Ionomycin calcium | CAS#56092-82-1

MedKoo Cat#: 540222 | Name: Ionomycin calcium

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ionomycin calcium is a polyether Ca 2+ ionophore. Its depletion of intracellular Ca 2+ stores may be linked to the induction of apoptosis.

Chemical Structure

Ionomycin calcium

CAS#56092-82-1 (calcium)

Theoretical Analysis

MedKoo Cat#: 540222

Name: Ionomycin calcium

CAS#: 56092-82-1 (calcium)

Chemical Formula: C41H70CaO9

Exact Mass:

Molecular Weight: 747.08

Elemental Analysis: C, 65.92; H, 9.44; Ca, 5.36; O, 19.27

Price and Availability

Size	Price	Availability
5mg	USD 350.00
10mg	USD 650.00
25mg	USD 1,250.00	2 Weeks

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Related CAS #

56092-81-0 (free acid) 56092-82-1 (calcium)

Synonym

Ionomycin, calcium salt

IUPAC/Chemical Name

calcium (4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-19,21-dihydroxy-22-((2S,2'R,5S,5'S)-5'-((R)-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

InChi Key

WKRWUYKLUMMAKG-WYGBAUISSA-L

InChi Code

InChI=1S/C41H72O9.Ca/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);/q;+2/p-2/b13-11+,34-24-;/t25-,26-,27+,28-,29-,30+,31+,32-,33+,36+,37-,39-,40+,41+;/m1./s1

SMILES Code

C[C@@H](C[C@@H](C[C@@H](C(/C=C([O-])/[C@@H](C[C@@H](C/C=C/[C@H]([C@@H](O)[C@H]([C@@H](O)C[C@@H]1CC[C@@](C)([C@H]2CC[C@@](C)([C@H](O)C)O2)O1)C)C)C)C)=O)C)C)CCC([O-])=O.[Ca+2]

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#C21M12C10

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Ionomycin calcium (SQ23377 calcium) is a potent, selective calcium ionophore and an antibiotic produced by Streptomyces conglobatus. Ionomycin calcium (SQ23377 calcium) is highly specific for divalent cations (Ca>Mg>Sr=Ba). Ionomycin (SQ23377) promotes apoptosis. Ionomycin calcium (SQ23377 calcium) also induces the activation of protein kinase C (PKC).

In vitro activity:

While thapsigargin is known to release calcium stored in the ER specifically, ionomycin is also capable of releasing calcium stored in the ER as well as infusing calcium extracellularly. These results confirmed this feature of ionomycin in the HLE B3 cells (Fig. 5B). These results suggest that ionomycin-enriched intracellular calcium may have initiated calcium signaling that is capable of mobilizing and activating cPLA2 for the downstream process needed for cell proliferation. Reference: Invest Ophthalmol Vis Sci. 2011 Oct 17;52(11):8231-40. https://pubmed.ncbi.nlm.nih.gov/21896865/

In vivo activity:

Ethanol (EH), strontium chloride (SrCl2) and ionomycin calcium salt were each combined with cytochalasin B to induce the parthenogenetic activation of CD-1® mouse oocytes. Among the ionomycin calcium salt combination groups, the blastocyst formation and hatching rates of the group that was activated with ionomycin and CB for 3 min were higher compared with those of the groups that were activated for 5 and 7 min (P<0.05). Reference: Exp Ther Med. 2013 May;5(5):1281-1288. https://pubmed.ncbi.nlm.nih.gov/23737865/

	Solvent	mg/mL	mM
Solubility
	DMF	1.2	1.61
	DMSO	34.3	45.97
	Ethanol	47.4	63.39
	Ethanol:PBS (pH 7.2) (1:1)	0.5	0.67

