ChemSpider 2D Image | Ionomycin | C41H72O9

Ionomycin

  • Molecular FormulaC41H72O9
  • Average mass Da
  • Monoisotopic mass Da
  • ChemSpider ID5288579
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 14 of 14 defined stereocentres


More details:






Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-Trihydroxy-22-{(2S,2'R,5S,5'S)-5'-[(1R)-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 [ACD/IUPAC Name]
(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-Trihydroxy-22-{(2S,2'R,5S,5'S)-5'-[(1R)-1-hydroxyethyl]-2,5'-dimethyloctahydro-2,2'-bifuran-5-yl}-4,6,8,12,14,18,20-heptamethyl-9-oxo-10,16-docosadi ensäure [German] [ACD/IUPAC Name]
(4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-Trihydroxy-22-{(2S,2'R,5S,5'S)-5'-[(1R)-1-hydroxyethyl]-2,5'-dimethyloctahydro-2,2'-bifuran-5-yl}-4,6,8,12,14,18,20-heptamethyl-9-oxodocosa-10,16-dienoic acid
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,1 8R,19R,20S,21S)- [ACD/Index Name]
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)-
3642126
56092-81-0 [RN]
Acide (4R,6S,8S,10Z,12R,14R,16E,18R,19R,20S,21S)-11,19,21-trihydroxy-22-{(2S,2'R,5S,5'S)-5'-[(1R)-1-hydroxyéthyl]-2,5'-diméthyloctahydro-2,2'-bifuran-5-yl}-4,6,8,12,14,18,20-heptaméthyl-9-oxo-10,16-do cosadiénoïque [French] [ACD/IUPAC Name]
Ionomycin [Wiki]
Ionomycin free acid
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

CHEBI:63954 [DBID]
PubChem Substance ID 24856928 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Chemical Class:

      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 <ital>Streptomyces conglobatus</ital>, it is used in research to raise the intracellular level of Ca<small sup>2+</smallsup> and as a research tool to understand Ca<smallsup>2+</smallsup> transport across biological membranes. ChEBI CHEBI:63954
      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 researc h tool to understand Ca2+ transport across biological membranes. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:63954
    • Bio Activity:

      <p>Potent calcium ionophore which shows selectivity for Ca<sup>2+</sup> over Mg<sup>2+</sup> and K<sup>+</sup>. Acts as a Ca<sup>2+</sup> carrier. <a href=/ionomycin-free-acid.html title=Ionomycin| Stimulates cytokine production | Hello Bio target=_self>Ionomycin</a>&nbsp;calcium salt also available..</p> <p>Directly stimulates store-regulated cation entry across biological membranes to enhance Ca<sup>2+</sup> influx and increase intracellular Ca<sup>2+</sup> concentration.</p> <p></p> <p>Synergies with with <a href=/phorbol-12myristate-13acetate.html title=PMA | Hello Bio target=_self>phorbol myristate acetate</a> (PMA) to enhance activation of PKC. Frequently used in combination with PMA to stimulate T-cell activation and intracellular production of cytokines.</p> <p>Also induces apoptosis.</p> <p><a href=/a23187-free-acid.html title=Calcium ionophore A23187 | Hello Bio target=_self>Calcium ionophore A23187</a> also available.</p> Hello Bio [HB1002]
      Calcium ionophore Tocris Bioscience 2092
      Calcium ionophore. Stimulates cytokine production. Hello Bio [HB1002]
      Calcium ionophore; more specific than A23187 (Cat. No. 1234). Tocris Bioscience 2092
      Calcium ionophore; more specific than A23187. Calcium Salt also available. Tocris Bioscience 2092
      Calcium Signaling Tocris Bioscience 2092
      Cell Biology Tocris Bioscience 2092
      Cell signaling/Ca<sup>2+</sup> signaling/General compounds Hello Bio [HB1002]
      General Calcium Signaling Agents Tocris Bioscience 2092
      Imaging, dyes, stains & labels/Ion indicators, ionophores & chelators Hello Bio [HB1002]
      Ion channels/Other/Ionophores Hello Bio [HB1002]
      Signal Transduction Tocris Bioscience 2092
      Type/Biochemicals & small molecules Hello Bio [HB1002]

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

No predicted properties have been calculated for this compound.

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