Ionomycin

CAT: 0804-HY-13434-02Size: 5 mg (14.1 mM x 500 μL in Ethanol)Dry Ice: NoHazardous: No

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CAT#:0804-HY-13434-02Size:5 mg (14.1 mM x 500 μL in Ethanol)

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Description

Ionomycin (SQ23377) is a potent, selective calcium ionophore and an antibiotic produced by Streptomyces conglobatus. Ionomycin (SQ23377) is highly specific for divalent cations (Ca>Mg>Sr=Ba) . Ionomycin (SQ23377) promotes apoptosis. Ionomycin also induces the activation of protein kinase C (PKC) [1][2][3].

CAS Number

56092-81-0

Product Name Alternative

SQ23377

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Antibiotic; Apoptosis; Bacterial; Calcium Channel; PKC

Type

Natural Products

Related Pathways

Anti-infection; Apoptosis; Epigenetics; Membrane Transporter/Ion Channel; Neuronal Signaling; TGF-beta/Smad

Applications

Cancer-Kinase/protease

Field of Research

Cancer; Infection

Assay Protocol

https://www.medchemexpress.com/Ionomycin.html

Concentration

14.1 mM * 5 mL in Ethanol

Purity

99.27

Smiles

O=C(O)CC[C@@H](C)C[C@H](C)C[C@H](C)C(/C=C(O)/[C@H](C)C[C@H](C)C/C=C/[C@@H](C)[C@@H](O)[C@@H](C)[C@@H](O)C[C@@H]1CC[C@]([C@@H]2O[C@](C)([C@H](O)C)CC2)(C)O1)=O

Molecular Formula

C41H72O9

Molecular Weight

709.01

Precautions

H302, H315, H319, H335

References & Citations

[1]Liu C, et al. Characterization of ionomycin as a calcium ionophore. J Biol Chem. 1978 Sep 10;253 (17) :5892-4.|[2]Chatila T, et al. Mechanisms of T cell activation by the calcium ionophore ionomycin. J Immunol. 1989 Aug 15;143 (4) :1283-9.|[3]Gil-Parrado S, et al. Ionomycin-activated calpain triggers apoptosis. A probable role for Bcl-2 family members. J Biol Chem. 2002 Jul 26;277 (30) :27217-26.|[4]Stoeck A, et al A role for exosomes in the constitutive and stimulus-induced ectodomain cleavage of L1 and CD44. Biochem J. 2006 Feb 1;393 (Pt 3) :609-18.|[5]Junsuke Uwada, et al. Store-operated calcium entry (SOCE) contributes to phosphorylation of p38 MAPK and suppression of TNF-α signalling in the intestinal epithelial cells. Cell Signal. 2019 Nov;63:109358.

Shipping Conditions

Blue Ice

Storage Conditions

Solution, -20°C, 2 years

Scientific Category

Natural Products

Clinical Information

No Development Reported

Citation 01

Chemical Information

Ionomycin

Ionomycin is a very long-chain fatty acid that is docosa-10,16-dienoic acid which is substituted by methyl groups at positions 4, 6, 8, 12, 14, 18 and 20, by hydroxy groups at positions 11, 19 and 21, and by a (2',5-dimethyloctahydro-2,2'-bifuran-5-yl)ethanol group at position 21. An ionophore produced by Streptomyces conglobatus, it is used in research to raise the intracellular level of Ca2+ and as a research tool to understand Ca2+ transport across biological membranes. It has a role as a calcium ionophore and a metabolite. It is a polyunsaturated fatty acid, a very long-chain fatty acid, an enol and a cyclic ether.

CAS Number	56092-81-0
PubChem CID	6912226
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
Molecular Formula	C41H72O9
Molecular Weight	709.0
XLogP	7.5
Topological Polar Surface Area	154
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	22
Heavy Atom Count	50
Formal Charge	0
Complexity	1120

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

Chemical Structure

2D Structure

CAS: 56092-81-0

CID: 6912226

Formula: C41H72O9

MW: 709.0

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	709.0
XLogP3	7.5
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	22
Exact Mass	708.51763387
Monoisotopic Mass	708.51763387
Topological Polar Surface Area	154 Å²
Heavy Atom Count	50
Formal Charge	0
Complexity	1120
Isotope Atom Count	0
Defined Atom Stereocenter Count	14
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Catalog	Name
GA7872-5mg	Ionomycin
540222	Ionomycin calcium
2030421	PMA＋Ionomycin

Ionomycin

Chemical Information

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