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 747.08 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Wang Y, Xing KY, Lou MF. Regulation of cytosolic phospholipase A2 (cPLA2alpha) and its association with cell proliferation in human lens epithelial cells. Invest Ophthalmol Vis Sci. 2011 Oct 17;52(11):8231-40. doi: 10.1167/iovs.11-7542. PMID: 21896865; PMCID: PMC3208028. 2. Yi FX, Magness RR, Bird IM. Simultaneous imaging of [Ca2+]i and intracellular NO production in freshly isolated uterine artery endothelial cells: effects of ovarian cycle and pregnancy. Am J Physiol Regul Integr Comp Physiol. 2005 Jan;288(1):R140-8. doi: 10.1152/ajpregu.00302.2004. Epub 2004 Aug 5. PMID: 15297265. 3. Han BS, Gao JL. Effects of chemical combinations on the parthenogenetic activation of mouse oocytes. Exp Ther Med. 2013 May;5(5):1281-1288. doi: 10.3892/etm.2013.1018. Epub 2013 Mar 19. PMID: 23737865; PMCID: PMC3671782.

In vitro protocol:

In vivo protocol:

1. Han BS, Gao JL. Effects of chemical combinations on the parthenogenetic activation of mouse oocytes. Exp Ther Med. 2013 May;5(5):1281-1288. doi: 10.3892/etm.2013.1018. Epub 2013 Mar 19. PMID: 23737865; PMCID: PMC3671782.

