N-Acetylisopenicillin N
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| Category | Antibiotics |
| Catalog number | BBF-00007 |
| CAS | 94040-19-4 |
| Molecular Weight | 401.43 |
| Molecular Formula | C16H23N3O7S |
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Description
N-Acetylisopenicillin N is a β-lactam antibiotic isolated from the Streptomyces tokunonensis PA-31088. N-Acetylisopenicillin N has antibacterial effect on β-lactam-sensitive Escherichia coli.
Specification
| IUPAC Name | (2S,5R,6R)-6-[[(5S)-5-acetamido-5-carboxypentanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| Canonical SMILES | CC(=O)NC(CCCC(=O)NC1C2N(C1=O)C(C(S2)(C)C)C(=O)O)C(=O)O |
| InChI | InChI=1S/C16H23N3O7S/c1-7(20)17-8(14(23)24)5-4-6-9(21)18-10-12(22)19-11(15(25)26)16(2,3)27-13(10)19/h8,10-11,13H,4-6H2,1-3H3,(H,17,20)(H,18,21)(H,23,24)(H,25,26)/t8-,10+,11-,13+/m0/s1 |
| InChI Key | YQOJKNZHJAWIBN-UIMWLRQOSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-negative bacteria |
Reference Reading
1. Production of N-acetylisopenicillin N and isopenicillin N from Streptomyces tokunonensis sp. nov
J Shoji, H Hinoo, R Sakazaki, T Kato, K Matsumoto, Y Takahashi, E Kondo J Antibiot (Tokyo). 1982 Dec;35(12):1646-50. doi: 10.7164/antibiotics.35.1646.
N-Acetylisopenicillin N was isolated from the culture broth of Streptomyces tokunonensis sp. nov., and identified from 1H NMR spectroscopy and release of L-alpha-aminoadipic acid by acid hydrolysis. In the course of this study, the specimen of penicillin N isolated from this strain was proved to contain a small amount of isopenicillin N by HPLC.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
