DSSTox_CID_28921

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Also known as: Cefoxitin sodium salt, 33564-30-6, Betacef, Cenomycin, Mefoxin, Merxin

Molecular Formula

C₁₆H₁₆N₃NaO₇S₂

Molecular Weight

449.4 g/mol

InChI Key

GNWUOVJNSFPWDD-XMZRARIVSA-M

FDA UNII

Q68050H03T

A semisynthetic cephamycin antibiotic resistant to beta-lactamase.

1 2D Structure

DSSTox_CID_28921

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.1.2 InChI

InChI=1S/C16H17N3O7S2.Na/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19;/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22);/q;+1/p-1/t14-,16+;/m1./s1

2.1.3 InChI Key

GNWUOVJNSFPWDD-XMZRARIVSA-M

2.1.4 Canonical SMILES

COC1(C2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)[O-])NC(=O)CC3=CC=CS3.[Na+]

2.1.5 Isomeric SMILES

CO[C@@]1([C@@H]2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)[O-])NC(=O)CC3=CC=CS3.[Na+]

2.2 Other Identifiers

2.2.1 UNII

Q68050H03T

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cefoxitin

2. Mfoxin

3. Mefoxin

4. Mefoxitin

5. Mk 306

6. Mk-306

7. Mk306

8. Sodium, Cefoxitin

2.3.2 Depositor-Supplied Synonyms

1. Cefoxitin Sodium Salt

2. 33564-30-6

3. Betacef

4. Cenomycin

5. Mefoxin

6. Merxin

7. Cefoxitin (sodium)

8. Mefoxitin

9. Mls000028557

10. Chebi:3501

11. Q68050h03t

12. Smr000058809

13. Monosodium Cefoxitin

14. Sodium (6r,7s)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate Carbamate (ester)

15. Cefoxil

16. Cefoxotin Sodium

17. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((aminocarbonyl)oxy)methyl)-7-methoxy-8-oxo-7-((2-thienylacetyl)amino)-, Sodium Salt, (6r-cis)-

18. Ncgc00183034-01

19. Mk-306

20. Unii-q68050h03t

21. Prestwick_12

22. Mefoxin In Plastic Container

23. Sodium (6r,7s)-3-((carbamoyloxy)methyl)-7-methoxy-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

24. Sodium (6r,7s)-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

25. Einecs 251-574-6

26. Mefoxin (tn)

27. Cas-33564-30-6

28. Mfcd00079042

29. Mk 206

30. Cefoxitin Na

31. Cefoxitin Sodium [usan:usp:ban:jan]

32. Cefoxitin And Dextrose In Duplex Container

33. Opera_id_912

34. Cefoxitin (sodium Salt)

35. Sodium;(6r,7s)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

36. Dsstox_cid_28921

37. Dsstox_rid_83187

38. Dsstox_gsid_48995

39. Schembl41178

40. Cefoxitin Sodium (jan/usp)

41. Mefoxin In Dextrose 5% In Plastic Container

42. Mls001076334

43. Mls002222151

44. Bidd:gt0505

45. Spectrum1502031

46. L 620388

47. Cefoxitin Sodium [jan]

48. Cefoxitin Sodium [usan]

49. Cefoxitin Sodium [vandf]

50. Chembl1200530

51. Dtxsid8048995

52. Cefoxitin For Peak Identification

53. Hms501m18

54. Cefoxitin Sodium [mart.]

55. Cefoxitin Sodium [who-dd]

56. Hms1570h05

57. Hms1921f14

58. Hms2092p11

59. Hms2097h05

60. Hms2232e15

61. Hms3259k10

62. Hms3714h05

63. Mefoxin In Sodium Chloride 0.9% In Plastic Container

64. Cefoxitin Sodium Salt [mi]

65. Bcp12069

66. Hy-b1117

67. Tox21_113485

68. Ccg-39693

69. Akos024464829

70. Cefoxitin Sodium [orange Book]

71. Ac-1303

72. Cefoxitin Sodium [usp Impurity]

73. Cs-4716

74. Nc00556

75. Cefoxitin Sodium [usp Monograph]

76. As-56725

77. Sodium (6r-cis)-3-((carbamoyloxy)methyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

78. C3602

79. C-2480

80. C08106

81. D00913

82. A821839

83. (r)-4-isopropyl-5,5-diphenyl-2-oxazolidinone

84. Q27106110

85. Cefoxitin Sodium Salt, Antibiotic For Culture Media Use Only

86. (6r,7s)-3-[[(aminocarbonyl)oxy]methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[420]oct-2-ene-2-carboxylic Acid Sodium Salt

87. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 3-(((aminocarbonyl)oxy)methyl)-7-methoxy-8-oxo-7-((2-thienylacetyl)amino)-, Monosodium Salt, (6r-cis)-

88. Sodium (6r,7s)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₆N₃NaO₇S₂
Molecular Weight	449.4 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	8
Exact Mass	449.03273649 g/mol
Monoisotopic Mass	449.03273649 g/mol
Topological Polar Surface Area	205 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	750
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Cefoxitin and dextrose in duplex container
Active Ingredient	Cefoxitin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	B Braun

2 of 4
Drug Name	Mefoxin in plastic container
Active Ingredient	Cefoxitin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 40mg base/ml; eq 20mg base/ml
Market Status	Prescription
Company	Mylan Institutional

3 of 4
Drug Name	Cefoxitin and dextrose in duplex container
Active Ingredient	Cefoxitin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	B Braun

4 of 4
Drug Name	Mefoxin in plastic container
Active Ingredient	Cefoxitin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 40mg base/ml; eq 20mg base/ml
Market Status	Prescription
Company	Mylan Institutional