A calcium ionophore
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A23187

Item No. 11016

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
CAS Number
52665-69-7
Synonyms
  • Calcimycin
Molecular Formula
C29H37N3O6
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 10 mg/mlDMSO: 1 mg/ml
λmax
226, 279, 379 nm
SMILES
O=C([C@@H](C)[C@]1([H])[C@H](C)C[C@@H](C)[C@@]2(O[C@H](CC3=NC(C(C(O)=O)=C(NC)C=C4)=C4O3)[C@H](C)CC2)O1)C5=CC=CN5
InChi Code
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
InChi Key
HIYAVKIYRIFSCZ-CYEMHPAKSA-N
Origin
Bacterium/Streptomyces chartreusis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    A23187 is a calcium ionophore and a microbial metabolite that has been found in S. chartreusensis.1,2 It induces calcium overload and mitochondrial apoptosis in HEK293 cells when used at a concentration of 5 µM.1 A23187 (5 µM) induces the production of reactive oxygen species (ROS) and neutrophil extracellular trap (NET) formation in primary human neutrophils in a myeloperoxidase-, neutrophil elastase-, and citrullination-independent manner.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Kenny, E.F., Herzig, A., Krüger, R., et alDiverse stimuli engage different neutrophil extracellular trap pathways. eLife 6, e24437 (2017).

    Product Citations

    Takahama, M., Wolfe, K.S., Richey, G., et alSecreted phospholipase PLA2G5 acts as a hemolytic factor in sepsis. J. Clin. Invest. 136(9), e195001 (2026).