Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C29H37N3O6 |
| Molecular Weight | 523.6206 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CNC1=CC=C2OC(C[C@H]3O[C@@]4(CC[C@H]3C)O[C@H]([C@H](C)C(=O)C5=CC=CN5)[C@H](C)C[C@H]4C)=NC2=C1C(O)=O
InChI
InChIKey=HIYAVKIYRIFSCZ-CYEMHPAKSA-N
InChI=1S/C29H37N3O6/c1-15-10-11-29(17(3)13-16(2)27(38-29)18(4)26(33)20-7-6-12-31-20)37-22(15)14-23-32-25-21(36-23)9-8-19(30-5)24(25)28(34)35/h6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35)/t15-,16-,17-,18-,22-,27+,29+/m1/s1
DescriptionCurator's Comment: description was created based on several sources, including:
http://www.abcam.com/a23187-calcimycin-ab120287.html
https://www.ncbi.nlm.nih.gov/pubmed/24128762
Curator's Comment: description was created based on several sources, including:
http://www.abcam.com/a23187-calcimycin-ab120287.html
https://www.ncbi.nlm.nih.gov/pubmed/24128762
Calcimycin is an ionophore, polyether antibiotic from Streptomyces chartreusensis. It binds and transports calcium and other divalent cations across membranes and uncouples oxidative phosphorylation while inhibiting ATPase of rat liver mitochondria. The substance is used mostly as a biochemical tool to study the role of divalent cations in various biological systems. Calcimycin has antibiotic properties against gram-positive bacteria and fungi. Inex Pharmaceuticals Corporation (Canada) reported an innovative application of Calcimycin. "Inex" used Calcimycin as a molecular tool in order to make artificial liposomes loaded with anti-cancer drugs such as Topotecan. In in vitro fertilization (IVF) field, Ca Ionophore can be used in case of low fertilization rate after ICSI procedure, particularly with Globozoospermia (Round Head sperm syndrome), Ca Ionophore plays role in oocyte activation after ICSI. Recommended use is 0.5 microgram/ml twice for 10 min interrupted with fresh media with 30 min incubation, followed with regular injected eggs culture for IVF
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Shikonin, a constituent of Lithospermum erythrorhizon exhibits anti-allergic effects by suppressing orphan nuclear receptor Nr4a family gene expression as a new prototype of calcineurin inhibitors in mast cells. | 2014-12-05 |
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| Functional swapping between transmembrane proteins TMEM16A and TMEM16F. | 2014-03-14 |
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| The antiallergic mechanisms of Citrus sunki and bamboo salt (K-ALL) in an allergic rhinitis model. | 2014-01 |
|
| Aplotaxene blocks T cell activation by modulation of protein kinase C-θ-dependent pathway. | 2013-12 |
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| Galangin attenuates mast cell-mediated allergic inflammation. | 2013-07 |
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| SIRT1 inhibits NADPH oxidase activation and protects endothelial function in the rat aorta: implications for vascular aging. | 2013-05-01 |
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| Piceatannol inhibits mast cell-mediated allergic inflammation. | 2013-04 |
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| Exposure to nerve growth factor worsens nephrotoxic effect induced by Cyclosporine A in HK-2 cells. | 2013 |
|
| The potassium channel, Kir3.4 participates in angiotensin II-stimulated aldosterone production by a human adrenocortical cell line. | 2012-09 |
|
| Perfluorooctanoic acid induces mast cell-mediated allergic inflammation by the release of histamine and inflammatory mediators. | 2012-04-05 |
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| Withaferin A induces proteasome inhibition, endoplasmic reticulum stress, the heat shock response and acquisition of thermotolerance. | 2012 |
|
| Chrysin suppresses mast cell-mediated allergic inflammation: involvement of calcium, caspase-1 and nuclear factor-κB. | 2011-07-01 |
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| Red wine polyphenols prevent endothelial dysfunction induced by endothelin-1 in rat aorta: role of NADPH oxidase. | 2011-04 |
|
| Microarray analysis of immediate-type allergy in KU812 cells in response to fulvic acid. | 2011-03 |
|
| NFATc1 regulation of TRAIL expression in human intestinal cells. | 2011 |
|
| TCDD-induced cyclooxygenase-2 expression is mediated by the nongenomic pathway in mouse MMDD1 macula densa cells and kidneys. | 2010-02-01 |
|
| Regulatory role of monoamine neurotransmitters in astrocytic NT-3 synthesis. | 2010-02 |
|
| Calcium-dependent nitric oxide production is involved in the cytoprotective properties of n-acetylcysteine in glycochenodeoxycholic acid-induced cell death in hepatocytes. | 2010-01-15 |
|
| Mitochondrial-driven ubiquinone enhances extracellular calcium-dependent nitric oxide production and reduces glycochenodeoxycholic acid-induced cell death in hepatocytes. | 2009-12 |
|
| Anti-inflammatory effect of leaves of Eriobotrya japonica correlating with attenuation of p38 MAPK, ERK, and NF-kappaB activation in mast cells. | 2009-10 |
|
| Anti-inflammatory mechanisms of resveratrol in activated HMC-1 cells: pivotal roles of NF-kappaB and MAPK. | 2009-05 |
