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
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CCC[C@@H](N)C(O)=O)C(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 |
|---|---|---|
| Biosynthesis of penicillin N and cephalosporin C. Antibiotic production and other features of the metabolism of Cephalosporium sp. | 1967 Jun |
|
| Syntheses of penicillin N, [6 alpha-3H]penicillin N and [10-14C,6 alpha-3H]penicillin N. | 1980 Mar 15 |
|
| Microbiological ring expansion of penicillin N. | 1981 May |
|
| Carbon catabolite regulation of the conversion of penicillin N into cephalosporin C. | 1983 Jun |
Patents
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C1500
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DTXSID301023757
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
58408
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
m8477
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | Merck Index | ||
|
18203
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
71724
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
C72659
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
3421
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
NOF9U9EYQ4
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
525-94-0
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
113137
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
1647
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
CHEMBL2023705
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
SUB05269MIG
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
100000087683
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY | |||
|
C006414
Created by
admin on Sat Dec 16 16:15:21 GMT 2023 , Edited by admin on Sat Dec 16 16:15:21 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
