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Calcimycin (hemimagnesium)

CAT: 0804-HY-N6687BSize: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-N6687BSize:1 Each
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Description
Calcimycin (A-23187) hemimagnesium is an antibiotic and a unique divalent cation ionophore (like calcium and magnesium) . Calcimycin hemimagnesium induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Calcimycin hemimagnesium inhibits the growth of Gram-positive bacteria and some fungi. Calcimycin hemimagnesium also inhibits the activity of ATPase and uncouples oxidative phosphorylation (OXPHOS) of mammalian cells. Calcimycin hemimagnesium induces apoptosis and autophagy[1][2][3][4][5].
CAS Number
72124-77-7
Product Name Alternative
A-23187 (hemimagnesium) ; Antibiotic A-23187 (hemimagnesium)
UNSPSC
12352005
Hazard Statement
H302+H312+H332-H315-H319-H335
Target
Antibiotic; Apoptosis; Autophagy; Bacterial; Fungal; Oxidative Phosphorylation
Type
Reference compound
Related Pathways
Anti-infection; Apoptosis; Autophagy; Metabolic Enzyme/Protease
Applications
Cancer-Kinase/protease
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/calcimycin-hemimagnesium.html
Solubility
10 mM in DMSO
Smiles
CNC1=CC=C2OC(C[C@@H]3[C@@H](CC[C@@]4(O3)[C@@H](C[C@H]([C@H](O4)[C@@H](C(C5=CC=CN5)=O)C)C)C)C)=NC2=C1C([O-][Mg+2][O-]C(C6=C7N=C(C[C@H]8O[C@]9(O[C@H]([C@H](C)C(C%10=CC=CN%10)=O)[C@H](C)C[C@H]9C)CC[C@H]8C)OC7=CC=C6NC)=O)=O
Molecular Formula
C58H72MgN6O12
Molecular Weight
1069.53
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Wu Q, et al. Characterization of the biosynthesis gene cluster for the pyrrole polyether antibiotic calcimycin (A23187) in Streptomyces chartreusis NRRL 3882. Antimicrob Agents Chemother. 2011 Mar;55 (3) :974-82.|[2]Elliott JI, et al. IKCa1 activity is required for cell shrinkage, phosphatidylserine translocation and death in Tlymphocyte apoptosis. EMBO Rep. 2003 Feb;4 (2) :189-94.|[3]Engedal N, et al. Modulation of intracellular calcium homeostasis blocks autophagosome formation. Autophagy. 2013 Oct;9 (10) :1475-90.|[4]Mawatwal S, et al. Calcimycin mediates mycobacterial killing by inducing intracellular calcium-regulated autophagy in a P2RX7 dependent manner. Biochim Biophys Acta Gen Subj. 2017 Dec;1861 (12) :3190-3200.|[5]Wang JP, et al. Effect of norathyriol, isolated from Tripterospermum lanceolatum, on A23187-induced pleurisy and analgesia in mice. Naunyn Schmiedebergs Arch Pharmacol. 1994 Jul;350 (1) :90-5.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Phase 4

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