 20080301
Sub-plasmalemmal [Ca2+]i upstroke in myocytes of the guinea-pig small intestine evoked by muscarinic stimulation: IP3R-mediated Ca2+ release induced by voltage-gated Ca2+ entry. Cell calcium 20080201
Effect of inhalational anesthetics on cytotoxicity and intracellular calcium differently in rat pheochromocytoma cells (PC12). Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban 20080201
Potentiation of N-methyl-D-aspartate receptor-mediated neuronal injury during methamphetamine withdrawal in vitro requires co-activation of IP3 receptors. Brain research 20080102
Role of InsP3 and ryanodine receptors in the activation of capacitative Ca2+ entry by store depletion or hypoxia in canine pulmonary arterial smooth muscle cells. British journal of pharmacology 20070901
Purinergic receptor-stimulated IP3-mediated Ca2+ release enhances neuroprotection by increasing astrocyte mitochondrial metabolism during aging. The Journal of neuroscience : the official journal of the Society for Neuroscience 20070613
R-type Ca(2+)-channel-evoked CICR regulates glucose-induced somatostatin secretion. Nature cell biology 20070401
Differential contribution of extracellular and intracellular calcium sources to basal transmission and long-term potentiation in the sympathetic ganglion of the rat. Developmental neurobiology 20070401
Two distinct signaling pathways for regulation of spontaneous local Ca2+ release by phospholipase C in airway smooth muscle cells. Pflugers Archiv : European journal of physiology 20070101
Alcohol-induced blood-brain barrier dysfunction is mediated via inositol 1,4,5-triphosphate receptor (IP3R)-gated intracellular calcium release. Journal of neurochemistry 20070101
A store-operated Ca(2+) influx pathway in the bag cell neurons of Aplysia. Journal of neurophysiology 20061101
Involvement of calcium-mediated apoptotic signals in H2O2-induced MIN6N8a cell death. European journal of pharmacology 20061010
Role of inositol 1,4,5-trisphosphate receptors in alpha1-adrenergic receptor-induced cardiomyocyte hypertrophy. Acta pharmacologica Sinica 20060701
Localized Ca2+ uncaging induces Ca2+ release through IP3R in smooth muscle. Acta pharmacologica Sinica 20060701
Role of phospholipase C-gamma in NGF-stimulated differentiation and gene induction. Acta biologica Hungarica 20060601
Morphine mimics the antiapoptotic effect of preconditioning via an Ins(1,4,5)P3 signaling pathway in rat ventricular myocytes. American journal of physiology. Heart and circulatory physiology 20050101
Immunolocalization of type 2 inositol 1,4,5-trisphosphate receptors in cardiac myocytes from newborn mice. American journal of physiology. Cell physiology 20041001

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