Ionomycin (free acid) - ≥98%(HPLC) , CAS No.56092-81-0

CAS: 56092-81-0 Cat. No.: I139530 Molecular Weight: 709.01 Beilstein Registry Number: 3642126 EC Number: 611-356-7
AVAILABLE TO ORDER
GRADE & PURITY ≥98%(HPLC)
Synonyms
Ionomycin, Free Acid, Streptomyces conglobatus | SQ 23377 | (4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-Trihydroxy-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-9-oxodocosa-10
Storage
Protected from light,Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1mg
I139530-1mg
1
$179.90
5mg
I139530-5mg
2
$569.90
25mg
I139530-25mg
2
$1,999.90
100mg
I139530-100mg
1
$6,399.90
Enter a quantity for the sizes you want to add.
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Why this grade

≥98%(HPLC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Protected from light,Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 14 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Ionomycin free acid is an antibiotic selective calcium ionophore, which can extract calcium ions from aqueous phase to organic phase. In addition, Ionomycin free acid acts as a transport carrier, which helps transport cations across solvent barriers. Studies indicate that this antibiotic can transport other ions such as Mg, Sr, and Ba with a weaker affinity. It is known that Ionomycin free acid is produced by Streptomyces conglobatus. Furthermore, Ionomycin free acid is a beneficial tool in research to raise intracellular calcium levels. Also this antibiotic can be used to study the calcium transport across the plasma membrane.
Ionomycin is more effective than A23187 as a Ca++ionophore. Ionomycin is used in research on Ca++ transport across biological membranes; Ionomycin induces apoptotic degeneration of embryonic cortical neurons

Specifications

Synonyms
Ionomycin, Free Acid, Streptomyces conglobatus | SQ 23377 | (4R, 6S, 8S, 10Z, 12R, 14R, 16E, 18R, 19R, 20S, 21S)-11, 19, 21-Trihydroxy-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-9-oxodocosa-10
Specifications & Purity
≥98%(HPLC)
Biochemical and Physiological Mechanisms
Ionomycin is a Ca2+ ionophore that is more effective than A23187 as a mobile ion carrier for Ca2+. It is non-fluorescent. It induces apoptotic degeneration of embryonic cortical neurons.Potent, highly selective Ca 2+ ionophore. Effective mobile ion carrie
Storage
Protected from light, Store at -20°C, Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Note
This product is supplied in one (or more) pack size which is freeze dried. Therefore the contents may not be readily visible, as they can coat the bottom or walls of the vial. Please see our FAQs and information page for more details on handling. Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Purity
≥98%(HPLC)
Names and Identifiers
Pubchem Sid504764325
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504764325
Canonical SmilesCC(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
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
InChIKeyPGHMRUGBZOYCAA-ADZNBVRBSA-N
INCHI1S/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
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
Molecular Weight 709.01
Beilstein 3642126
Reaxy-Rn 28425142
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28425142&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassTerpene glycosides
Intermediate Tree Nodes Not available
Direct ParentDiterpene glycosides
Alternative Parents Very long-chain fatty acids  Diterpenoids  Heterocyclic fatty acids  Hydroxy fatty acids  Methyl-branched fatty acids  Unsaturated fatty acids  Acryloyl compounds  Vinylogous acids  Enones  Tetrahydrofurans  Ketones  Secondary alcohols  Carboxylic acids  Dialkyl ethers  Enols  Polyols  Monocarboxylic acids and derivatives  Oxacyclic compounds  Hydrocarbon derivatives  Organic oxides  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Diterpene glycoside - Very long-chain fatty acid - Diterpenoid - Branched fatty acid - Heterocyclic fatty acid - Hydroxy fatty acid - Methyl-branched fatty acid - Fatty acyl - Fatty acid - Unsaturated fatty acid - Acryloyl-group - Enone - Tetrahydrofuran - Vinylogous acid - Alpha,beta-unsaturated ketone - Secondary alcohol - Ketone - Polyol - Carboxylic acid derivative - Carboxylic acid - Dialkyl ether - Enol - Ether - Oxacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Hydrocarbon derivative - Carbonyl group - Alcohol - Organic oxygen compound - Organooxygen compound - Organic oxide - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.
External Descriptors cyclic ether - enol - polyunsaturated fatty acid - very long-chain fatty acid
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
M14 (47487 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DAGLA Tchem Sn1-specific diacylglycerol lipase alpha (416 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Cruzipain (33337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mapt Microtubule-associated protein tau (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

