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Chemistry

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Also known as: 551-16-6, 6-apa, Penicin, Penin, Aminopenicillanic acid, 6-aps
Molecular Formula
C8H12N2O3S
Molecular Weight
216.26  g/mol
InChI Key
NGHVIOIJCVXTGV-ALEPSDHESA-N
FDA UNII
QR0C4R7XVN

6-Aminopenicillanic Acid
1 2D Structure

6-Aminopenicillanic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
2.1.2 InChI
InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
2.1.3 InChI Key
NGHVIOIJCVXTGV-ALEPSDHESA-N
2.1.4 Canonical SMILES
CC1(C(N2C(S1)C(C2=O)N)C(=O)O)C
2.1.5 Isomeric SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)C
2.2 Other Identifiers
2.2.1 UNII
QR0C4R7XVN
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 6-apa Cpd

2. Aminopenicillanic Acid

3. Aminopenicillanic Acid, Potassium Salt

4. Aminopenicillanic Acid, Sodium Salt

2.3.2 Depositor-Supplied Synonyms

1. 551-16-6

2. 6-apa

3. Penicin

4. Penin

5. Aminopenicillanic Acid

6. 6-aps

7. (2s,5r,6r)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

8. Phenacyl 6-aminopenicillinate

9. 6-aminopenicillamine Acid

10. (+)-6-aminopenicillanic Acid

11. 6-aminopenicillanate

12. Ai3-52557

13. Chebi:16705

14. 6-amino-penicillanic Acid

15. Mfcd00005176

16. Qr0c4r7xvn

17. 6beta-aminopenicillanic Acid

18. (2s,5r,6r)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptan-2-carbonsaeure

19. Chembl1236749

20. 6-amino-2,2-dimethylpenam-3alpha-carboxylic Acid

21. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-amino-3,3-dimethyl-7-oxo-, (2s,5r,6r)-

22. Sr-01000640154-1

23. 6-aminopenicillanicacid

24. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid, 6-amino-3,3-dimethyl-7-oxo-, (2s,5r,6r)-

25. Einecs 208-993-4

26. Unii-qr0c4r7xvn

27. Nsc 50071

28. Nsc-50071

29. Ncgc00160198-01

30. (2s,5r,6r)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid

31. (2s,5r,6r)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid (6-aminopenicillanic Acid)

32. Amino Penicillanic Acid

33. 6-aminopenicillanic-acid

34. 6-aminopenici Llanic Acid

35. Bmse000312

36. Epitope Id:117703

37. Ec 208-993-4

38. Dsstox_cid_26097

39. Dsstox_rid_81336

40. Dsstox_gsid_46097

41. Schembl66332

42. Amoxicillin Related Compound A

43. Dtxsid7046097

44. 09070_fluka

45. 6-aminopenicillinic Acid (6-apa)

46. Bcp13375

47. Str03060

48. Zinc3860188

49. Tox21_111749

50. Bdbm50420257

51. Ccg-50809

52. S5035

53. (+)-6-aminopenicillanic Acid, 96%

54. 6-aminopenicillanic Acid [mi]

55. Akos015907713

56. Cs-w014265

57. Hy-w013549

58. Ks-5277

59. S12351

60. Ac-11282

61. Cas-551-16-6

62. Ampicillin Impurity A [ep Impurity]

63. Piperacillin Sodium Impurity H [ep]

64. A0800

65. Amoxicillin Related Compound A [usp-rs]

66. C02954

67. (+)-6-aminopenicillanic Acid, Analytical Standard

68. A830497

69. Sulbactam Sodium Impurity B [ep Impurity]

70. Amoxicillin Sodium Impurity A [ep Impurity]

71. Cloxacillin Sodium Impurity C [ep Impurity]

72. Q2823234

73. W-105586

74. 6beta-amino-2,2-dimethylpenam-3alpha-carboxylic Acid

75. Amoxicillin Related Compound A [usp Impurity]

76. Amoxicillin Trihydrate Impurity A [ep Impurity]

77. Ampicillin Trihydrate Impurity A [ep Impurity]

78. Dicloxacillin Sodium Impurity C [ep Impurity]

79. Benzylpenicillin Sodium Impurity A [ep Impurity]

80. Phenoxymethylpenicillin Impurity C [ep Impurity]

81. Z1741972222

82. (3s,5r,6r)-6-amino-2,2-dimethylpenam-3-carboxylic Acid

83. Benzylpenicillin Potassium Impurity A [ep Impurity]

84. (3s, 5r, 6r)-6-amino-2,2-dimethylpenam-3-carboxylic Acid

85. Oxacillin Sodium Monohydrate Impurity A [ep Impurity]

86. Phenoxymethylpenicillin Potassium Impurity C [ep Impurity]

87. Flucloxacillin Impurity C, European Pharmacopoeia (ep) Reference Standard

88. (2s)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

89. Amoxicillin Related Compound A, United States Pharmacopeia (usp) Reference Standard

90. (2s,5r,6r)-(+)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

91. (2s,5r,6r)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid

92. [2s-(2alpha,5alpha,6beta)]-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

93. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid, 6-amino-3,3-dimethyl-7-oxo-, (2s,6r)-

94. 6-apa (2s,5r,6r)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Penicin Penin

95. Rel-(2r,6s)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

96. X1e

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 216.26 g/mol
Molecular Formula C8H12N2O3S
XLogP3-2.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass216.05686342 g/mol
Monoisotopic Mass216.05686342 g/mol
Topological Polar Surface Area109 Ų
Heavy Atom Count14
Formal Charge0
Complexity318
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

API Reference Price

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08-Jan-2021
26-Oct-2024
KGS
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Average Price (USD/KGS)

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Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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