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2D Structure
Also known as: 73816-42-9, Mecloderm, Meclan, Meclocycline sulfosalicylate salt, Meclutin, Meclan cream
Molecular Formula
C29H27ClN2O14S
Molecular Weight
695.0  g/mol
InChI Key
WVJKUGVVYXCLFV-CCHMMTNSSA-N
FDA UNII
46VZA7RX2B

Meclocycline Sulfosalicylate is the sulfosalicylate salt form of meclocycline, a tetracycline antibiotic with broad-spectrum antibacterial and antiprotozoal activity. Meclocycline sulfosalicylate is bacteriostatic and inhibits bacterial protein synthesis by binding to the 30S ribosomal subunit, thereby preventing the addition of amino acids to the growing peptide chain. This tetracycline is active against a wide range of gram-positive and gram-negative bacteria.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4S,4aR,5S,5aR,12aR)-7-chloro-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;2-hydroxy-5-sulfobenzoic acid
2.1.2 InChI
InChI=1S/C22H21ClN2O8.C7H6O6S/c1-6-9-7(23)4-5-8(26)11(9)16(27)12-10(6)17(28)14-15(25(2)3)18(29)13(21(24)32)20(31)22(14,33)19(12)30;8-6-2-1-4(14(11,12)13)3-5(6)7(9)10/h4-5,10,14-15,17,26-28,31,33H,1H2,2-3H3,(H2,24,32);1-3,8H,(H,9,10)(H,11,12,13)/t10-,14-,15+,17+,22+;/m1./s1
2.1.3 InChI Key
WVJKUGVVYXCLFV-CCHMMTNSSA-N
2.1.4 Canonical SMILES
CN(C)C1C2C(C3C(=C)C4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O.C1=CC(=C(C=C1S(=O)(=O)O)C(=O)O)O
2.1.5 Isomeric SMILES
CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O.C1=CC(=C(C=C1S(=O)(=O)O)C(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
46VZA7RX2B
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacene Carboxamide

2. Gs 2989

3. Gs-2989

4. Meclan

5. Meclocycline

6. Meclocycline Monohydrochloride, (4s-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))-isomer

7. Meclosorb

8. Samil

2.3.2 Depositor-Supplied Synonyms

1. 73816-42-9

2. Mecloderm

3. Meclan

4. Meclocycline Sulfosalicylate Salt

5. Meclutin

6. Meclan Cream

7. Meclocycline 5-sulfosalicylate

8. Meclocyline Sulfosalicylate

9. Nsc-757831

10. 46vza7rx2b

11. Snx-1012

12. (4s,4ar,5s,5ar,12as)-7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide Mono(5-sulfosalicylate) (salt)

13. Meclocycline (sulfosalicylate Salt)

14. (4s,4ar,5s,5ar,12ar)-7-chloro-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;2-hydroxy-5-sulfobenzoic Acid

15. Sr-05000001668

16. Meclocycline Sulfosalicylate [usan]

17. Einecs 277-614-2

18. Unii-46vza7rx2b

19. Ncgc00017134-01

20. Prestwick_588

21. Cas-73816-42-9

22. Meclan (tn)

23. Meclocycline Sulfosalicylate [usan:usp]

24. Spectrum_001330

25. Prestwick0_000456

26. Prestwick1_000456

27. Prestwick2_000456

28. Spectrum2_001405

29. Spectrum3_000919

30. Spectrum4_001018

31. Spectrum5_001522

32. Dsstox_cid_25596

33. Dsstox_rid_80989

34. Dsstox_gsid_45596

35. Kbiogr_001515

36. Kbioss_001810

37. Divk1c_000585

38. Schembl193563

39. Spectrum1501118

40. Spbio_001450

41. Spbio_002471

42. Chembl261772

43. Dtxsid5045596

44. Schembl23359126

45. Hms501n07

46. Kbio1_000585

47. Kbio2_001810

48. Kbio2_004378

49. Kbio2_006946

50. Kbio3_001898

51. Ninds_000585

52. Hms1569k14

53. Hms1921f17

54. Hms2092d11

55. Pharmakon1600-01501118

56. Meclocycline Sulfosalicylate (usp)

57. Bcp19781

58. Hy-b1366

59. Tox21_110794

60. Ccg-39023

61. Nsc757831

62. Akos026749854

63. Akos030254832

64. Nsc 757831

65. Idi1_000585

66. (4s,4ar,5s,5ar,12ar)-7-chloro-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide,2-hydroxy-5-sulfobenzoic Acid

67. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, (4s-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))-, Mono(2-hydroxy-5-sulfobenzoate) (salt)

68. Benzoic Acid, 2-hydroxy-5-sulfo-, Compd. With (4s-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))-7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide (1:1)

69. Meclocyline Sulfosalicylate [vandf]

70. Meclocycline 5-sulfosalicylate [mi]

71. Meclocycline Sulfosalicylate [mart.]

72. Cs-0013107

73. Meclocycline Sulfosalicylate [usp-rs]

74. Meclocycline Sulfosalicylate [who-dd]

75. D02477

76. D94875

77. Meclocycline Sulfosalicylate [orange Book]

78. Meclocycline Sulfosalicylate [usp Impurity]

79. Sr-05000001668-1

80. Sr-05000001668-3

81. Q27887916

82. 2-naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, (4s-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,12a.alpha.))-, Mono(2-hydroxy-5-sulfobenzoate) (salt)

2.4 Create Date
2011-12-26
3 Chemical and Physical Properties
Molecular Weight 695.0 g/mol
Molecular Formula C29H27ClN2O14S
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count15
Rotatable Bond Count4
Exact Mass694.0871524 g/mol
Monoisotopic Mass694.0871524 g/mol
Topological Polar Surface Area302 Ų
Heavy Atom Count47
Formal Charge0
Complexity1350
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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.)