52665-69-7

52665-69-7 structure

Name: Calcimycin
Chemical Name: ionophore A23187
CAS Number: 52665-69-7
Molecular Formula: C₂₉H₃₇N₃O₆
Molecular Weight: 523.621
Catalog: analytical chemistry Analytical reagent Common analytical reagents
Create Date: 2018-03-04 08:00:00
Modify Date: 2024-01-03 16:42:03
Calcimycin (A23187) is an antibiotic and a unique divalent cation ionophore (like calcium and magnesium). It induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Calcimycin inhibits the growth of Gram-positive bacteria and some fungi. Calcimycin also inhibits the activity of ATPase and uncouples oxidative phosphorylation of mammalian cells. It induces apoptosis[1][2][3][4].

Name	ionophore A23187
Synonyms	Ethacrynic acid-d5 4-Benzoxazolecarboxylic acid, 5-(methylamino)-2-[[(2S,3S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]- MFCD00151202 CALCIUM PHOSPHINATE Lime hypophosphite CALCIUMHYPOPHOSPHITE,PURIFIED CALCIUM HYPOPHOSPHITE TECHNICAL CALCIUM HYPOPHOSPHITE EXTRA PURE,DAC 5-(Methylamino)-2-({(2S,3S,8S,9R,11R)-3,9,11-trimethyl-8-[(2S)-1-oxo-1-(1H-pyrrol-2-yl)-2-propanyl]-1,7-dioxaspiro[5.5]undec-2-yl}methyl)-1,3-benzoxazole-4-carboxylic acid ANTIBIOTIC A 23187 Phosphinicacid,calciumsalt Calcium bisphosphinate 5-(Methylamino)-2-({(2S,3S,8S,9R,11R)-3,9,11-trimethyl-8-[(2R)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1,7-dioxaspiro[5.5]undec-2-yl}methyl)-1,3-benzoxazole-4-carboxylic acid Calcium hydrophosphite EINECS 258-084-1 6S-[6a(2S,3S),8b(R*),9b,11a]-5-(Methylamino)-2-[[3,9,11-trimethyl-8-[1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic Acid Calcimycin A23187,free acid

Description	Calcimycin (A23187) is an antibiotic and a unique divalent cation ionophore (like calcium and magnesium). It induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Calcimycin inhibits the growth of Gram-positive bacteria and some fungi. Calcimycin also inhibits the activity of ATPase and uncouples oxidative phosphorylation of mammalian cells. It induces apoptosis[1][2][3][4].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Autophagy >> Autophagy
References	[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.

Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi
Risk Phrases	36/37/38-20/21/22
Safety Phrases	26-36
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	DM4676000
HS Code	29349990