15 results found

Lot NumberCertificate TypeDateItem
D2527196Certificate of AnalysisApr 18, 2025 I139530
D2527219Certificate of AnalysisApr 18, 2025 I139530
D2527220Certificate of AnalysisApr 18, 2025 I139530
D2527221Certificate of AnalysisApr 18, 2025 I139530
D2527282Certificate of AnalysisApr 18, 2025 I139530
J2323676Certificate of AnalysisOct 13, 2023 I139530
J2323706Certificate of AnalysisOct 13, 2023 I139530
J2323707Certificate of AnalysisOct 13, 2023 I139530
J2323708Certificate of AnalysisOct 13, 2023 I139530
J2323709Certificate of AnalysisOct 13, 2023 I139530
K2211731Certificate of AnalysisOct 11, 2022 I139530
K2211748Certificate of AnalysisOct 11, 2022 I139530
K2211749Certificate of AnalysisOct 11, 2022 I139530
G2220398Certificate of AnalysisAug 03, 2022 I139530
F2221261Certificate of AnalysisJul 07, 2022 I139530

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Chemical and Physical Properties
SolubilitySoluble to 10 mM in Ethanol and to 10 mM in DMSO
SensitivityLight sensitive,Moisture sensitive
Melt Point(°C)204°C-206°C
Molecular Weight709.000 g/mol
XLogP37.500
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count22
Exact Mass708.518 Da
Monoisotopic Mass708.518 Da
Topological Polar Surface Area154.000 Ų
Heavy Atom Count50
Formal Charge0
Complexity1120.000
Isotope Atom Count0
Defined Atom Stereocenter Count14
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds2
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Xie Li, Yinan Zhang, Lingyan Xu, Aoxue Wang, Yejun Zou, Ting Li, Li Huang, Weicai Chen, Shuning Liu, Kun Jiang, Xiuze Zhang, Dongmei Wang, Lijuan Zhang, Zhuo Zhang, Zeyi Zhang, Xianjun Chen, Wei Jia, Aihua Zhao, Xinfeng Yan, Haimeng Zhou, Linyong Zhu, Xinran Ma, Zhenyu Ju, Weiping Jia, Congrong Wang, Joseph Loscalzo, Yi Yang, Yuzheng Zhao.  (2022)  Ultrasensitive sensors reveal the spatiotemporal landscape of lactate metabolism in physiology and disease.  Cell Metabolism,      [PMID:36309010] [10.1016/j.cmet.2022.10.002]
2. Fang Wang, Xiu-Li Zhang, Jing-Ya Yang, Gang Zhou.  (2023)  Effects of interleukin-23 on the activation of mucosal-associated invariant T cells from oral lichen planus.  JOURNAL OF INTERNATIONAL MEDICAL RESEARCH,      [PMID:37340721] [10.1177/03000605231180039]
3. Wei Zhong, Leheng Feng, Wei Tian, Hongbo Qu, Haibo Xu, Ke Ning, Li Liu, Wei Liu, Xiaowei Gong, Hong Chen.  (2023)  SMURF1 inhibits the Th17 and Th17.1 polarization and improves the Treg/Th17 imbalance in systemic lupus erythematosus through the ubiquitination of RORγt.  MOLECULAR IMMUNOLOGY,      [PMID:37054520] [10.1016/j.molimm.2023.03.024]
4. Jing Zhan, Qian S. Liu, Yuzhu Zhang, Zhendong Sun, Qunfang Zhou, Guibin Jiang.  (2023)  Silica nanoparticles trigger phosphatidylserine exposure in red blood cells and induce thrombosis risk.  ENVIRONMENTAL POLLUTION,      [PMID:37031850] [10.1016/j.envpol.2023.121591]
5. Yang Sun, Tiancong Liu, Weiliang Bai.  (2022)  MAF bZIP Transcription Factor B (MAFB) Protected Against Ovalbumin-Induced Allergic Rhinitis via the Alleviation of Inflammation by Restoring the T Helper (Th) 1/Th2/Th17 Imbalance and Epithelial Barrier Dysfunction.  Journal of Asthma and Allergy,      [PMID:35250280] [10.2147/JAA.S335560]
