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Chemistry

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Also known as: 2058-46-0, Oxytetracycline hcl, Terramycin hydrochloride, Oxytetracycline.hcl, Bisolvomycin, Terramycin
Molecular Formula
C22H25ClN2O9
Molecular Weight
496.9  g/mol
InChI Key
SVDOODSCHVSYEK-IFLJXUKPSA-N
FDA UNII
4U7K4N52ZM

Oxytetracycline Hydrochloride
A TETRACYCLINE analog isolated from the actinomycete STREPTOMYCES rimosus and used in a wide variety of clinical conditions.
1 2D Structure

Oxytetracycline Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4S,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride
2.1.2 InChI
InChI=1S/C22H24N2O9.ClH/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31);1H/t12-,13-,14+,17+,21-,22+;/m1./s1
2.1.3 InChI Key
SVDOODSCHVSYEK-IFLJXUKPSA-N
2.1.4 Canonical SMILES
CC1(C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O.Cl
2.1.5 Isomeric SMILES
C[C@@]1([C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O)O.Cl
2.2 Other Identifiers
2.2.1 UNII
4U7K4N52ZM
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Bisolvomycin

2. Geomycin

3. Hydroxytetracycline

4. Oxyterracin

5. Oxyterracine

6. Oxytetracid

7. Oxytetracycline

8. Oxytetracycline Anhydrous

9. Oxytetracycline Calcium

10. Oxytetracycline Dihydrate

11. Oxytetracycline Monohydrochloride

12. Oxytetracycline Sulfate (2:1)

13. Oxytetracycline, (4a Beta,5 Beta,5a Beta,12a Beta)-isomer

14. Oxytetracycline, (5 Beta)-isomer

15. Oxytetracycline, Anhydrous

16. Oxytetracycline, Calcium (1:1) Salt

17. Oxytetracycline, Disodium Salt, Dihydrate

18. Oxytetracycline, Sodium Salt

19. Terramycin

2.3.2 Depositor-Supplied Synonyms

1. 2058-46-0

2. Oxytetracycline Hcl

3. Terramycin Hydrochloride

4. Oxytetracycline.hcl

5. Bisolvomycin

6. Terramycin

7. Dalimycin

8. Unimycin

9. Oxy-kesso-tetra

10. Alamycin

11. Imperacin

12. Mepatar

13. Oxacycline

14. Oxymykoin

15. Oxysteclin

16. Vendarcin

17. Oxytetracyclini Hydrochloridum

18. Dalinmycin

19. Engemycin

20. Oxamycen

21. Liquamycin Injectable

22. Aquacycline

23. Hydrocyclin

24. Oxybiocycline

25. Abbocin

26. Chrysocin

27. Elinton

28. Intaloxin

29. Liquachel

30. Macodyn

31. Otetryn

32. Oxlopar

33. Oxycycline

34. Oxyject

35. Oxytetral

36. Oxytetrin

37. Oxytracyl

38. Terraject

39. Toxinal

40. Biotet

41. Oxyvet

42. Oxy-dumocyclin

43. Tetra-tablinen

44. Oxy-terachel

45. Bi Steclin

46. Ia-loxin

47. Oxy-rivo

48. Uri-tet

49. Tetran Hydrochloride

50. 5-hydroxytetracycline Hydrochloride

51. Stecsolin

52. Oxydon

53. Tm 5

54. Oxy-tet 50

55. Tetracycline, 5-oxy-

56. Oxy-ws

57. Oxytetracycline (hydrochloride)

58. 4u7k4n52zm

59. Nsc 9169

60. Biosolvomycin

61. Chebi:31953

62. Oxy-de 250

63. 5-hydroxytetracycline Monohydrochloride

64. 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride

65. Ncgc00091268-01

66. Oxytet

67. Terramycin (tn)

68. Dsstox_cid_1097

69. Component Of Terramycin Topical Ointment

70. Dsstox_rid_75939

71. Dsstox_gsid_21097

72. (4s,4ar,5s,5ar,6s,12ar)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

73. Oxy Ws

74. Oxyject 100

75. Caswell No. 628

76. Oxytetracycline Hydrochloride 100 Microg/ml In Acetonitrile

77. Oxatet

78. Hydroxytetrazyklinhydrochlorid

79. Ccris 200

80. Cas-2058-46-0

81. Tm 5 (van)

82. Nsc-757262

83. (4s,4ar,5s,5ar,6s,12as)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride

84. Einecs 218-161-2

85. Epa Pesticide Chemical Code 006308

86. Unii-4u7k4n52zm

87. Neo-oxy 100/100 Mr

88. Ai3-50164

89. Oxytetracycline Hydrochloride (internal Use)

90. (4s,4ar,5s,5ar,6s,12as)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

91. Oxytetracycline Hydrochloride [jan]

92. Oxytetracycline Hydrochloride [usp:jan]

93. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s,4ar,5s,5ar,6s,12as)-

94. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5alpha,5aalpha,6beta,12aalpha))-

95. Schembl124996

96. Spectrum1500457

97. Chembl1607480

98. Chembl4549546

99. Chembl4591469

100. Dtxsid5021097

101. Hy-b0275a

102. Hms1920f04

103. Pharmakon1600-01500457

104. Tox21_111109

105. Tox21_201850

106. Tox21_300601

107. Ccg-40206

108. Mfcd00135815

109. Nsc757262

110. S5199

111. Oxytetracycline For System Suitability

112. Akos015950811

113. Nc00526

114. Ncgc00164443-01

115. Ncgc00254367-01

116. Ncgc00259399-01

117. (4s,5s,6s,12as,4ar,5ar)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl -1,11-dioxo-4,5,6,12a,4a,5a-hexahydronaphthacene-2-carboxamide, Chloride

118. Ac-11614

119. Oxytetracycline Hydrochloride (jp17/usp)

120. Oxytetracycline Hydrochloride [mi]

121. Cs-0013151

122. O0475

123. Oxytetracycline Hydrochloride [mart.]

124. Oxytetracycline Hydrochloride [vandf]

125. Oxytetracycline Hydrochloride [usp-rs]

126. Oxytetracycline Hydrochloride [who-dd]

127. Oxytetracycline Hydrochloride [who-ip]

128. D01596

129. Oxytetracycline Hydrochloride [green Book]

130. Oxytetracycline Hydrochloride [orange Book]

131. Oxytetracycline Hydrochloride [ep Monograph]

132. Oxytetracycline Hydrochloride [usp Monograph]

133. Oxytetracyclini Hydrochloridum [who-ip Latin]

134. Q27114732

135. Oxytetracycline Hydrochloride, >=95% (hplc), Crystalline

136. Terra-cortril Component Oxytetracycline Hydrochloride

137. Oxytetracycline Hydrochloride Component Of Terra-cortril

138. Oxytetracycline Hydrochloride, Vetranal(tm), Analytical Standard

139. Oxytetracycline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

140. Oxytetracycline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

141. 15000-39-2

142. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, Hydrochloride (1:1), (4s,4ar,5s,5ar,6s,12as)-

143. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,6.beta.,12a.alpha.))-

144. Oxytetracycline Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date
2011-12-26
3 Chemical and Physical Properties
Molecular Weight 496.9 g/mol
Molecular Formula C22H25ClN2O9
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count10
Rotatable Bond Count2
Exact Mass496.1248581 g/mol
Monoisotopic Mass496.1248581 g/mol
Topological Polar Surface Area202 Ų
Heavy Atom Count34
Formal Charge0
Complexity1000
Isotope Atom Count0
Defined Atom Stereocenter Count6
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.)


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