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Penicillin G Potassium
Also known as: 113-98-4, Benzylpenicillin potassium, Penicillin g potassium salt, Potassium benzylpenicillin, Potassium penicillin g, Benzylpenicillin potassium salt
Molecular Formula
C16H17KN2O4S
Molecular Weight
372.5  g/mol
InChI Key
IYNDLOXRXUOGIU-LQDWTQKMSA-M
FDA UNII
VL775ZTH4C

A penicillin derivative commonly used in the form of its sodium or potassium salts in the treatment of a variety of infections. It is effective against most gram-positive bacteria and against gram-negative cocci. It has also been used as an experimental convulsant because of its actions on GAMMA-AMINOBUTYRIC ACID mediated synaptic transmission.
1 2D Structure

Penicillin G Potassium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
potassium;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
2.1.2 InChI
InChI=1S/C16H18N2O4S.K/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1
2.1.3 InChI Key
IYNDLOXRXUOGIU-LQDWTQKMSA-M
2.1.4 Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)[O-])C.[K+]
2.1.5 Isomeric SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3)C(=O)[O-])C.[K+]
2.2 Other Identifiers
2.2.1 UNII
VL775ZTH4C
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Benpen

2. Benzylpenicillin

3. Benzylpenicillin Potassium

4. Coliriocilina

5. Crystapen

6. Or-pen

7. Parcillin

8. Pekamin

9. Pengesod

10. Penibiot

11. Penicilina G Llorente

12. Penicillin G

13. Penicillin G Jenapharm

14. Penicillin G Sodium

15. Penicillin Grnenthal

16. Penilevel

17. Peniroger

18. Pfizerpen

19. Sodiopen

20. Sodipen

21. Sodium Benzylpenicillin

22. Sodium Penicillin

23. Unicilina

24. Ursopen

25. Van-pen-g

2.3.2 Depositor-Supplied Synonyms

1. 113-98-4

2. Benzylpenicillin Potassium

3. Penicillin G Potassium Salt

4. Potassium Benzylpenicillin

5. Potassium Penicillin G

6. Benzylpenicillin Potassium Salt

7. Penicillin G K

8. Pentids

9. Potassium Benzylpenicillinate

10. Pfizerpen

11. Benzylpenicilline Potassique

12. Potassium Salt Of Benzylpenicillin

13. Pfizerpen G

14. Penicillin-2

15. Notaral

16. Pentids '200'

17. Penicillin G (potassium)

18. Benzylpenicillinic Acid Potassium Salt

19. Chebi:7963

20. Penicilline G Potassium

21. Penicillin Potassium G, Crystalline

22. Falapen

23. Vl775zth4c

24. Penicillin G Potassium [usp]

25. Sk-penicillin G

26. Mls000069426

27. Potassium (2s,5r,6r)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

28. 6beta-phenylacetamidopenicillanic Acid Potassium Salt

29. Capicillin

30. Eskacillin

31. Hipercilina

32. Sugracillin

33. Cintrisul

34. Cristapen

35. Hyasorb

36. Hylenta

37. Lemopen

38. Liquapen

39. Monopen

40. Penalev

41. Penisem

42. Scotcil

43. Tabilin

44. Forpen

45. Pentid

46. Potassium;(2s,5r,6r)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

47. Smr000059004

48. Tu Cillin

49. C-cillin

50. Paclin G

51. Qidpen G

52. Megacillin Tablets

53. Potassium Benzylpenicillin G

54. Van-pen-g

55. Penicillin G Potassium (usp)

56. Penicilline G Potassium 100 Microg/ml In Acetonitrile/water

57. Novocillin Vet.

58. Potassium 6-(phenylacetamido)penicillanate

59. Monopotassium (2s,5r,6r)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

60. Cilloral Potassium Salt

61. Cosmopen Potassium Salt

62. Nsc-131815

63. Unii-vl775zth4c

64. Penicilline

65. Pentids '250'

66. Pentids '400'

67. Pentids '800'

68. Benzylpenicilline Potassique [dcf]

69. Pfizerpen (tn)

70. Einecs 204-038-0

71. Mfcd00036193

72. Nsc 131815

73. Potassiumbenzylpenicillin

74. Opera_id_1649

75. Penicillin G Potassium In Plastic Container

76. Epitope Id:140781

77. Chembl1223

78. Dsstox_cid_25106

79. Dsstox_rid_80673

80. Dsstox_gsid_45106

81. Schembl34078

82. Mls001076462

83. Spectrum1500465

84. Dtxsid7045106

85. Hms500p18

86. Hms1920f12

87. Hms2091n12

88. Hms2234c21

89. Benzylpenicillin Potassium (jp17)

90. Bcp14289

91. Tox21_110044

92. Ccg-39599

93. Akos008145411

94. Penicillin G Potassium [vandf]

95. Cs-3873

96. Benzylpenicillin Potassium [jan]

97. Penicillin G Potassium [usp-rs]

