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A23187

A23187 Structure
CAS No.
52665-69-7
Chemical Name:
A23187
Synonyms
SBE-β-CD;CALCIMYCIN;A23187, 98%, FREE ACID;CALCIUM IONOPHORE A23187;5-(Methylamino)-2-[[(2R,3R,6S,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]-4-benzoxazolecarboxylic acid;11B1;A23187;(R*),9B2;Calimycin;(2S*,3S*),8B2
CBNumber:
CB4315720
Molecular Formula:
C29H37N3O6
Molecular Weight:
523.62
MOL File:
52665-69-7.mol
Modify Date:
2023/6/30 15:45:59

A23187 Properties

Melting point 187-190 °C
alpha D25 -56° (c = 1 in chloroform)
Boiling point 710.3±55.0 °C(Predicted)
Density 1.28±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility Soluble in DMSO with warming or sonication. Also soluble in ethanol or ethyl acetate
form Solid
pka pKa1 6.9 in 90% DMSO
color white to light yellow
Merck 13,1639
BRN 1096801
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 4 months.

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-20/21/22
Safety Statements  26-36
WGK Germany  3
RTECS  DM4676000
8
HS Code  29349990
Toxicity LD50 i.p. in mice: 10 mg/kg (Gale)
NFPA 704
0
2 0

A23187 price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C7522 Calcium Ionophore A23187 ≥98% (TLC), powder 52665-69-7 1MG ₹6408.4 2022-06-14 Buy
Sigma-Aldrich(India) C7522 Calcium Ionophore A23187 ≥98% (TLC), powder 52665-69-7 5MG ₹15165.83 2022-06-14 Buy
Sigma-Aldrich(India) C7522 Calcium Ionophore A23187 ≥98% (TLC), powder 52665-69-7 10MG ₹24085.63 2022-06-14 Buy
Sigma-Aldrich(India) C7522 Calcium Ionophore A23187 ≥98% (TLC), powder 52665-69-7 50MG ₹88570.15 2022-06-14 Buy
Sigma-Aldrich(India) 100105 A23187, Free Acid, Streptomyces chartreusensis - CAS 52665-69-7 - Calbiochem A mobile ion-carrier that forms stable complexes with divalent cations. 52665-69-7 1MG ₹4630.01 2022-06-14 Buy
Product number Packaging Price Buy
C7522 1MG ₹6408.4 Buy
C7522 5MG ₹15165.83 Buy
C7522 10MG ₹24085.63 Buy
C7522 50MG ₹88570.15 Buy
100105 1MG ₹4630.01 Buy

A23187 Chemical Properties,Uses,Production

Chemical Properties

white to off-white solid

Uses

A23187 (Mixed Calcium-Magnesium Salt) is used in cell activation experiments when calcium dose-response data are not required. Ca-Mg ratio ~ 1:1. it is widely used as a compound in cell activation. It is used as a highly selective Ca2+ ionophore. it is used in studies of intracellular Ca2+ mediated events. A23187 has been observed to induce cell activation, differentiation or proliferation. In vitro experimentation has shown A23187 to boost ROS generation and platelet fragmentation. A23187 is a widely used ionophore. It has the ability to increase the intracellular concentrations of cations and is widely used to increase the intracellular levels of calcium. Visualization of Synaptic Ca2+ Calmodulin-Dependent Protein Kinase II Activity in Living Neurons.

General Description

A mobile ion-carrier that forms stable complexes with divalent cations. Useful for increasing intracellular Ca2+ levels. Also acts as an uncoupler of oxidative phosphorylation and inhibitor of mitochondrial ATPase activity. An antibiotic with weak activity against Gram-positive bacteria. Also induces apoptosis in mouse lymphoma cell line (S49); however, A23187 has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells.

Biological Activity

Calcium ionophore that induces Ca 2+ -dependent cell death by increasing intracellular calcium concentration. Promotes intracelllular ROS generation and platelet particle formation (fragmentation) in vitro and in vivo .

