Compounds > a26771b
Page last updated: 2024-11-12

a26771b

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

Description

A26771B: produced by Penicillium turbatum; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID11143436
CHEMBL ID1809124
SCHEMBL ID20510247
MeSH IDM0063843

Synonyms (23)

Synonym
a-26771-b
antibiotic a 26771b
butanedioic acid, mono(16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl) ester
a26771b
butanedioic acid, mono(16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl) ester, (6s-(3e,6r*,16s*))-
brn 5309307
a-26771b
CHEMBL1809124 ,
unii-qh19tj89bl
qh19tj89bl ,
56448-20-5
a 26771b
mono(16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl) succinate
a-26771b, (-)-
butanedioic acid, 1-((3e,6s,16r)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl) ester
SCHEMBL20510247
Q27287257
4-(((6s,16r,e)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl)oxy)-4-oxobutanoic acid
bdbm50468230
nsc784611
nsc-784611
4-[[(3e,6s,16r)-16-methyl-2,5-dioxo-1-oxacyclohexadec-3-en-6-yl]oxy]-4-oxobutanoic acid
AKOS040747644
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Stromelysin-1Homo sapiens (human)IC50 (µMol)50.00000.00001.148410.0000AID1424073
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (17)

Processvia Protein(s)Taxonomy
proteolysisStromelysin-1Homo sapiens (human)
extracellular matrix disassemblyStromelysin-1Homo sapiens (human)
protein catabolic processStromelysin-1Homo sapiens (human)
regulation of cell migrationStromelysin-1Homo sapiens (human)
collagen catabolic processStromelysin-1Homo sapiens (human)
positive regulation of protein-containing complex assemblyStromelysin-1Homo sapiens (human)
cellular response to reactive oxygen speciesStromelysin-1Homo sapiens (human)
innate immune responseStromelysin-1Homo sapiens (human)
negative regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionStromelysin-1Homo sapiens (human)
cellular response to lipopolysaccharideStromelysin-1Homo sapiens (human)
cellular response to amino acid stimulusStromelysin-1Homo sapiens (human)
cellular response to UV-AStromelysin-1Homo sapiens (human)
cellular response to nitric oxideStromelysin-1Homo sapiens (human)
regulation of neuroinflammatory responseStromelysin-1Homo sapiens (human)
response to amyloid-betaStromelysin-1Homo sapiens (human)
negative regulation of reactive oxygen species metabolic processStromelysin-1Homo sapiens (human)
extracellular matrix organizationStromelysin-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
endopeptidase activityStromelysin-1Homo sapiens (human)
metalloendopeptidase activityStromelysin-1Homo sapiens (human)
serine-type endopeptidase activityStromelysin-1Homo sapiens (human)
protein bindingStromelysin-1Homo sapiens (human)
peptidase activityStromelysin-1Homo sapiens (human)
metallopeptidase activityStromelysin-1Homo sapiens (human)
zinc ion bindingStromelysin-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
extracellular regionStromelysin-1Homo sapiens (human)
nucleusStromelysin-1Homo sapiens (human)
mitochondrionStromelysin-1Homo sapiens (human)
cytosolStromelysin-1Homo sapiens (human)
extracellular matrixStromelysin-1Homo sapiens (human)
extracellular spaceStromelysin-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (35)