98. Ncgc00014313-01

99. Penicillin G Potassium Salt [mi]

100. Ac-14408

101. As-75133

102. Benzylpenicillin Potassium [mart.]

103. Cas-113-98-4

104. E705

105. Hy-17591

106. Benzylpenicillin Potassium [who-dd]

107. Benzylpenicillin Potassium [who-ip]

108. Ai3-50119

109. Penicillin G Potassium [green Book]

110. Penicillin G Potassium Salt, ~1600 U/mg

111. P1772

112. Penicillin G Potassium [orange Book]

113. Penicillin G Potassium [usp Monograph]

114. D01053

115. Penicillin G Potassium Salt, Cell Culture Grade

116. Benzylpenicillin Potassium [ep Monograph]

117. Benzylpenicillinum Kalicum [who-ip Latin]

118. Penicillin G Potassium Salt, >=98.0% (hplc)

119. W-108609

120. Penicillin G Potassium 100 Microg/ml In Acetonitrile

121. Q27089370

122. Penicillin G Potassium Salt, Powder, Mouse Embryo Tested

123. Z803129904

124. Penicillin G Potassium Salt, Vetranal(tm), Analytical Standard

125. Penicillin G Potassium, Antibiotic For Culture Media Use Only

126. Benzylpenicillin Potassium, European Pharmacopoeia (ep) Reference Standard

127. Penicillin G Potassium Salt, Meets Usp Testing Specifications, Powder

128. Penicillin G Potassium Salt, Powder, Bioreagent, Suitable For Cell Culture

129. Penicillin G Potassium, United States Pharmacopeia (usp) Reference Standard

130. Potassium 2,2-dimethyl-6beta-(phenylacetamido)penam-3alpha-carboxylate

131. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6- (2-phenylacetamido)-, Monopotassium Salt

132. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((2-phenylacetyl)amino)- (2s,5r,6r)-, Potassium Salt (1:1)

133. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)- (2s,5r,6r)-, Monopotassium Salt

134. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, Monopotassium Salt, (2s-(2.alpha.,5.alpha.,6.beta.))-

135. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, Monopotassium Salt, (2s-(2alpha,5alpha,6beta))-

136. Potassium (2s-(2alpha,5alpha,6beta))-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

2.4 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 372.5 g/mol
Molecular Formula C16H17KN2O4S
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass372.05460969 g/mol
Monoisotopic Mass372.05460969 g/mol
Topological Polar Surface Area115 Ų
Heavy Atom Count24
Formal Charge0
Complexity536
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NamePenicillin g potassium
Active IngredientPenicillin g potassium
Dosage FormInjectable
RouteInjection
Strength20,000,000 units/vial; 1,000,000 units/vial; 5,000,000 units/vial
Market StatusPrescription
CompanyIstituto Bio Ita Spa; Sandoz; Hanford Gc

2 of 4  
Drug NamePenicillin g potassium in plastic container
PubMed HealthPenicillin G Potassium (Injection)
Drug ClassesAntibiotic
Drug LabelPenicillin G Potassium, USP is a natural penicillin. It is chemically designated 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-, monopotassium salt, [2S-(2, 5, 6)]. Penicillin G potassium is...
Active IngredientPenicillin g potassium
Dosage FormInjectable
RouteInjection
Strength20,000 units/ml; 40,000 units/ml; 60,000 units/ml
Market StatusPrescription
CompanyBaxter Hlthcare

3 of 4  
Drug NamePenicillin g potassium
Active IngredientPenicillin g potassium
Dosage FormInjectable
RouteInjection
Strength20,000,000 units/vial; 1,000,000 units/vial; 5,000,000 units/vial
Market StatusPrescription
CompanyIstituto Bio Ita Spa; Sandoz; Hanford Gc

4 of 4  
Drug NamePenicillin g potassium in plastic container
PubMed HealthPenicillin G Potassium (Injection)
Drug ClassesAntibiotic
Drug LabelPenicillin G Potassium, USP is a natural penicillin. It is chemically designated 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-, monopotassium salt, [2S-(2, 5, 6)]. Penicillin G potassium is...
Active IngredientPenicillin g potassium
Dosage FormInjectable
RouteInjection
Strength20,000 units/ml; 40,000 units/ml; 60,000 units/ml
Market StatusPrescription
CompanyBaxter Hlthcare

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Penicillins [CS]; Penicillin-class Antibacterial [EPC]
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