1: Nakamura S, Nakanishi A, Takazawa M, Okihiro S, Urano S, Fukui K. Ionomycin-induced calcium influx induces neurite degeneration in mouse neuroblastoma cells: analysis of a time-lapse live cell imaging system. Free Radic Res. 2016;50(11):1214-1225. Epub 2016 Sep 29. PubMed PMID: 27573976. 2: Müller MS, Obel LF, Waagepetersen HS, Schousboe A, Bak LK. Complex actions of ionomycin in cultured cerebellar astrocytes affecting both calcium-induced calcium release and store-operated calcium entry. Neurochem Res. 2013 Jun;38(6):1260-5. doi: 10.1007/s11064-013-1021-4. Epub 2013 Mar 22. PubMed PMID: 23519933. 3: Lee WK, Dittmar T. Cytosolic calcium measurements in renal epithelial cells by flow cytometry. J Vis Exp. 2014 Oct 28;(92):e51857. doi: 10.3791/51857. PubMed PMID: 25407650; PubMed Central PMCID: PMC4353377. 4: Chatila T, Silverman L, Miller R, Geha R. Mechanisms of T cell activation by the calcium ionophore ionomycin. J Immunol. 1989 Aug 15;143(4):1283-9. PubMed PMID: 2545785. 5: Vasilev F, Chun JT, Gragnaniello G, Garante E, Santella L. Effects of ionomycin on egg activation and early development in starfish. PLoS One. 2012;7(6):e39231. doi: 10.1371/journal.pone.0039231. Epub 2012 Jun 18. PubMed PMID: 22723970; PubMed Central PMCID: PMC3377674. 6: Campbell LE, Nelson J, Gibbons E, Judd AM, Bell JD. Membrane properties involved in calcium-stimulated microparticle release from the plasma membranes of S49 lymphoma cells. ScientificWorldJournal. 2014 Jan 21;2014:537192. doi: 10.1155/2014/537192. eCollection 2014. PubMed PMID: 24578641; PubMed Central PMCID: PMC3918691. 7: Ye L, Yang S. [Sirtuin 3 inhibits cardiomyocyte apoptosis by reducing cytochrome C release in myocardiac H9c2 cells with calcium overload]. Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2015 Aug;31(8):1031-5. Chinese. PubMed PMID: 26271974. 8: Miki Y, Oguri E, Hirano K, Beppu M. Macrophage recognition of cells with elevated calcium is mediated by carbohydrate chains of CD43. Cell Struct Funct. 2013;38(1):43-54. Epub 2013 Feb 9. PubMed PMID: 23400223. 9: Fernandes CB, Devito LG, Martins LR, Blanco ID, de Lima Neto JF, Tsuribe PM, Gonçalves CG, da Cruz Landim-Alvarenga F. Artificial activation of bovine and equine oocytes with cycloheximide, roscovitine, strontium, or 6-dimethylaminopurine in low or high calcium concentrations. Zygote. 2014 Aug;22(3):387-94. doi: 10.1017/S0967199412000627. Epub 2013 Jan 23. PubMed PMID: 23340077. 10: Ye Y, Zhang Y, Lu X, Huang X, Zeng X, Lai X, Zeng Y. The anti-inflammatory effect of the SOCC blocker SK&F 96365 on mouse lymphocytes after stimulation by Con A or PMA/ionomycin. Immunobiology. 2011 Sep;216(9):1044-53. doi: 10.1016/j.imbio.2011.03.001. Epub 2011 Mar 12. PubMed PMID: 21470712. 11: Morotomi-Yano K, Akiyama H, Yano K. Different involvement of extracellular calcium in two modes of cell death induced by nanosecond pulsed electric fields. Arch Biochem Biophys. 2014 Aug;555-556:47-54. doi: 10.1016/j.abb.2014.05.020. Epub 2014 Jun 2. PubMed PMID: 24893145. 12: Croall DE. Proteolytic modification of calcium-dependent protease 1 in erythrocytes treated with ionomycin and calcium. Biochemistry. 1989 Aug 22;28(17):6882-8. PubMed PMID: 2554956. 13: Zimmermann J, Radbruch A, Chang HD. A Ca(2+) concentration of 1.5 mM, as present in IMDM but not in RPMI, is critical for maximal response of Th cells to PMA/ionomycin. Eur J Immunol. 2015 Apr;45(4):1270-3. doi: 10.1002/eji.201445247. Epub 2015 Feb 17. PubMed PMID: 25545753; PubMed Central PMCID: PMC4407954. 14: Leis HJ, Windischhofer W. Ionomycin induces prostaglandin E2 formation in murine osteoblastic MC3T3-E1 cells via mechanisms independent of its ionophoric nature. Biochem Cell Biol. 2016 Jun;94(3):236-40. doi: 10.1139/bcb-2015-0148. Epub 2016 Feb 9. PubMed PMID: 27065246. 15: Hong J, Aoyama S, Hirasawa N, Zee O, Ishihara K, Hashida C, Kimura M, Seyama T, Ohuchi K. Suppression of intracellular calcium levels and inhibition of degranulation in RBL-2H3 mast cells by the sesquiterpene lactone parthenolide. Planta Med. 2011 Feb;77(3):252-6. doi: 10.1055/s-0030-1250221. Epub 2010 Sep 2. PubMed PMID: 20814853. 16: Gao Z, Li Y, Cooksey JP, Snaddon TN, Schunk S, Viseux EM, McAteer SM, Kocienski PJ. A synthesis of an ionomycin calcium complex. Angew Chem Int Ed Engl. 2009;48(27):5022-5. doi: 10.1002/anie.200901608. PubMed PMID: 19496091. 17: Phillippe M, Chien EM, Freij M, Saunders T. Ionomycin-stimulated phasic myometrial contractions. Am J Physiol. 1995 Oct;269(4 Pt 1):E779-85. PubMed PMID: 7485495. 18: Morgan AJ, Jacob R. Ionomycin enhances Ca2+ influx by stimulating store-regulated cation entry and not by a direct action at the plasma membrane. Biochem J. 1994 Jun 15;300 ( Pt 3):665-72. PubMed PMID: 8010948; PubMed Central PMCID: PMC1138219. 19: Opper B, Németh P, Engelmann P. Calcium is required for coelomocyte activation in earthworms. Mol Immunol. 2010 Jul;47(11-12):2047-56. doi: 10.1016/j.molimm.2010.04.008. Epub 2010 May 1. PubMed PMID: 20439116. 20: Lomora M, Itel F, Dinu IA, Palivan CG. Selective ion-permeable membranes by insertion of biopores into polymersomes. Phys Chem Chem Phys. 2015 Jun 28;17(24):15538-46. doi: 10.1039/c4cp05879h. Epub 2015 Mar 4. PubMed PMID: 25738877.