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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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