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Lasalocid A Sodium

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Also known as: 25999-20-6, Bovatec, Avatec, Lasalocid a sodium salt, Lasalocid a sodium, Lasalocid sodium salt

Molecular Formula

C₃₄H₅₃NaO₈

Molecular Weight

612.8 g/mol

InChI Key

RDHDUYAKDYQPEW-HWLWSTNVSA-M

FDA UNII

W2S5C71Y3G

Cationic ionophore antibiotic obtained from Streptomyces lasaliensis that, among other effects, dissociates the calcium fluxes in muscle fibers. It is used as a coccidiostat, especially in poultry.

1 2D Structure

Lasalocid A Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoate

2.1.2 InChI

InChI=1S/C34H54O8.Na/c1-9-25(31-21(6)18-34(11-3,42-31)26-16-17-33(40,10-2)23(8)41-26)30(37)22(7)28(35)19(4)12-14-24-15-13-20(5)29(36)27(24)32(38)39;/h13,15,19,21-23,25-26,28,31,35-36,40H,9-12,14,16-18H2,1-8H3,(H,38,39);/q;+1/p-1/t19-,21+,22+,23+,25+,26-,28+,31+,33-,34+;/m1./s1

2.1.3 InChI Key

RDHDUYAKDYQPEW-HWLWSTNVSA-M

2.1.4 Canonical SMILES

CCC(C1C(CC(O1)(CC)C2CCC(C(O2)C)(CC)O)C)C(=O)C(C)C(C(C)CCC3=C(C(=C(C=C3)C)O)C(=O)[O-])O.[Na+]

2.1.5 Isomeric SMILES

CC[C@H]([C@@H]1[C@H](C[C@@](O1)(CC)[C@H]2CC[C@@]([C@@H](O2)C)(CC)O)C)C(=O)[C@@H](C)[C@H]([C@H](C)CCC3=C(C(=C(C=C3)C)O)C(=O)[O-])O.[Na+]

2.2 Other Identifiers

2.2.1 UNII

W2S5C71Y3G

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Avatec

2. Lasalocid

3. Lasalocid A

4. Ro 2 2985

5. Ro 2-2985

6. Ro 22985

7. X-537a

2.3.2 Depositor-Supplied Synonyms

1. 25999-20-6

2. Bovatec

3. Avatec

4. Lasalocid A Sodium Salt

5. Lasalocid A Sodium

6. Lasalocid Sodium Salt

7. Sodium Lasalocid

8. Sodium Lasalocid A

9. Lasalocid (sodium)

10. Bovatec 150fp

11. Lasalocid A Monosodium Salt

12. Mt 2007

13. Lascaloid

14. Mls001304052

15. W2s5c71y3g

16. Lasalocid A Sodium Salt Solution

17. Smr000538906

18. Mt2007

19. Sodium;6-[(3r,4s,5s,7r)-7-[(2s,3s,5s)-5-ethyl-5-[(2r,5r,6s)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoate

20. Bovate 20

21. Nsc243046

22. Nsc-243046

23. Unii-w2s5c71y3g

24. Lasalocid-na

25. Lasalocid-a Sodium

26. Ncgc00095029-01

27. Einecs 247-400-3

28. Cas-25999-20-6

29. Nsc 243046

30. Ro 2-2985 Sodium

31. Ionophore X-537a Sodium

32. Antibiotic X-537a Sodium

33. Dsstox_cid_25895

34. Dsstox_rid_81207

35. Dsstox_gsid_45895

36. Mls001173429

37. Mls001334026

38. Mls001334027

39. Mls006011597

40. Chembl1489769

41. Dtxsid9045895

42. Bdbm79589

43. Chebi:91848

44. Cid_6426773

45. Hy-b1071a

46. Lasalocid Sodium [mart.]

47. Hms2097f17

48. Hms2235p08

49. Np167

50. Sodium 6-[(3r,4s,5s,7r)-7-{(2s,3s,5s)-5-ethyl-5-[(2r,5r,6s)-5-ethyl-5-hydroxy-6-methyltetrahydro-2h-pyran-2-yl]-3-methyltetrahydrofuran-2-yl}-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoate

