ADICILLIN

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 Search

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

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4209314 | https://www.drugfuture.com/chemdata/penicillin-n.html

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	6069166

Patents

Name

Type

Language

ADICILLIN

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