U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of ADICILLIN

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

HIDE SMILES / InChI

Molecular Formula C14H21N3O6S
Molecular Weight 359.398
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

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

PubMed

TitleDatePubMed
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:15:21 GMT 2023
Edited
by admin
on Sat Dec 16 16:15:21 GMT 2023
Record UNII
NOF9U9EYQ4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ADICILLIN
INN   MART.   WHO-DD  
INN  
Official Name English
adicillin [INN]
Common Name English
6-(5-Amino-5-carboxyvaleramido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Systematic Name English
(4-AMINO-4-CARBOXYBUTYL)PENICILLIN
Common Name English
ADICILLIN [MART.]
Common Name English
PENICILLIN N [MI]
Common Name English
Adicillin [WHO-DD]
Common Name English
NSC-113137
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
EPA CompTox
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
CHEBI
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
MERCK INDEX
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
CHEBI
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
PUBCHEM
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
NCI_THESAURUS
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
DRUG CENTRAL
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
FDA UNII
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
CAS
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
NSC
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
INN
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
ChEMBL
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
EVMPD
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
SMS_ID
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
MESH
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
Related Record Type Details
ACTIVE MOIETY