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Also known as: Rifamycin sv sodium, Rifamycin sv sodium salt, Rifamastene, 14897-39-3, Rifamycin sodium [usan], Rifamycin sv monosodium salt

Molecular Formula

C₃₇H₄₆NNaO₁₂

Molecular Weight

719.7 g/mol

InChI Key

YVOFSHPIJOYKSH-NLYBMVFSSA-M

FDA UNII

32086GS35Z

Rifamycin Sodium is a sodium salt of rifamycin, an antibiotic produced by Streptomyces mediterranei which is used to treat mycobacterium infections.

1 2D Structure

Rifamycin Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-13-acetyloxy-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-27-olate

2.1.2 InChI

InChI=1S/C37H47NO12.Na/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41;/h10-16,18-20,25,29-30,33,40-44H,1-9H3,(H,38,46);/q;+1/p-1/b11-10+,14-13+,17-12-;/t16-,18+,19+,20+,25-,29-,30+,33+,37-;/m0./s1

2.1.3 InChI Key

YVOFSHPIJOYKSH-NLYBMVFSSA-M

2.1.4 Canonical SMILES

CC1C=CC=C(C(=O)NC2=CC(=C3C(=C2O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)[O-])C.[Na+]

2.1.5 Isomeric SMILES

C[C@H]1/C=C/C=C(\C(=O)NC2=CC(=C3C(=C2O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)[O-])/C.[Na+]

2.2 Other Identifiers

2.2.1 UNII

32086GS35Z

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2-h)-dione, 21-acetate

2. Aemcolo

3. Otafa

4. R-75-1

5. Rifacin

6. Rifamicina Colirio

7. Rifamycin Sv

8. Rifamycin Sv, Monosodium Salt

9. Rifamycin Sv, Sodium Salt

10. Rifamycine Chibret

11. Rifocina

12. Rifocyna

2.3.2 Depositor-Supplied Synonyms

1. Rifamycin Sv Sodium

2. Rifamycin Sv Sodium Salt

3. Rifamastene

4. 14897-39-3

5. Rifamycin Sodium [usan]

6. Rifamycin Sv Monosodium Salt

7. Aemcolo

8. Monosodium Rifamycin Sv

9. 32086gs35z

10. Rifamycin, Monosodium Salt

11. Dsstox_cid_20208

12. Dsstox_rid_79452

13. Dsstox_gsid_40208

14. Sodium;(7s,9e,11s,12r,13s,14r,15r,16r,17s,18s,19e,21z)-13-acetyloxy-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-27-olate

15. Sodium Rifomycin Sv

16. Cas-14897-39-3

17. Cb-0111

18. Nsc 133100

19. Rifamycinsodium

20. Rifamyzin-natrium

21. Rifamycinum Natricum

22. Rifamycin, Sodium Salt

23. Mfcd09752825

24. Cb-01-11, Rifamycin Sv

25. Dtxsid0040208

26. Unii-32086gs35z

27. Rifamycin Sodium [mart.]

28. Rifamycin Sodium [who-dd]

29. Einecs 238-965-7

30. Tox21_112064

31. Tox21_202806

32. Rifamycin Sodium [ep Impurity]

33. Rifamycin Sodium [orange Book]

34. Rifamycin Sv Sodium Salt [mi]

35. Rifamycin Sodium [ep Monograph]

36. Ncgc00260352-01

37. 2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2h)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, 21-acetate, Monosodium Salt

38. 2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2h)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, 21-acetate, Sodium

39. J-008536

40. Q27256110

41. Rifamycin Sv Sodium Salt, Potency: >=900 Units (dry Basis)

42. 2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,11(2h)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, 21-acetate, Sodium Salt

43. Sodium (2s,12z,14e,16s,17s,18r,19r,20r,21s,22r,23s,24e)-21-(acetyloxy)- 6,9,17,19-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-1,2- Dihydro-2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-5-olate

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₃₇H₄₆NNaO₁₂
Molecular Weight	719.7 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	3
Exact Mass	719.29177018 g/mol
Monoisotopic Mass	719.29177018 g/mol
Topological Polar Surface Area	204 Å²
Heavy Atom Count	51
Formal Charge	0
Complexity	1340
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	3
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2