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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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    17-Jan-2021
    03-Sep-2024
    KGS
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    Quantity (KGS) & Unit rate (USD/KGS) over time

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