6. Wang Aoxue, Zou Yejun, Liu Shuning, Zhang Xiuze, Li Ting, Zhang Lijuan, Wang Ruwen, Xia Yale, Li Xie, Zhang Zhuo, Liu Tiemin, Ju Zhenyu, Wang Ru, Loscalzo Joseph, Yang Yi, Zhao Yuzheng.  (2024)  Comprehensive multiscale analysis of lactate metabolic dynamics in vitro and in vivo using highly responsive biosensors.  Nature Protocols,      [PMID:38307980] [10.1038/s41596-023-00948-y]
7. Dan Wang, Yimeng Zou, Tianqi Zhao, Weiyue Cao, Jiachi Han, Qing Wu, Zhitong Li, Xinyu Li, Peijing Liu, Lin Bai, Guiping Ren.  (2025)  Fibroblast growth factor 21 alleviated atopic march by inhibiting the differentiation of type 2 helper T cells.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:39798471] [10.1016/j.intimp.2025.114055]
8. Yuzhu Zhang, Laijin Zhong, Jing Zhan, Zhipeng Yin, Yao Pei, Dong Cao, Qian S. Liu, Qunfang Zhou, Qian Liu, Guibin Jiang.  (2024)  Unraveling Potential Causative Components for the Deleterious Effect of Atmospheric Fine Particulate Matter on Red Blood Cells.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:39601440] [10.1021/acs.est.4c06657]
9. Ma Xiao, Chen Jiao, Wang Fang, Fan Xinzou, Li Zhenhong, Liang Hantian, Cheng Hao, Nan Fang, Lin Yubin, Song Xiaoshuang, Zhang Jianan, Gao Fan, Zhang Wei, Jin Wenwen, Zhang Huiyuan, Tong Jiyu, Jiang Hong, Zhou Xikun, Zou Qiang, Hu Hongbo, Tong Aiping, Chen WanJun, Zhang Dunfang.  (2025)  High fructose consumption aggravates inflammation by promoting effector T cell generation via inducing metabolic reprogramming.  Signal Transduction and Targeted Therapy,  10  (1): (1-20).  [PMID:40854873] [10.1038/s41392-025-02359-9]
10. Wu Yali, Chen Wenjuan, Deng Jingjing, Cao Xinghui, Yang Zimo, Chen Jiangbin, Tan Qi, Zhou E., Li Minglei, Liu Jiatong, Guo Mengfei, Jin Yang.  (2025)  Tumour-derived microparticles obtained through microwave irradiation induce immunogenic cell death in lung adenocarcinoma.  Nature Nanotechnology,      [PMID:40389640] [10.1038/s41565-025-01922-3]
11. Jiangbin Chen, Qi Tan, Zimo Yang, Wenjuan Chen, E. Zhou, Minglei Li, Jingjing Deng, Yali Wu, Jiatong Liu, Juanjuan Xu, Mengfei Guo, Yang Jin.  (2025)  Dendritic Cell Derived-Extracellular Vesicles Engineered to Express Interleukin-12 and Anti-CTLA-4 on Their Surface for Combinational Cancer Immunotherapy.  Journal of Extracellular Vesicles,  14  (4): (e70068).  [PMID:40241233] [10.1002/jev2.70068]
12. Yali Wu, Wenjuan Chen, Jingjing Deng, Xingyu Zhou, Jiangbin Chen, Zimo Yang, Xinghui Cao, Jiatong Liu, Qi Tan, E. Zhou, Minglei Li, Mengfei Guo, Yang Jin.  (2025)  Cancer-associated fibroblast-derived extracellular vesicles loaded with GLUT1 inhibitor synergize anti-PD-L1 to suppress tumor growth via degrading matrix stiffness and remodeling tumor microenvironment.  JOURNAL OF CONTROLLED RELEASE,      [PMID:40609836] [10.1016/j.jconrel.2025.113998]
13. Linhong Jiang, Dandan Bai, Yunjun Yang, Yingying Wu, Yanran Chen, Mengyuan Wang, Wenxin Wang, Haixia Wang, Yanzhe Xiong, Siqi Zhu, Xinyu He, Jun Long, Dongping Yuan, Jingwei Chen.  (2025)  Naringenin Attenuates Ox-LDL-induced Injury in HUVECs by Regulating Lipophagy Partly through the SOCE Pathway.  CURRENT PHARMACEUTICAL DESIGN,  31  (25): (2025-2037).  [PMID:40296626] [10.2174/0113816128335261241216110529]
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