IONOMYCIN

ChemicalBook > CAS DataBase List > IONOMYCIN

Product Name: IONOMYCIN
CAS No.: 56092-81-0
Chemical Name: IONOMYCIN
Synonyms: Ionomycin from Streptomyces conglobatus;EM 94;SQ-23377;IONOMYCIN;SQ 23377, EM 94;Ionomycinefreeacid;IONOMYCIN (SQ23377);IONOMYCIN USP/EP/BP;Ionomycin, Free Base;Ionomycin Free Acid (85%)
CBNumber: CB5380046
Molecular Formula: C41H72O9
Formula Weight: 709.01
MOL File: 56092-81-0.mol

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IONOMYCIN Property

Boiling point:: 817.2±65.0 °C(Predicted)
Density: 1.072±0.06 g/cm3(Predicted)
storage temp.: −20°C
solubility: Soluble to 10 mM in Ethanol and to 10 mM in DMSO.
form: Waxy solid
pka: 4.77±0.10(Predicted)
color: Yellow
BRN: 3642126
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38
Safety Statements: 36-36/37/39-27-26-24/25
WGK Germany: 3
RTECS: NO0650000
F: 8-10
HazardClass: 3
HS Code: 29419090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H225Highly Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: I9657
Product name: Ionomycin from Streptomyces conglobatus
Purity: ≥98% (HPLC)
Packaging: 1mg
Price: $197
Updated: 2024/03/01

Sigma-Aldrich

Product number: 407950
Product name: Ionomycin, Free Acid, Streptomyces conglobatus - CAS 56092-81-0 - Calbiochem
Purity: Ionomycin, Free Acid, Streptomyces conglobatus, CAS 56092-81-0, is a highly specific for divalent cations and more effective than A23187 (Cat. No. 100105) as a mobile ion carrier for Ca2+.
Packaging: 1mg
Price: $155
Updated: 2024/03/01

Sigma-Aldrich

Product number: 407951
Product name: Ionomycin, Free Acid,
Packaging: 1mg
Price: $190
Updated: 2024/03/01

Sigma-Aldrich

Product number: 407950
Product name: Ionomycin, Free Acid, Streptomyces conglobatus - CAS 56092-81-0 - Calbiochem
Purity: Ionomycin, Free Acid, Streptomyces conglobatus, CAS 56092-81-0, is a highly specific for divalent cations and more effective than A23187 (Cat. No. 100105) as a mobile ion carrier for Ca2+.
Packaging: 5mg
Price: $572
Updated: 2024/03/01

Alfa Aesar

Product number: J62448
Product name: Ionomycin, 98%
Packaging: 1mg
Price: $87.8
Updated: 2023/06/20

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IONOMYCIN Chemical Properties,Usage,Production

Description

Ionomycin (56092-81-0) is a highly selective nonfluorescent calcium (Ca2+) ionophore.1 Induces a rapid rise in cytosolic Ca2+ in human neutrophils which is due to both release from cytosolic Ca2+ stores as well as Ca2+ influx.2 It activates (2 μM) and primes (20-200 nM) neutrophil NADPH oxidase2. Down regulates beta-catenin/Tcf signaling in a colon cancer cell line via suppressing the binding of Tcf to its specific DNA-binding site.3 In rat hepatoma cells, sub-lethal ionomycin activates the stress response by activating SAPK/JNK and HSF/HSE interaction leading to upregulation of HSP70 biosynthesis.4

Chemical Properties

White powder

Uses

Ionomycin was isolated from Streptomyces conglobatus as a potent Gram positive antibiotic . During isolation, it was recognised that ionomycin exhibits a very high affinity and selectivity for calcium ions, suggesting the metabolite acts as a calcium ionophore. More recently, ionomycin has been used in cell biology as a universal calcium ionophore to explore the role of calcium regulation in the cell.

Uses

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

Uses

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. It has been shown to induce central demyelination , inhibit adrenal bovine TREK-1 channels , and to regulate cell division of mature human B cells . It is used to study the effects of calcium flux on endoplasmic reticulum (ER) stress, mitochondrial stress and intrinsic apoptosis mechanisms. It is also used to stimulate the intracellular production of the cytokines, interferon, perforin, IL-2, and IL-4 usually in conjunction with PMA.

Definition

ChEBI: 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 osition 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 memb anes.

General Description

Highly specific for divalent cations (Ca²⁺ > Mg²⁺ >> Sr²⁺ = Ba²⁺). More effective than antibiotic A23187 as a mobile ion carrier for Ca²⁺. Complexes with Ca²⁺ between pH 7 and 9.5, causing significant absorption in the UV range; however, in contrast to A23187 (Cat. No. 100105), it is not fluorescent. Useful for studies of Ca²⁺ transport across biological membranes and measurement of cytoplasmic free Ca²⁺. Induces apoptotic neuronal degeneration in embryonic cortical neurons. Also induces cell cycle arrest in the G₁ interval of mature Burkitt lymphoma cell lines.

