Ionomycin (free acid), Ca2+ ionophore

Key facts

CAS number

56092-81-0

Purity

>97%

Form

Liquid

form

Source

Streptomyces conglobatus

Molecular weight

709 Da

Molecular formula

C₄₁H₇₂O₉

PubChem

6912226

Nature

Native

Biochemical name

Ionomycin

Biological description

Potent, highly selective Ca2+ ionophore. Effective mobile ion carrier for Ca2+, highly specific for divalent cations (Ca > Mg >> Sr = Ba). Useful for studies of Ca2+ transport across biological membranes and increasing intracellular Ca2+ concentrations. Complexes with Ca2+ between pH 7 and 9.5. Absorption max. (280 nm, MeOH): 18600 M-1cm-1.

Canonical 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

Isomeric 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

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

InChiKey

PGHMRUGBZOYCAA-ADZNBVRBSA-N

IUPAC Name

(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-trihydroxy-22-[(2S,5S)-5-[(2R,5S)-5-[(1R)-1-hydroxyethyl]-5-methyloxolan-2-yl]-5-methyloxolan-2-yl]-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid