Compounds > centa
Page last updated: 2024-12-07

centa

Description

CENTA: structure; beta-lactamase chromogenic cephalosporin reagent [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID133358
CHEMBL ID1650032
SCHEMBL ID10876201
MeSH IDM0105145

Synonyms (11)

Synonym
80072-86-2
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(((3-carboxy-4-nitrophenyl)thio)methyl)-8-oxo-7-((2-thienylacetyl)amino)-, (6r-trans)-
centa
(6r,7r)-3-[(3-carboxy-4-nitrophenyl)sulfanylmethyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CHEMBL1650032
DTXSID40230061
SCHEMBL10876201
9073-60-3
(6r,7r)-3-[(3-carboxy-4-nitrophenyl)sulfanylmethyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0] oct-2-ene-2-carboxylic acid
centa(tm) beta-lactamase substrate
AKOS040751071

Research Excerpts

Overview

CENTA is a newly synthesized, beta-lactamase-labile, chromogenic cephalosporin reagent.

ExcerptReferenceRelevance
"CENTA is a newly synthesized, beta-lactamase-labile, chromogenic cephalosporin reagent which changes color from light yellow (lambda maximum ca. "( In vitro evaluation of CENTA, a new beta-lactamase-susceptible chromogenic cephalosporin reagent.
Barry, AL; Jones, RN; Novick, WJ; Thornsberry, C; Wilson, HW, 1982)		2.02
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Beta-lactamase Klebsiella pneumoniaeKm24.00001.00004.45007.9000AID1320835
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID1320835Activity of native signal containing Klebsiella pneumoniae OXA-48 by Michaelis-Menten kinetics assay2016Journal of medicinal chemistry, 06-09, Volume: 59, Issue:11
Screening and Design of Inhibitor Scaffolds for the Antibiotic Resistance Oxacillinase-48 (OXA-48) through Surface Plasmon Resonance Screening.
AID562326Activity of Aeromonas hydrophila metallo-betalactamase CphA N233A mutant expressed in Escherichia coli BL21(DE3) by spectrophotometric analysis in presence of < 0.4 uM zinc ions2009Antimicrobial agents and chemotherapy, Oct, Volume: 53, Issue:10
The structure of the dizinc subclass B2 metallo-beta-lactamase CphA reveals that the second inhibitory zinc ion binds in the histidine site.
AID766241Activity at recombinant VIM-2 (unknown origin) expressed in Escherichia coli BL21 (DE3) cells assessed as compound hydrolysis by Michaelis-Menten plot analysis2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID562324Activity of Aeromonas hydrophila metallo-betalactamase CphA expressed in Escherichia coli BL21(DE3) by spectrophotometric analysis in presence of < 0.4 uM zinc ions2009Antimicrobial agents and chemotherapy, Oct, Volume: 53, Issue:10
The structure of the dizinc subclass B2 metallo-beta-lactamase CphA reveals that the second inhibitory zinc ion binds in the histidine site.
AID766244Activity at recombinant Bc2 (unknown origin) expressed in Escherichia coli BL21 (DE3) cells assessed as compound hydrolysis by Michaelis-Menten plot analysis2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID766246Ratio of Kcat to Km for recombinant VIM-2 (unknown origin)2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID766247Ratio of Kcat to Km for recombinant IMP-1 (unknown origin)2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID766249Ratio of Kcat to Km for recombinant Bc2 (unknown origin)2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID766243Activity at recombinant SPM-1 (unknown origin) expressed in Escherichia coli BL21 (DE3) cells assessed as compound hydrolysis by Michaelis-Menten plot analysis2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID766248Ratio of Kcat to Km for recombinant SPM-1 (unknown origin)2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID766242Activity at recombinant IMP-1 (unknown origin) expressed in Escherichia coli BL21 (DE3) cells assessed as compound hydrolysis by Michaelis-Menten plot analysis2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID562327Ratio of Kcat to Km for Aeromonas hydrophila metallo-betalactamase CphA N233A mutant expressed in Escherichia coli BL21(DE3) by spectrophotometric analysis in presence of < 0.4 uM zinc ions2009Antimicrobial agents and chemotherapy, Oct, Volume: 53, Issue:10
The structure of the dizinc subclass B2 metallo-beta-lactamase CphA reveals that the second inhibitory zinc ion binds in the histidine site.
AID766240Activity at recombinant NDM-1 (unknown origin) expressed in Escherichia coli BL21 (DE3) cells assessed as compound hydrolysis by Michaelis-Menten plot analysis2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID562325Ratio of Kcat to Km for Aeromonas hydrophila metallo-betalactamase CphA expressed in Escherichia coli BL21(DE3) by spectrophotometric analysis in presence of < 0.4 uM zinc ions2009Antimicrobial agents and chemotherapy, Oct, Volume: 53, Issue:10
The structure of the dizinc subclass B2 metallo-beta-lactamase CphA reveals that the second inhibitory zinc ion binds in the histidine site.
AID766245Ratio of Kcat to Km for recombinant NDM-1 (unknown origin)2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Assay platform for clinically relevant metallo-β-lactamases.
AID1320836Activity of native signal containing Klebsiella pneumoniae OXA-48 assessed as ratio of Kcat to Km by Michaelis-Menten kinetics assay2016Journal of medicinal chemistry, 06-09, Volume: 59, Issue:11
Screening and Design of Inhibitor Scaffolds for the Antibiotic Resistance Oxacillinase-48 (OXA-48) through Surface Plasmon Resonance Screening.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (14.29)18.7374
1990's0 (0.00)18.2507
2000's2 (28.57)29.6817
2010's4 (57.14)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 75.62

