A cation ionophore
Related Products
Alternative(s)
11016A23187
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Product Categories

Product Type

Biochemicals

Research Area

Cell Biology
Cell Death
Apoptosis
Cell Signaling

A23187 (calcium magnesium salt)

Item No. 22030

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
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, calcium salt (2:1) 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, magnesium salt (2:1)
Synonyms
  • Calcimycin
Molecular Formula
[C29H36N3O6]2 Ca • [C29H36N3O6]2 Mg
Formula Weight
2154.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlEthanol: 3 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
230, 303, 371 nm
SMILES
O=C(C1=C2N=C(C[C@H]3O[C@]4(O[C@H]([C@H](C)C(C5=CC=CN5)=O)[C@H](C)C[C@H]4C)CC[C@H]3C)OC2=CC=C1NC)[O-].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=C(C%11=C%12N=C(C[C@H]%13O[C@]%14(O[C@H]([C@H](C)C(C%15=CC=CN%15)=O)[C@H](C)C[C@H]%14C)CC[C@H]%13C)OC%12=CC=C%11NC)[O-].O=C(C%16=C%17N=C(C[C@H]%18O[C@]%19(O[C@H]([C@H](C)C(C%20=CC=CN%20)=O)[C@H](C)C[C@H]%19C)CC[C@H]%18C)OC%17=CC=C%16NC)[O-].[Ca+2].[Mg+2]
InChi Code
InChI=1S/4C29H37N3O6.Ca.Mg/c4*1-15-10-11-29(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;;/h4*6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35);;/q;;;;2*+2/p-4/t4*15-,16-,17-,18-,22-,27+,29+;;/m1111../s1
InChi Key
QAKUEZRADAKQMD-FDZCDQLOSA-J
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $36

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    5 mg

    $70

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    10 mg

    $103

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    Product Description

    A23187 is a divalent cation ionophore. While more selective for Mn2+, it is commonly used to facilitate the movement of Ca2+ into cells, triggering the activation of intracellular calcium-dependent pathways.1 A23187 is also used to produce apoptosis through calcium overload, as occurs during hypoxic or oxidative stress.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sullivan, T.J., and Parker, C.W. Pharmacologic modulation of inflammatory mediator release by rat mast cells. Am. J. Pathol. 85(2), 437-464 (1976).

    2. Maecker, H.T., Hedjbeli, S., Alzona, M., et al. Comparison of apoptosis signaling through T cell receptor, Fas, and calcium ionophore. Exp. Cell Res. 222(1), 95-102 (1996).

    3. Cho, S.-Y., Lee, J.-H., Bae, H.-D., et al. Transglutaminase 2 inhibits apoptosis induced by calcium-overload through down-regulation of Bax. Exp. Mol. Med. 42(9), 639-650 (2010).