Biological Activity

Calcium ionophore; more specific than A23187 (5-(Methylamino)-2-[[2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid ).

Biochem/physiol Actions

Cell permeable: yes

in vitro

calcium ion can be extracted by ionomycin fom the queous phase into the organic phase. ionomycin also acts as a mobile ion carrier, which transports the cation across a solvent barrier [1].

in vivo

efficiency of ionomycin on oocyte activation and subsequent development was evaluated, which identified ionomycin as an efficient activator at the concentation of 10 μmol/l. with a second exposure to 5 μmol/l ionomycin on blastocyst development, an improved effect was found. no adverse effects of ionomycin on mouse embryo development were identified [2].

storage

-20°C

References

1) Kaufmann et al., (1980), Cation transport and specificity of ionomycin. Comparison with ionophore A23187 in rat liver mitochondria; J. Biol. Chem. 255 2735 2) Elzi et al., (2001), Ionomycin causes activation of p38 and p42/44 mitogen-activated protein kinases in human neutrophils; Am. J. Physiol. Cell Physiol. 281 C350 3) Park et al., (2005), Ionomycin downregulates beta-catenin/tcf signaling in colon cancer cell line; Carcinogenesis, 26 1929 4) Sreedhar and Srinivas (2002), Activation of stress response by ionomycin in rat hepatoma cells; J. Cell Biochem., 86 154

IONOMYCIN Preparation Products And Raw materials

Raw materials

Preparation Products

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IONOMYCIN Suppliers

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View Lastest Price from IONOMYCIN manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Ionomycin 56092-81-0
Price: US $0.01-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50 tons
Release date: 2020-05-11

Dideu Industries Group Limited

Product: IONOMYCIN 56092-81-0
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons Min
Release date: 2021-07-16

56092-81-0, IONOMYCINRelated Search:

Nitrendipine Propyl Ester Nalidixic acid sodium salt D-ERYTHRO-SPHINGOSINE-1-PHOSPHATE BAPTA-AM Vanoxerine dihydrochloride Felodipine Actinomycin D IONOMYCIN CALCIUM SALT,READY-MADE SOLUT IONOMYCIN FREE ACID IONOMYCIN CALCIUM SALTFROM S IONOMYCIN ionomycin calcium,Calcium ionomycin.,IONOMYCIN (CA),IONOMYCIN, CALCIUM SALT, STREPTOMYCES CONGLOBATUS,IONOMYCIN CALCIUM SALT,IONOMYCIN CA-SALT

(4R,6S,8R,12R,14S,18S,19R,20R,21R)-19,21-Dihydroxy-22-[(2R,5R)-5-[(2R,5S)-5-(1-hydroxyethyl)-5-methyl-oxolan-2-yl]-5-methyl-oxolan-2-yl]-4,6,8,12,14,18,20-heptamethyl-11-oxido-9-oxo-docosa-10,16-dienoate calcium salt

SQ-23377

Ionomycin,Free Acid,from Streptomyces conglbatus

(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-Trihydroxy-4,6,8,12,14,18,20-heptamethyl-22-[(2S,2'R,5S,5'S)-octahydro-5'-[(1R)-1-hydroxyethyl]-2,5'-dimethyl[2,2'-bifuran]-5-yl]-9-oxo-10,16-docosadienoicacid

SQ 23377, EM 94

Ionomycin, free acid, from Streptomyces conglobatus

(4R,6S,8S,10Z,12R,14R,16E,18S,19S,20R,21S)-11,19,21-Trihydroxy-22-{(2S,2'S,5S,5'R)-5'-[(1S)-1-hydroxyethyl]-2,5'-dimethyloctahydro-2,2'-bifuran-5-yl}-4,6,8,12,14,18,20-heptamethyl-9-oxo-10,16-docosadi enoic acid

ionomycin calcium salt from streptomyces conglobatus

Ionomycin, Free Acid, Streptomyces conglobatus

Ionomycin from Streptomyces conglobatus

(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-Trihydroxy-4,6,8,12,14,18,20-heptamethyl-22-((2S,2'R,5S,5'S)-octahyd

Ionomycinefreeacid

IONOMYCIN

IONOMYCIN, STREPTOMYCES CONGLOBATUS

IONOMYCIN (SQ23377)

Ionomycin, Free Acid, Streptomyces conglobatus - CAS 56092-81-0 - Calbiochem

Ionomycin, Free Acid, Streptomyces conglobatus in Solution - CAS 56092-81-0 - Calbiochem

EM 94

Ionomycin, 98.5%, from Streptomyces conglobatus

10,16-Docosadienoic acid, 11,19,21-trihydroxy-4,6,8,12,14,18,20-heptamethyl-22-[(2S,2'R,5S,5'S)-octahydro-5'-[(1R)-1-hydroxyethyl]-2,5'-dimethyl[2,2'-bifuran]-5-yl]-9-oxo-, (4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-

IONOMYCIN USP/EP/BP

Ionomycin Free Acid (85%)

(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-10,16-dienoic acid

Ionomycin, Free Base

56092-81-0

C41H72O9

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