Ionomycin

Ionomycin

IUPAC name calcium (4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-19,21-dihydroxy-22-{(2S,2'R,5S,5'S)-5'-[(1R)-1-hydroxyethyl]-2,5'-dimethyloctahydro-2,2'-bifuran-5-yl}-4,6,8,12,14,18,20-heptamethyl-11-oxido-9-oxodocosa-10,16-dienoate
Identifiers
CAS number	56092-81-0^Y
PubChem	6446270
ChemSpider	21470124^Y
ChEMBL	CHEMBL501617^N, CHEMBL1222121
Jmol-3D images	Image 1
SMILES CC(CCC(=O)O)CC(C)CC(C)C(=O)C=C(C(C)CC(C)CC=CC(C)C(C(C)C(CC1CCC(O1)(C)C2CCC(O2)(C)C(C)O)O)O)O
InChI InChI=1S/C41H72O9/c1-25(21-29(5)34(43)24-35(44)30(6)22-27(3)20-26(2)14-15-38(46)47)12-11-13-28(4)39(48)31(7)36(45)23-33-16-18-41(10,49-33)37-17-19-40(9,50-37)32(8)42/h11,13,24-33,36-37,39,42-43,45,48H,12,14-23H2,1-10H3,(H,46,47)/b13-11+,34-24-/t25-,26-,27+,28+,29-,30+,31-,32+,33+,36+,37+,39+,40-,41+/m1/s1^Y Key: PGHMRUGBZOYCAA-GJQVHLORSA-N^Y InChI=1/C41H72O9/c1-25(21-29(5)34(43)24-35(44)30(6)22-27(3)20-26(2)14-15-38(46)47)12-11-13-28(4)39(48)31(7)36(45)23-33-16-18-41(10,49-33)37-17-19-40(9,50-37)32(8)42/h11,13,24-33,36-37,39,42-43,45,48H,12,14-23H2,1-10H3,(H,46,47)/b13-11+,34-24-/t25-,26-,27+,28+,29-,30+,31-,32+,33+,36+,37+,39+,40-,41+/m1/s1 Key: PGHMRUGBZOYCAA-GJQVHLORBQ
Properties
Molecular formula	C₄₁H₇₀CaO₉
Molar mass	747.07 g mol⁻¹
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Ionomycin is an ionophore produced by the bacterium Streptomyces conglobatus.^[1] It is used in research to raise the intracellular level of calcium (Ca²⁺) and as a research tool to understand Ca²⁺ transport across biological membranes. It is also used to stimulate the intracellular production of the cytokines, interferon, perforin, IL-2, and IL-4 usually in conjunction with PMA. These cytokines are important in the inflammatory response.

Commercially, Ionomycin can be obtained as a free acid, or as a Ca²⁺ salt.

References

^ See Ionomycin Calcium salt from Fermentek, manufacturer's product page for ionomycin

Nonribosomally synthesized porters (TC 2B)

Valinomycin · Monensin · Nigericin · Ionomycin