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Also known as: Monensin sodium salt, 22373-78-0, Sodium monensin, Monensin a sodium salt, Dsstox_cid_25573, Dsstox_rid_80970

Molecular Formula

C₃₆H₆₁NaO₁₁

Molecular Weight

692.9 g/mol

InChI Key

XOIQMTLWECTKJL-FBZUZRIGSA-M

An antiprotozoal agent produced by Streptomyces cinnamonensis. It exerts its effect during the development of first-generation trophozoites into first-generation schizonts within the intestinal epithelial cells. It does not interfere with hosts' development of acquired immunity to the majority of coccidial species. Monensin is a sodium and proton selective ionophore and is widely used as such in biochemical studies.

1 2D Structure

Monensin Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(2S,3R,4S)-4-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-ethyl-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]oxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methylpentanoate

2.1.2 InChI

InChI=1S/C36H62O11.Na/c1-10-34(31-20(3)16-26(43-31)28-19(2)15-21(4)36(41,18-37)46-28)12-11-27(44-34)33(8)13-14-35(47-33)17-25(38)22(5)30(45-35)23(6)29(42-9)24(7)32(39)40;/h19-31,37-38,41H,10-18H2,1-9H3,(H,39,40);/q;+1/p-1/t19-,20-,21+,22+,23-,24-,25-,26+,27+,28-,29+,30-,31+,33-,34-,35+,36-;/m0./s1

2.1.3 InChI Key

XOIQMTLWECTKJL-FBZUZRIGSA-M

2.1.4 Canonical SMILES

CCC1(CCC(O1)C2(CCC3(O2)CC(C(C(O3)C(C)C(C(C)C(=O)[O-])OC)C)O)C)C4C(CC(O4)C5C(CC(C(O5)(CO)O)C)C)C.[Na+]

2.1.5 Isomeric SMILES

CC[C@]1(CC[C@@H](O1)[C@@]2(CC[C@@]3(O2)C[C@@H]([C@H]([C@H](O3)[C@@H](C)[C@H]([C@H](C)C(=O)[O-])OC)C)O)C)[C@H]4[C@H](C[C@@H](O4)[C@@H]5[C@H](C[C@H]([C@@](O5)(CO)O)C)C)C.[Na+]

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Coban

2. Monensin

3. Monensin A Sodium Complex

4. Monensin Monosodium Salt

5. Monensin-a-sodium Complex

6. Rumensin

2.2.2 Depositor-Supplied Synonyms

1. Monensin Sodium Salt

2. 22373-78-0

3. Sodium Monensin

4. Monensin A Sodium Salt

5. Dsstox_cid_25573

6. Dsstox_rid_80970

7. Dsstox_gsid_45573

8. Nsc343257

9. Dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methylpentanoate

10. C36h61nao11

11. Nsc-343257

12. Ncgc00017089-01

13. Sodium;(2s,3r,4s)-4-[(2s,5r,7s,8r,9s)-2-[(2r,5s)-5-ethyl-5-[(2r,3s,5r)-5-[(2s,3s,5r,6r)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]oxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-

14. Cas-22373-78-0

15. Mls002153986

16. Monensin Sodium 100 Microg/ml In Acetonitrile

17. Schembl4057708

18. Chembl1908308

19. Dtxsid2045573

20. Monensin Sodium Salt, 90% Min.

21. Hms2097e18

22. Hms3714e18

23. Hy-n0150

24. Tox21_110771

25. Tox21_113191

26. Mfcd00077826

27. S2324

28. Akos025147337

29. Am84797

30. As-0826

31. Ccg-220748

32. Smr001233320

33. Monensin Sodium 100 Microg/ml In Methanol

34. Cs-0007881

35. M2573

36. E78700

37. 2-[5-ethyltetrahydro-5-[tetrahydro-3-methyl-5-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2h-pyran-2-yl]-2-furyl]-2-furyl]-9-hydroxy-?-methoxy-?,?,2,8-tetramethyl-1,6-dioxaspiro[4.5]decane-7-butyric Acid Sodium Salt

38. 4-[2-[5-ethyl-5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]- 3-methyloxolan-2-yl]oxolan-2-yl]- 9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]dec-7-yl]-3-methoxy-2-methylpentanoic Acid Sodium Salt

39. Sodium (2s,3r,4s)-4-[(2s,5r,7s,8r,9s)-2-[(2s,2'r,3's,5r,5'r)-2-ethyl-5'-[(2s,3s,5r,6r)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3'-methyl-[2,2'-bioxolan]-5-yl]-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]-3-methoxy-2-methylpentanoate

40. Sodium;(2s,3r,4s)-4-[(2s,5r,7s,8r,9s)-2-[(2r,5s)-5-ethyl-5-[(2r,3s,5r)-5-[(2s,3s,5r,6r)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]oxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methylpentanoate

2.3 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₃₆H₆₁NaO₁₁
Molecular Weight	692.9 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	10
Exact Mass	692.41115704 g/mol
Monoisotopic Mass	692.41115704 g/mol
Topological Polar Surface Area	156 Å²
Heavy Atom Count	48
Formal Charge	0
Complexity	1110
Isotope Atom Count	0
Defined Atom Stereocenter Count	17
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antifungal Agents

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)

Antiprotozoal Agents

Substances that are destructive to protozoans. (See all compounds classified as Antiprotozoal Agents.)

Coccidiostats

Agents useful in the treatment or prevention of COCCIDIOSIS in man or animals. (See all compounds classified as Coccidiostats.)

Proton Ionophores

Chemical agents that increase the permeability of CELL MEMBRANES to PROTONS. (See all compounds classified as Proton Ionophores.)

Sodium Ionophores

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

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