|
| Protective effect of quercetin on ER stress caused by calcium dynamics dysregulation in intestinal epithelial cells. | 2009-04-28 |
|
| Rosiglitazone acts as a neuroprotectant in retinal cells via up-regulation of sestrin-1 and SOD-2. | 2009-04 |
|
| Endoplasmic reticulum stress-mediated autophagy/apoptosis induced by capsaicin (8-methyl-N-vanillyl-6-nonenamide) and dihydrocapsaicin is regulated by the extent of c-Jun NH2-terminal kinase/extracellular signal-regulated kinase activation in WI38 lung epithelial fibroblast cells. | 2009-04 |
|
| Sophora flavescens Aiton inhibits the production of pro-inflammatory cytokines through inhibition of the NF kappaB/IkappaB signal pathway in human mast cell line (HMC-1). | 2009-03 |
|
| Presenilin 1/gamma-secretase is associated with cadmium-induced E-cadherin cleavage and COX-2 gene expression in T47D breast cancer cells. | 2008-12 |
|
| trans-Resveratrol, an extract of red wine, inhibits human eosinophil activation and degranulation. | 2008-12 |
|
| Suppression of cytokine responses by indomethacin in podocytes: a mechanism through induction of unfolded protein response. | 2008-11 |
|
| Inhibition of superoxide generation and myeloperoxidase release by carvedilol after receptor and nonreceptor stimulation of human neutrophils. | 2008-10 |
|
| Flavonoids inhibit histamine release and expression of proinflammatory cytokines in mast cells. | 2008-10 |
|
| Capacity for repeatable leukotriene generation after transient stimulation of mast cells and macrophages. | 1998-02-01 |
|
| Ursodeoxycholic acid enhances glucocorticoid-induced tyrosine aminotransferase-gene expression in cultured rat hepatocytes. | 1997-11-26 |
|
| Platelet-activating factor induces cyclooxygenase-2 gene expression in corneal epithelium. Requirement of calcium in the signal transduction pathway. | 1997-11 |
|
| Involvement of calcium-dependent protein kinase C in arsenite-induced genotoxicity in Chinese hamster ovary cells. | 1997-03-01 |
|
| Induction of cyclooxygenase-2 expression by peroxisome proliferators and non-tetradecanoylphorbol 12,13-myristate-type tumor promoters in immortalized mouse liver cells. | 1997-02-07 |
|
| Efficacy of 101 antimicrobials and other agents on the development of Cryptosporidium parvum in vitro. | 1996-12 |
|
| Growth regulation by peroxisome proliferators: opposing activities in early and late G1. | 1996-07-15 |
|
| Inhibition of HSP70 expression by calcium ionophore A23187 in human cells. An effect independent of the acquisition of DNA-binding activity by the heat shock transcription factor. | 1996-07-05 |
|
| Nitrogen dioxide-induced expression of a 78 kDa protein in pulmonary artery endothelial cells. | 1996 |
|
| Translocation and leukotriene synthetic capacity of nuclear 5-lipoxygenase in rat basophilic leukemia cells and alveolar macrophages. | 1995-09-15 |
|
| Altered expression of transforming growth factor-beta 1 mRNA and protein in mouse skin carcinogenesis. | 1994-04 |
|
| Enhancement of metallothionein gene expression in male Wistar (WF/NCr) rats by treatment with calmodulin inhibitors: potential role of calcium regulatory pathways in metallothionein induction. | 1994-03 |
|
| Influence of arachidonic acid on indices of phospholipase A2 activity in the human neutrophil. | 1993-05-01 |
|
| Inhibition of leucocyte adhesion molecule upregulation by tumor necrosis factor alpha: a novel mechanism of action of sulphasalazine. | 1993-02 |
|
| Modulation of interleukin-1 alpha mRNA expression in mouse epidermis by tumor promoters and antagonists. | 1993 |
|
| The effect of cyclic AMP on the growth of Toxoplasma gondii in vitro. | 1990-06 |
|
| Amphotericin B-induced depression in the phagocytic function of the isolated rat liver and its prevention by nifedipine. | 1990-03 |
|
| Involvement of ion channels in the induction of proenkephalin A gene expression by nicotine and cAMP in bovine chromaffin cells. | 1987-03-25 |
|
| Glycogenolytic effects of the calcium ionophore A23187, but not of vasopressin or angiotensin, in foetal-rat hepatocytes. | 1984-06-01 |
|
| II - Prostaglandin hyperalgesia: the peripheral analgesic activity of morphine, enkephalins and opioid antagonists. | 1979-08 |
Patents
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NCI_THESAURUS |
C258
Created by
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| Code System | Code | Type | Description | ||
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258-084-1
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52665-69-7
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11957499
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D000001
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C83573
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DTXSID1040405
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Calcimycin
Created by
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m2912
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PRIMARY | Merck Index | ||
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37H9VM9WZL
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PRIMARY |
SUBSTANCE RECORD