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index75.62 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.59 (4.65)
Search Engine Demand Index124.74 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (75.62)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
benzoic acid
Benzoic Acid: A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid.. benzoic acid : A compound comprising a benzene ring core carrying a carboxylic acid substituent.. aromatic carboxylic acid : Any carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.		2.1310benzoic acidsalgal metabolite;
antimicrobial food preservative;
drug allergen;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
human xenobiotic metabolite;
plant metabolite
salicylic acid
Scalp: The outer covering of the calvaria. It is composed of several layers: SKIN; subcutaneous connective tissue; the occipitofrontal muscle which includes the tendinous galea aponeurotica; loose connective tissue; and the pericranium (the PERIOSTEUM of the SKULL).		2.0810monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite
picolinic acid
picolinic acid: iron-chelating agent that inhibits DNA synthesis; may interfere with iron-dependent production of stable free organic radical which is essential for ribonucleotide reductase formation of deoxyribonucleotides; RN given refers to parent cpd; structure in Merck Index, 9th ed, #7206. picolinic acid : A pyridinemonocarboxylic acid in which the carboxy group is located at position 2. It is an intermediate in the metabolism of tryptophan.		2.1310pyridinemonocarboxylic acidhuman metabolite;
MALDI matrix material
beta-resorcylic acid
beta-resorcylic acid: RN given refers to parent cpd; structure		2.0810
penicillin g
Penicillin G: A penicillin derivative commonly used in the form of its sodium or potassium salts in the treatment of a variety of infections. It is effective against most gram-positive bacteria and against gram-negative cocci. It has also been used as an experimental convulsant because of its actions on GAMMA-AMINOBUTYRIC ACID mediated synaptic transmission.. benzylpenicillin : A penicillin in which the substituent at position 6 of the penam ring is a phenylacetamido group.		2.1310penicillin allergen;
penicillin		antibacterial drug;
drug allergen;
epitope
ampicillin
Ampicillin: Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.. ampicillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.		2.1310beta-lactam antibiotic;
penicillin allergen;
penicillin		antibacterial drug
indolebutyric acid
indolebutyric acid: RN given refers to parent cpd. indole-3-butyric acid : A indol-3-yl carboxylic acid that is butanoic acid carrying a 1H-indol-3-yl substituent at position 1.		2.1310indol-3-yl carboxylic acidauxin;
plant hormone;
plant metabolite
biphenyl-3-carboxylic acid
biphenyl-3-carboxylic acid: structure in first source		2.1310
4-phenylpyridine
[no description available]		2.1310phenylpyridine
captopril
Captopril: A potent and specific inhibitor of PEPTIDYL-DIPEPTIDASE A. It blocks the conversion of ANGIOTENSIN I to ANGIOTENSIN II, a vasoconstrictor and important regulator of arterial blood pressure. Captopril acts to suppress the RENIN-ANGIOTENSIN SYSTEM and inhibits pressure responses to exogenous angiotensin.. captopril : A L-proline derivative in which L-proline is substituted on nitrogen with a (2S)-2-methyl-3-sulfanylpropanoyl group. It is used as an anti-hypertensive ACE inhibitor drug.		2.0810alkanethiol;
L-proline derivative;
N-acylpyrrolidine;
