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    Chemistry

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    Also known as: 56092-81-0, Ionomycin free acid, Sq 23377, Sq-23377, Chebi:63954, 54v905v6at
    Molecular Formula
    C41H72O9
    Molecular Weight
    709.0  g/mol
    InChI Key
    PGHMRUGBZOYCAA-ADZNBVRBSA-N
    FDA UNII
    54V905V6AT
    Ionomycin
    A divalent calcium ionophore that is widely used as a tool to investigate the role of intracellular calcium in cellular processes.
    1 2D Structure

    Ionomycin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 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
    2.1.2 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
    2.1.3 InChI Key
    PGHMRUGBZOYCAA-ADZNBVRBSA-N
    2.1.4 Canonical SMILES
    CC(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
    2.1.5 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
    2.2 Other Identifiers
    2.2.1 UNII
    54V905V6AT
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Sq 23377

    2. Sq-23377

    3. Sq23377

    2.3.2 Depositor-Supplied Synonyms

    1. 56092-81-0

    2. Ionomycin Free Acid

    3. Sq 23377

    4. Sq-23377

    5. Chebi:63954

    6. 54v905v6at

    7. (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

    8. (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

    9. (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-docosadienoic Acid

    10. Ionomycin, Free Acid, Streptomyces Conglobatus

    11. C41h72o9

    12. Unii-54v905v6at

    13. Chembl501617

    14. Dtxsid2040521

    15. Schembl17265597

    16. Hms3403i13

    17. Hsci1_000207

    18. Akos024456942

    19. Akos037645010

    20. Zinc169289396

    21. As-56129

    22. Hy-13434

    23. Cs-0006887

    24. Ionomycin From Streptomyces Conglobatus, >=98% (hplc)

    25. (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

    26. (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-dienoicacid

    27. 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)-

    28. 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)-

    2.4 Create Date
    2006-07-04
    3 Chemical and Physical Properties
    Molecular Weight 709.0 g/mol
    Molecular Formula C41H72O9
    XLogP37.5
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count22
    Exact Mass708.51763387 g/mol
    Monoisotopic Mass708.51763387 g/mol
    Topological Polar Surface Area154 Ų
    Heavy Atom Count50
    Formal Charge0
    Complexity1120
    Isotope Atom Count0
    Defined Atom Stereocenter Count14
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count2
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Calcium Ionophores

    Chemical agents that increase the permeability of CELL MEMBRANES to CALCIUM ions. (See all compounds classified as Calcium Ionophores.)

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