51. Tox21_111396

52. Mfcd00078065

53. Lasalocid Sodium [green Book]

54. Akos025311506

55. Cs-5930

56. 6-(7-(5-ethyl-5-(5-ethyltetrahydro-5-hydroxy-6-methyl-2h-pyran-2-yl)tetrahydro-3-methyl-2-furanyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-2-hydroxy-3-methylbenzoic Acid Monosodium Salt, (2r-(2alpha(2s*(3r*,4s*,5s*,7r*),3s*,5s*),5alpha,6beta))-

57. Antibiotic X-537a Sodiumlasalocid-a Sodium

58. Lasalocid A Sodium 100 Microg/ml In Methanol

59. Lasalocid A Sodium 100 Microg/ml In Acetonitrile

60. J-016217

61. Q27292230

62. Lasalocid A Sodium Salt (solution In Acetonitrile 0.2mg/2ml)

63. Lasalocid A Sodium Salt Solution, ~100 Microg/ml In Acetonitrile

64. Lasalocid-a Sodium; Ionophore X-537a Sodium; Antibiotic X-537a

65. 2,3-cresotic Acid, 6-(7-(5-ethyl-5-(5-ethyltetrahydro-5-hydroxy-6-methyl-2h-pyran-2-yl)tetrahydro-3-methyl-2-furyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-, Monosodium Salt. (-)-

66. Benzoic Acid, 6-((3r,4s,5s,7r)-7-((2s,3s,5s)-5-ethyl-5-((2r,5r,6s)-5-ethyltetrahydro-5-hydroxy-6-methyl-2h-pyran-2-yl)tetrahydro-3-furanyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-2-hydroxy-3-methyl-, Monosodium Salt

67. Benzoic Acid, 6-((3r,4s,5s,7r)-7-((2s,3s,5s)-5-ethyl-5-((2r,5r,6s)-5-ethyltetrahydro-5-hydroxy-6-methyl-2h-pyran-2-yl)tetrahydro-3-methyl-2-furanyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-2-hydroxy-3-methyl-, Sodium Salt (1:1)

68. Benzoic Acid, 6-(7-(5-ethyl-5-(5-ethyltetrahydro-5-hydroxy-6-methyl-2h-pyran-2-yl)tetrahydro-3-methyl-2-furanyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-2-hydroxy-3-methyl-, Monosodium Salt, (2r-(2alpha(2s*(3r*,4s*,5s*,7r*),3s*,5s*),5alpha,6beta))-

69. Benzoic Acid,6-[(3r,4s,5s,7r)-7-[(2s,3s,5s)-5-ethyl-5-[(2r,5r,6s)-5-ethyltetrahydro-5-hydroxy-6-methyl-2h-pyran-2-yl]tetrahydro-3-methyl-2-furanyl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methy

70. Lasalocid A Sodium Salt Solution, 100 Mug/ml In Acetonitrile, Vetranal(tm), Analytical Standard

71. Sodium (1s,9s)-1,5:6,9-dianhydro-9-[(3r,5s,6s,7r)-9-(2-carboxylato-3-hydroxy-4-methylphenyl)-6-hydroxy-5,7-dimethyl-4-oxononan-3-yl]-3,4,7,8-tetradeoxy-6-ethyl-2-c-ethyl-1,8-dimethyl-d-galacto-nonitol

2.4 Create Date

2006-04-28

3 Chemical and Physical Properties

Molecular Formula	C₃₄H₅₃NaO₈
Molecular Weight	612.8 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	13
Exact Mass	612.36381293 g/mol
Monoisotopic Mass	612.36381293 g/mol
Topological Polar Surface Area	136 Å²
Heavy Atom Count	43
Formal Charge	0
Complexity	917
Isotope Atom Count	0
Defined Atom Stereocenter Count	10
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

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

Ionophores

Chemical agents that increase the permeability of biological or artificial lipid membranes to specific ions. Most ionophores are relatively small organic molecules that act as mobile carriers within membranes or coalesce to form ion permeable channels across membranes. Many are antibiotics, and many act as uncoupling agents by short-circuiting the proton gradient across mitochondrial membranes. (See all compounds classified as Ionophores.)

Coccidiostats

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

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