Assay IDTitleYearJournalArticle
AID1424060Antibiotic activity against Staphylococcus aureus 13709 by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID1424066Antibiotic activity against methicillin-resistant Staphylococcus aureus isolate CAIRD116 by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID609449Antibacterial activity against Staphylococcus aureus oxford by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1424062Antibiotic activity against Candida glabrata by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID609447Antibacterial activity against Staphylococcus aureus ATCC 25923 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1782581Antibiotic activity against Candida glabrata assessed as reduction in fungal growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
AID1782586Antibiotic activity against multidrug-resistant Staphylococcus aureus CAIRD116 assessed as reduction in bacterial growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
AID1782584Antibiotic activity against Bacillus anthracis assessed as reduction in bacterial growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
AID609444Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 by broth dilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID609446Antibacterial activity against methicillin-resistant Staphylococcus aureus Sa2 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID609439Antibacterial activity against Escherichia coli ATCC 25922 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1782583Antibiotic activity against Candida albicans assessed as reduction in fungal growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
AID1424068Antibiotic activity against methicillin-resistant Staphylococcus aureus isolate CAIRD148 by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID1782579Antibiotic activity against Streptococcus pyogenes assessed as reduction in bacterial growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
AID1782585Antibiotic activity against multidrug-resistant Staphylococcus aureus NE277 assessed as reduction in bacterial growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
AID609448Antibacterial activity against Staphylococcus aureus ATCC 25923 by broth microdilution method in presence of 10% human serum2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1424063Antibiotic activity against Bacillus subtilis by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID609441Antibacterial activity against Enterococcus faecium 1 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1424067Antibiotic activity against methicillin-resistant Staphylococcus aureus isolate CAIRD142 by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID609451Antibacterial activity against Streptococcus pneumoniae Pen9 IV381-221 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1424073Inhibition of MMP3 (unknown origin)2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID1424064Antibiotic activity against Candida albicans by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID1424061Antibiotic activity against Streptococcus pyogenes by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID609450Antibacterial activity against Streptococcus pneumoniae ATCC 49619 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1424069Antibiotic activity against methicillin-resistant Staphylococcus aureus isolate NE277 by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID1782582Antibiotic activity against Bacillus subtilis ATCC 6633 assessed as reduction in bacterial growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
AID609442Antibacterial activity against Haemophilus influenzae ATCC 31517 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1424065Antibiotic activity against Bacillus anthracis by broth microdilution assay or Alamar blue dye based colorimetric assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID609440Antibacterial activity against Enterococcus faecalis ATCC 29212 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1782587Antibiotic activity against multidrug-resistant Staphylococcus aureus CAIRD142 assessed as reduction in bacterial growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
AID609445Antibacterial activity against Staphylococcus aureus ATCC 13709 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1782580Antibiotic activity against Staphylococcus aureus ATCC 13709 assessed as reduction in bacterial growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
AID609443Antibacterial activity against efflux knock-out Haemophilus influenzae LS2 by broth microdilution method2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B.
AID1424076Growth inhibition of human RPMI8226 cells at 10 uM incubated for 48 hrs by SRB assay2017Journal of natural products, 04-28, Volume: 80, Issue:4
The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture.
AID1782588Antibiotic activity against multidrug-resistant Staphylococcus aureus CAIRD148 assessed as reduction in bacterial growth by Alamar Blue dye based CLSI broth microdilution method2021Journal of natural products, 12-24, Volume: 84, Issue:12
Berkeleylactones and a Citreohybriddione Analogue from
[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-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (28.57)29.6817
2010's2 (28.57)24.3611
2020's3 (42.86)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.00

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index13.00 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index5.08 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.00)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
erythromycin
Erythromycin: A bacteriostatic antibiotic macrolide produced by Streptomyces erythreus. Erythromycin A is considered its major active component. In sensitive organisms, it inhibits protein synthesis by binding to 50S ribosomal subunits. This binding process inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins.. erythromycin : Any of several wide-spectrum macrolide antibiotics obtained from actinomycete Saccharopolyspora erythraea (formerly known as Streptomyces erythraeus).. erythromycin A : An erythromycin that consists of erythronolide A having 2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl and 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl residues attahced at positions 4 and 6 respectively.		2.1510cyclic ketone;
erythromycin
vancomycin
Vancomycin: Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.. vancomycin : A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.		2.1510glycopeptideantibacterial drug;
antimicrobial agent;
bacterial metabolite
cefazolin
Cefazolin: A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.. cefazolin : A first-generation cephalosporin compound having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups at positions 3 and 7 respectively.		2.1510beta-lactam antibiotic allergen;
cephalosporin;
tetrazoles;
thiadiazoles		antibacterial drug
levofloxacin
Levofloxacin: The L-isomer of Ofloxacin.. levofloxacin : An optically active form of ofloxacin having (S)-configuration; an inhibitor of bacterial topoisomerase IV and DNA gyrase.		2.15109-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid;
fluoroquinolone antibiotic;
quinolone antibiotic		antibacterial drug;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
topoisomerase IV inhibitor
linezolid
[no description available]		2.1510acetamides;
morpholines;
organofluorine compound;
oxazolidinone		antibacterial drug;
protein synthesis inhibitor
clindamycin
Clindamycin: An antibacterial agent that is a semisynthetic analog of LINCOMYCIN.. clindamycin : A carbohydrate-containing antibiotic that is the semisynthetic derivative of lincomycin, a natural antibiotic.		2.1510
tylosin
[no description available]		2.1510aldehyde;
disaccharide derivative;
enone;
leucomycin;
macrolide antibiotic;
monosaccharide derivative		allergen;
bacterial metabolite;
environmental contaminant;
xenobiotic
josamycin
[no description available]		2.1510acetate ester;
aldehyde;
disaccharide derivative;
glycoside;
macrolide antibiotic;
tertiary alcohol;
tertiary amino compound		antibacterial drug;
metabolite
ConditionIndicatedRelationship StrengthStudiesTrials