Page last updated: 2024-12-06

penicillin n

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

penicillin N: RN given refers to (2S-(2alpha,5alpha,6beta(S*)))-isomer; structure in Merck, 9th ed, #6887 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID71724
CHEMBL ID2023705
CHEBI ID18203
SCHEMBL ID34373
MeSH IDM0048967

Synonyms (42)

Synonym
6beta-[(5r)-5-amino-5-carboxypentanamido]-2,2-dimethylpenam-3alpha-carboxylic acid
(2s,5r,6r)-6-[(5r)-5-amino-5-carboxypentanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CHEBI:18203 ,
penicillin n
adicillinum
(d-4-amino-4-carboxybutyl) penicillinic acid
6-(5-amino-5-carboxyvaleramido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
cephalosporin n
adicillin
nsc-113137
525-94-0
(4-amino-4-carboxybutyl)penicillin
salmotin
C06564
(2s,5r,6r)-6-(5-amino-5-carboxyvaleramido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptan-2-carbonsaeure
adicillinum [inn-latin]
nsc 113137
adicilline [inn-french]
6-n-((5-amino-5-carboxy)pentanoyl)aminopenicillansaeure
cephalosphorin r
synnematin n
adicillin [inn:ban]
adicilina [inn-spanish]
6-(5-amino-5-carboxyvaleramido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((5-amino-5-carboxy-1-oxopentyl)amino)-3,3-dimethyl-7-oxo-, (2s-(2alpha,5alpha,6beta(s*)))-
unii-nof9u9eyq4
nof9u9eyq4 ,
adicilina
adicilline
CHEMBL2023705
adicillin [inn]
adicillin [mart.]
penicillin n [mi]
adicillin [who-dd]
SCHEMBL34373
AKOS027326740
MIFYHUACUWQUKT-GPUHXXMPSA-N
Q27102898
penicillin n;adicillin
(2s,5r,6r)-6-[[(5r)-5-amino-5-carboxypentanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
DTXSID301023757
penicillinn

Research Excerpts

Overview

Isopenicillin N synthase is a key enzyme in the biosynthesis of penicillin and cephalosporin antibiotics. It catalyzes the oxidative ring closure of delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-valine.

ExcerptReferenceRelevance
"Isopenicillin N synthase is a key enzyme in the biosynthesis of penicillin and cephalosporin antibiotics, catalyzing the oxidative ring closure of delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-valine to form isopenicillin N. "( Recent advances in the structure and function of isopenicillin N synthase.
Aharonowitz, Y; Borovok, I; Cohen, G; Kreisberg-Zakarin, R; Yanko, M,
)
1

Dosage Studied

ExcerptRelevanceReference
" Yield increases have been achieved by increasing the dosage of the biosynthetic genes cefEF (deacetoxycephalosporin C expandase/hydroxylase) and cefG (deacetylcephalosporin C acetyltransferase) or enhancing the oxygen uptake by expressing a bacterial oxygen-binding heme protein (Vitreoscilla hemoglobin)."( Recombinant Acremonium chrysogenum strains for the industrial production of cephalosporin.
Barredo, JL; Díez, B; Fouces, R; Mellado, E; Rodríguez, M, 1996
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
penicillinAny member of the group of substituted penams containing two methyl substituents at position 2, a carboxylate substituent at position 3 and a carboxamido group at position 6.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID660265Antimicrobial activity against wild type Escherichia coli expressing AcrAB-TolC efflux pump2012European journal of medicinal chemistry, Jun, Volume: 52Computational analysis of structure-based interactions and ligand properties can predict efflux effects on antibiotics.
AID660263Ratio of MIC for wild type Salmonella typhimurium SH5014 to MIC for Salmonella typhimurium SH7616 harboring missense mutation in acrA/acrB gene by two-fold serial dilution method2012European journal of medicinal chemistry, Jun, Volume: 52Computational analysis of structure-based interactions and ligand properties can predict efflux effects on antibiotics.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (109)

TimeframeStudies, This Drug (%)All Drugs %
pre-199060 (55.05)18.7374
1990's12 (11.01)18.2507
2000's14 (12.84)29.6817
2010's17 (15.60)24.3611
2020's6 (5.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.37

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index24.37 (24.57)
Research Supply Index4.79 (2.92)
Research Growth Index4.48 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.37)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews5 (4.20%)6.00%
Case Studies2 (1.68%)4.05%
Observational0 (0.00%)0.25%
Other112 (94.12%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]