pyrrolidinemonocarboxylic acid		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
cephalosporin c
cephalosporin C: RN given refers to parent cpd; structure in Merck, 9th ed, #1937. cephalosporin C : A cephalosporin antibiotic carrying a 3-acetoxymethyl substituent and a 6-oxo-N(6)-L-lysino group at position 7.		2.9340cephalosporinfungal metabolite
indole-5-carboxylic acid
[no description available]		2.1310indolecarboxylic acidplant metabolite
4-carboxybiphenyl ether
4-carboxybiphenyl ether: structure given in first source. 4-phenoxybenzoic acid : A phenoxybenzoic acid in which the phenoxy group is para to the carboxy group.		2.1310phenoxybenzoic acid
imipenem, anhydrous
Imipenem: Semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains. It is stable to beta-lactamases. Clinical studies have demonstrated high efficacy in the treatment of infections of various body systems. Its effectiveness is enhanced when it is administered in combination with CILASTATIN, a renal dipeptidase inhibitor.. imipenem : A broad-spectrum, intravenous beta-lactam antibiotic of the carbapenem subgroup.		2.7730beta-lactam antibiotic allergen;
carbapenems;
zwitterion		antibacterial drug
pyridine-2-azo-4-dimethylaniline cephalosporin
pyridine-2-azo-4-dimethylaniline cephalosporin: cephalosporin which changes from purple to yellow upon cleavage of its beta-lactam ring; structure given in first source		1.9610
meropenem
Meropenem: A thienamycin derivative antibacterial agent that is more stable to renal dehydropeptidase I than IMIPENEM, but does not need to be given with an enzyme inhibitor such as CILASTATIN. It is used in the treatment of bacterial infections, including infections in immunocompromised patients.. meropenem : A carbapenemcarboxylic acid in which the azetidine and pyrroline rings carry 1-hydroxymethyl and in which the azetidine and pyrroline rings carry 1-hydroxymethyl and 5-(dimethylcarbamoyl)pyrrolidin-3-ylthio substituents respectively.		2.1310alpha,beta-unsaturated monocarboxylic acid;
carbapenemcarboxylic acid;
organic sulfide;
pyrrolidinecarboxamide		antibacterial agent;
antibacterial drug;
drug allergen
cefepime
Cefepime: A fourth-generation cephalosporin antibacterial agent that is used in the treatment of infections, including those of the abdomen, urinary tract, respiratory tract, and skin. It is effective against PSEUDOMONAS AERUGINOSA and may also be used in the empiric treatment of FEBRILE NEUTROPENIA.. cefepime : A cephalosporin bearing (1-methylpyrrolidinium-1-yl)methyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton.		2.1310cephalosporin;
oxime O-ether		antibacterial drug
nitrocefin
nitrocefin: chromogenic cephalosporin used for detection of beta-lactamase activity; Cefinase is name for nitrocefin on paper disc; RN given refers to (6R-(3(E),6 alpha,7 beta))-isomer; structure for mono-Na salt in second source		3.1250
avibactam
avibactam : A member of the class of azabicycloalkanes that is (2S,5R)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide in which the amino hydrogen at position 6 is replaced by a sulfooxy group. Used (in the form of its sodium salt) in combination with ceftazidime pentahydrate for the treatment of complicated urinary tract infections including pyelonephritis.		2.1310azabicycloalkane;
hydroxylamine O-sulfonic acid;
monocarboxylic acid amide;
ureas		antibacterial drug;
antimicrobial agent;
EC 3.5.2.6 (beta-lactamase) inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials
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