Ionomycin

Ionomycin

Names
IUPAC name (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-dienoic acid
Identifiers
CAS Number	56092-81-0 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL501617 N ChEMBL1222121 N
ChemSpider	5288579 N
ECHA InfoCard	100.121.228
PubChem CID	6912226
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 N Key: PGHMRUGBZOYCAA-ADZNBVRBSA-N N 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-ADZNBVRBBY
SMILES C[C@H](CCC(=O)O)C[C@H](C)C[C@H](C)C(=O)/C=C(/[C@H](C)C[C@H](C)C/C=C/[C@@H](C)[C@H]([C@@H](C)[C@H](C[C@@H]1CC[C@@](O1)(C)[C@H]2CC[C@@](O2)(C)[C@@H](C)O)O)O)\O
Properties
Chemical formula	C41H72O9
Molar mass	709.0050
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
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 following 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