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CHEMISTRY
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ACTIVE PHARMA INGREDIENTS

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Synopsis

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Chemistry

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Also known as: Narasin a, Compound 79891, Monteban, 55134-13-9, Antibiotic a-28086 factor a, Antibiotic c 7819b

Molecular Formula

C₄₃H₇₂O₁₁

Molecular Weight

765.0 g/mol

InChI Key

VHKXXVVRRDYCIK-CWCPJSEDSA-N

FDA UNII

DZY9VU539P

narasin is a natural product found in Kitasatospora aureofaciens with data available.

1 2D Structure

Narasin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R)-2-[(2R,3S,5S,6R)-6-[(2S,3S,4S,6R)-6-[(3S,5S,7R,9S,10S,12R,15R)-3-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic acid

2.1.2 InChI

InChI=1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)/t23-,24-,25-,26+,27-,28-,29-,30-,31+,32+,33+,34+,36+,37+,38-,40-,41+,42-,43-/m0/s1

2.1.3 InChI Key

VHKXXVVRRDYCIK-CWCPJSEDSA-N

2.1.4 Canonical SMILES

CCC(C1C(CC(C(O1)C(C)C(C(C)C(=O)C(CC)C2C(CC(C3(O2)C=CC(C4(O3)CCC(O4)(C)C5CCC(C(O5)C)(CC)O)O)C)C)O)C)C)C(=O)O

2.1.5 Isomeric SMILES

CC[C@H]([C@H]1[C@H](C[C@@H]([C@@H](O1)[C@@H](C)[C@@H]([C@H](C)C(=O)[C@H](CC)[C@@H]2[C@H](C[C@H]([C@]3(O2)C=C[C@H]([C@@]4(O3)CC[C@@](O4)(C)[C@H]5CC[C@@]([C@@H](O5)C)(CC)O)O)C)C)O)C)C)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

DZY9VU539P

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4-methylsalinomycin

2. Narasin A

3. Narasin Monosodium Salt

2.3.2 Depositor-Supplied Synonyms

1. Narasin A

2. Compound 79891

3. Monteban

4. 55134-13-9

5. Antibiotic A-28086 Factor A

6. Antibiotic C 7819b

7. Antibiotic A 28086a

8. Salinomycin, 4-methyl-, (4s)-

9. Lilly 79891

10. 4-methylsalinomycin

11. C-7819b

12. Dzy9vu539p

13. Narasine

14. Narasino

15. Narasinum

16. Compd-79891

17. C 7819b

18. Salinomycin, 4-methyl-, (4s)

19. Monteban (tn)

20. Narasine [inn-french]

21. Narasinum [inn-latin]

22. Narasino [inn-spanish]

23. Narasin (usp/inn)

24. (2r)-2-[(2r,3s,5s,6r)-6-[(2s,3s,4s,6r)-6-[(3s,5s,7r,9s,10s,12r,15r)-3-[(2r,5r,6s)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxooctan-2-yl]-3,5-dimethyloxan-2-yl]butanoic Acid

25. Unii-dzy9vu539p

26. Brn 1678311

27. Ai3-29798

28. Narasin [usan:usp:inn:ban]

29. Narasin 100 Microg/ml In Acetonitrile

30. Ncgc00167550-01

31. 2h-pyran-2-acetic Acid, Alpha-ethyl-6-(5-(2-(5-ethyltetrahydro-5-hydroxy-6-methyl-2h-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro(4.1.5.3)pentadec-13-en-9-yl)-2-hydroxy-1,3-dimethyl-4-oxoheptyl)tetrahydro-3,5-dimethyl-

32. Narasin [usan]

33. Narasin [inn]

34. Narasin [mi]

35. Narasin [mart.]

36. Narasin [usp-rs]

37. Dsstox_cid_26707

38. Dsstox_rid_81840

39. Dsstox_gsid_46707

40. Narasin [green Book]

41. Alpha-ethyl-6-(5-(2-(5-ethyltetrahydro-5-hydroxy-6-methyl-2h-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro(4.1.5.3)pentadec-13-en-9-yl)-2-hydroxy-1,3-dimethyl-4-oxoheptyl)tetrahydro-3,5-dimethyl-2h-pyran-2-acetic Acid

42. Schembl123401

43. Narasin [usp Impurity]

44. Chembl2104423

45. Dtxsid2046707

46. Gtpl10835

47. Chebi:183815

48. Tox21_112545

49. Zinc85540282

50. Db11432

51. Ncgc00167550-06

52. Ncgc00167550-08

53. Cas-55134-13-9

54. Hy-121410

55. Cs-0081972

56. D05122

57. Q2104314

58. (2r)-2-[(2r,3s,5s,6r)-6-[(2s,3s,4s,6r)-6-[(3s,5s,7r,9s,10s,12r,15r)-3-[(2r,5r,6s)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-15-hydroxy-3,10,12-trimethyl-4,6,8-trioxadispiro[4.1.5^{7}.3^{5}]pentadec-13-en-9

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₄₃H₇₂O₁₁
Molecular Weight	765.0 g/mol
XLogP3	6.2
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	12
Exact Mass	764.50746311 g/mol
Monoisotopic Mass	764.50746311 g/mol
Topological Polar Surface Area	161 Å²
Heavy Atom Count	54
Formal Charge	0
Complexity	1360
Isotope Atom Count	0
Defined Atom Stereocenter Count	19
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1