Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C14H21N3O6S |
| Molecular Weight | 359.398 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)CCC[C@@H](N)C(O)=O)C(=O)N2[C@H]1C(O)=O
InChI
InChIKey=MIFYHUACUWQUKT-GPUHXXMPSA-N
InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t6-,8-,9+,11-/m1/s1
Adicillin (Penicillin N) is a penicillin derivative produced by Cephalosporium acremonium. Adicillin is dextrorotatory. Inactivated by penicillinase as is penicillin G, but differs from the common penicillin by its antibacterial activity and hydrophilic character. Active against Sarcina lutea, Proteus vulgaris, Salmonella typhimurium, Diplococcus pneumoniae. Shows practically no activity against B. subtilis and Staph. aureus. The toxicity is somewhat less than that of penicillin G, although penicillin N is excreted more slowly.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Carbon catabolite regulation of the conversion of penicillin N into cephalosporin C. | 1983-06 |
|
| Microbiological ring expansion of penicillin N. | 1981-05 |
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| Syntheses of penicillin N, [6 alpha-3H]penicillin N and [10-14C,6 alpha-3H]penicillin N. | 1980-03-15 |
|
| Biosynthesis of penicillin N and cephalosporin C. Antibiotic production and other features of the metabolism of Cephalosporium sp. | 1967-06 |
Patents
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NCI_THESAURUS |
C1500
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ACTIVE MOIETY