Purification Methods

It recrystallises from Me2CO as colourless needles. Protect it from light and moisture, store in a refrigerator. It is soluble in Me2SO or EtOH and can be stored for 3 months without loss of activity. The Mg and Ca salts are soluble in organic solvents and cross biological membranes. It has a pKa of 6.9 in 90% Me2SO. The Ca complex crystallises from 50% EtOH as colourless prisms. It is highly TOXIC. [Pressman Ann Rev Biochem 45 501 1976, Chaney et al. J Am Chem Soc 96 1932 1974, Chaney et al. J Antibiotics 29 124 1976, Suzuki et al. Anal Biochem 61 382 1989, Simon & Carafoli Methods Enzymol 56 439 1977.]

A23187 Suppliers

Global( 155)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Clearsynth Labs 91-22-45045900 Maharashtra, India 3889 58 Inquiry
National Chemical Co. 91-22-26871818 Maharashtra, India 60 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Alfa Chemistry United States 2344 58 Inquiry
BOC Sciences 16314854226; +16314854226 United States 19743 58 Inquiry
Shanghai Acmec Biochemical Technology Co., Ltd. +undefined18621343501 China 33350 58 Inquiry
Aladdin Scientific +1-+1(833)-552-7181 United States 57511 58 Inquiry
Amadis Chemical Company Limited 571-89925085 China 131980 58 Inquiry
Beijing Taize Ruida Technology Co., Ltd. 400-800-8151 13651185998 CHINA 6536 58 Inquiry
Shenzhen Xinbosheng Biological Technology Co., Ltd. 0755-26755892 CHINA 6164 58 Inquiry
A 23187, CaliMycin CalciuM Ionophore A23187, froM StreptoMyces chartreusis Calcimycin [Calcium Ionophore A23187] 4-Benzoxazolecarboxylicacid,5-(methylamino)-2-[[(2R,3R,6S,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]- 4-BENZOXAZOLECARBOXYLIC ACID, 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)-(6S-(6ALPHA(2S*,3S*),8BETA(R),9BETA,11ALPHA))- 5-(METHYLAMINO)-2-[[[2R,3R,6S,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]-4-BENZOXAZOLECARBOXYLIC ACID A23187 ANTIBIOTIC A23187 2-oxo-2-(1h-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl),(6s-(6-a 3s*),8-beta(r*),9-beta,11-alpha))-lpha(2s 5-(methylamino)-2-((3,9,11-trimethyl-8-(1-methyl-4-benzoxazolecarboxylicaci CALCIMYCIN A23187 FREE ACID CALCIUM IONOPHORE (CALCIMYCIN) FREE ACID III 4-Benzoxazolecarboxylic acid, 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)-, (6S-(6alpha(2S*,3S*),8beta(R*),9beta,11alpha))-, A23187 (free acid), Calcimycin, Calcium Ionophore A23187 Antibiotic A 23187, Calcium Ionophore A23187, Calimycin A23187 (CalciMycin) CALCIUM IONOPHORE III CALCIMYCIN A23187 IONOPHORE A-23187 Bis[5-methylamino-2-[[(6S)-3β,9α,11β-trimethyl-8α-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2β-yl]methyl]-4-benzoxazolecarboxylic acid]calcium salt 5-(Methylamino)-2-[[(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid 5-Methylamino-2-[[(2R,3R,6S)-3,9α,11β-trimethyl-8α-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid Antibiotic A 23187, Calimycin A23187, 98%, MIXED CALCIUM-MAGNESIUM SALT Calcium ionophore A23187, 98%, from Streptomyces chartreusis CALIMYCIN;ANTIBIOTIC A 23187 A23187, Free Acid, Streptomyces chartreusensis - CAS 52665-69-7 - Calbiochem Calcimycin hydrate (2S*,3S*),8B2 (R*),9B2 11B1 4-Benzoxazolecarboxylic acid, 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]-, [6S-[6B1 CALCIUM IONOPHORE A23187 CALCIMYCIN 5-(Methylamino)-2-[[(2R,3R,6S,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]-4-benzoxazolecarboxylic acid A23187, 98%, FREE ACID SBE-β-CD Calimycin 52665-69-7 C29H36N3O6xCaxMg C29H37N3O6 BioChemical Antibiotics Antibiotics A-F Antibiotics A to Z Signalling antibiotic Calcium channel