WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H540223
CAS#: 56092-81-0 (free acid)
Description: Ionomycin Free Acid is a Ca 2+ ionophore. Its depletion of intracellular Ca 2+ stores may be linked to the induction of apoptosis.
Hodoodo Cat#: H540223
Name: Ionomycin Free Acid
CAS#: 56092-81-0 (free acid)
Chemical Formula: C41H72O9
Exact Mass: 708.52
Molecular Weight: 709.018
Elemental Analysis: C, 69.46; H, 10.24; O, 20.31
Related CAS #: 56092-81-0 (free acid) 56092-82-1 (calcium)
Synonym: Ionomycin
IUPAC/Chemical Name: (4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-trihydroxy-22-((2S,5'S)-5'-((R)-1-hydroxyethyl)-2,5'-dimethyloctahydro-[2,2'-bifuran]-5-yl)-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid
InChi Key: PGHMRUGBZOYCAA-OJFQOPKISA-N
InChi Code: 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
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)CC1CC[C@@](C)(C2CC[C@@](C)([C@H](O)C)O2)O1)C)C)C)C)=O)C)C)CCC(O)=O
Appearance: A solution in ethanol
Purity: >95% (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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 709.02 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: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Okudera M, Gojoubori T, Tsujino I, Asano M. Effect of ionomycin on interaction of calnexin with vesicular stomatitis virus glycoprotein is cell type-specific. J Oral Sci. 2015;57(4):305-12. doi: 10.2334/josnusd.57.305. PubMed PMID: 26666853.
2: 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.
3: Zhang Z, Zhang Y, Mou Z, Chu S, Chen X, He W, Guo X, Yuan Y, Takahashi M, Chen N. Tyrosine 402 phosphorylation of Pyk2 is involved in ionomycin-induced neurotransmitter release. PLoS One. 2014 Apr 9;9(4):e94574. doi: 10.1371/journal.pone.0094574. eCollection 2014. PubMed PMID: 24718602; PubMed Central PMCID: PMC3981813.
4: Zheng W, Feng X, Qiu L, Pan Z, Wang R, Lin S, Hou D, Jin L, Li Y. Identification of the antibiotic ionomycin as an unexpected peroxisome proliferator-activated receptor γ (PPARγ) ligand with a unique binding mode and effective glucose-lowering activity in a mouse model of diabetes. Diabetologia. 2013 Feb;56(2):401-11. doi: 10.1007/s00125-012-2777-9. Epub 2012 Nov 23. PubMed PMID: 23178929.
5: Nakazawa S, Shirae-Kurabayashi M, Otsuka K, Sawada H. Proteomics of ionomycin-induced ascidian sperm reaction: Released and exposed sperm proteins in the ascidian Ciona intestinalis. Proteomics. 2015 Dec;15(23-24):4064-79. doi: 10.1002/pmic.201500162. Epub 2015 Sep 25. PubMed PMID: 26223815.
6: Karlsson F, Hassan-Zahraee M. Quantification of Th1 and Th17 Cells with Intracellular Staining Following PMA/Ionomycin Stimulation. Curr Protoc Cytom. 2015 Jan 5;71:6.35.1-7. doi: 10.1002/0471142956.cy0635s71. PubMed PMID: 25559223.
7: Romera-Cárdenas G, Thomas LM, Lopez-Cobo S, García-Cuesta EM, Long EO, Reyburn HT. Ionomycin Treatment Renders NK Cells Hyporesponsive. PLoS One. 2016 Mar 23;11(3):e0150998. doi: 10.1371/journal.pone.0150998. eCollection 2016. PubMed PMID: 27007115; PubMed Central PMCID: PMC4805247.
8: 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.
9: 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.
10: 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.
11: 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.
12: 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.
13: Kim HS, Lee JY, Jeong EJ, Yang CJ, Hyun SH, Shin T, Hwang WS. Effects of repetitive ionomycin treatment on in vitro development of bovine somatic cell nuclear transfer embryos. J Reprod Dev. 2012;58(1):132-9. Epub 2011 Dec 2. PubMed PMID: 22134064.
14: 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.
15: Gao M, Jin W, Qian Y, Ji L, Feng G, Sun J. Effect of N-methyl-D-aspartate receptor antagonist on T helper cell differentiation induced by phorbol-myristate-acetate and ionomycin. Cytokine. 2011 Nov;56(2):458-65. doi: 10.1016/j.cyto.2011.06.022. Epub 2011 Jul 26. PubMed PMID: 21795061.
16: Li Q, Zhu X, Ishikura S, Zhang D, Gao J, Sun Y, Contreras-Ferrat A, Foley KP, Lavandero S, Yao Z, Bilan PJ, Klip A, Niu W. Ca²⁺ signals promote GLUT4 exocytosis and reduce its endocytosis in muscle cells. Am J Physiol Endocrinol Metab. 2014 Jul 15;307(2):E209-24. doi: 10.1152/ajpendo.00045.2014. Epub 2014 Jun 3. PubMed PMID: 24895284.
17: 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.
18: 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.
19: 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.
20: Rascado Tda S, Martins LR, Minto BW, de Sá Lorena SE, Landim-Alvarenga Fda C. Parthenogenetic development of domestic cat oocytes treated with ionomycin, cycloheximide, roscovitine and strontium. Theriogenology. 2010 Sep 1;74(4):596-601. doi: 10.1016/j.theriogenology.2010.03.010. Epub 2010 May 7. PubMed PMID: 20452001.
