Page last updated: 2024-11-12

archazolid b

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Description

archazolid B: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID16757019
CHEMBL ID411767
CHEBI ID188736
MeSH IDM0509808

Synonyms (8)

Synonym
CHEMBL411767
[(1s)-1-[4-[(2s,3s,4e,6e,8s,9s,10r,11e,13z,15z,17s,18s,19e,22e)-10,18-dihydroxy-8-methoxy-3,7,9,13,15,17,20-heptamethyl-24-oxo-1-oxacyclotetracosa-4,6,11,13,15,19,22-heptaen-2-yl]-1,3-thiazol-2-yl]-3-methylbutyl] n-methylcarbamate
archazolid b
CHEBI:188736
632335-03-6
bdbm50483928
DTXSID801098078
(3e,6e,8s,9s,10z,12z,14e,16r,17s,18s,19e,21e,23s,24s)-8,16-dihydroxy-18-methoxy-6,9,11,13,17,19,23-heptamethyl-24-[2-[(1s)-3-methyl-1-[[(methylamino)carbonyl]oxy]butyl]-4-thiazolyl]oxacyclotetracosa-3,6,10,12,14,19,21-heptaen-2-one
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
macrolideA macrocyclic lactone with a ring of twelve or more members derived from a polyketide.
[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]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Neutrophil elastaseHomo sapiens (human)IC50 (µMol)0.31600.00632.073422.3780AID1583536
Adenosine receptor A3Homo sapiens (human)Ki1.18000.00000.930610.0000AID1583535
P2X purinoceptor 3Homo sapiens (human)IC50 (µMol)0.35300.00000.20301.5136AID1583534
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (56)

Processvia Protein(s)Taxonomy
proteolysisNeutrophil elastaseHomo sapiens (human)
negative regulation of transcription by RNA polymerase IINeutrophil elastaseHomo sapiens (human)
response to yeastNeutrophil elastaseHomo sapiens (human)
leukocyte migration involved in inflammatory responseNeutrophil elastaseHomo sapiens (human)
biosynthetic process of antibacterial peptides active against Gram-negative bacteriaNeutrophil elastaseHomo sapiens (human)
proteolysisNeutrophil elastaseHomo sapiens (human)
intracellular calcium ion homeostasisNeutrophil elastaseHomo sapiens (human)
response to UVNeutrophil elastaseHomo sapiens (human)
extracellular matrix disassemblyNeutrophil elastaseHomo sapiens (human)
protein catabolic processNeutrophil elastaseHomo sapiens (human)
response to lipopolysaccharideNeutrophil elastaseHomo sapiens (human)
negative regulation of chemokine productionNeutrophil elastaseHomo sapiens (human)
negative regulation of interleukin-8 productionNeutrophil elastaseHomo sapiens (human)
positive regulation of interleukin-8 productionNeutrophil elastaseHomo sapiens (human)
defense response to bacteriumNeutrophil elastaseHomo sapiens (human)
positive regulation of MAP kinase activityNeutrophil elastaseHomo sapiens (human)
positive regulation of smooth muscle cell proliferationNeutrophil elastaseHomo sapiens (human)
negative regulation of inflammatory responseNeutrophil elastaseHomo sapiens (human)
positive regulation of immune responseNeutrophil elastaseHomo sapiens (human)
negative regulation of chemotaxisNeutrophil elastaseHomo sapiens (human)
pyroptosisNeutrophil elastaseHomo sapiens (human)
neutrophil-mediated killing of gram-negative bacteriumNeutrophil elastaseHomo sapiens (human)
neutrophil-mediated killing of fungusNeutrophil elastaseHomo sapiens (human)
positive regulation of leukocyte tethering or rollingNeutrophil elastaseHomo sapiens (human)
phagocytosisNeutrophil elastaseHomo sapiens (human)
acute inflammatory response to antigenic stimulusNeutrophil elastaseHomo sapiens (human)
inflammatory responseAdenosine receptor A3Homo sapiens (human)
signal transductionAdenosine receptor A3Homo sapiens (human)
activation of adenylate cyclase activityAdenosine receptor A3Homo sapiens (human)
regulation of heart contractionAdenosine receptor A3Homo sapiens (human)
negative regulation of cell population proliferationAdenosine receptor A3Homo sapiens (human)
response to woundingAdenosine receptor A3Homo sapiens (human)
regulation of norepinephrine secretionAdenosine receptor A3Homo sapiens (human)
negative regulation of cell migrationAdenosine receptor A3Homo sapiens (human)
negative regulation of NF-kappaB transcription factor activityAdenosine receptor A3Homo sapiens (human)
presynaptic modulation of chemical synaptic transmissionAdenosine receptor A3Homo sapiens (human)
G protein-coupled adenosine receptor signaling pathwayAdenosine receptor A3Homo sapiens (human)
response to hypoxiaP2X purinoceptor 3Homo sapiens (human)
signal transductionP2X purinoceptor 3Homo sapiens (human)
neuromuscular synaptic transmissionP2X purinoceptor 3Homo sapiens (human)
response to heatP2X purinoceptor 3Homo sapiens (human)
response to coldP2X purinoceptor 3Homo sapiens (human)
response to mechanical stimulusP2X purinoceptor 3Homo sapiens (human)
response to carbohydrateP2X purinoceptor 3Homo sapiens (human)
positive regulation of calcium ion transport into cytosolP2X purinoceptor 3Homo sapiens (human)
urinary bladder smooth muscle contractionP2X purinoceptor 3Homo sapiens (human)
peristalsisP2X purinoceptor 3Homo sapiens (human)
purinergic nucleotide receptor signaling pathwayP2X purinoceptor 3Homo sapiens (human)
regulation of synaptic plasticityP2X purinoceptor 3Homo sapiens (human)
behavioral response to painP2X purinoceptor 3Homo sapiens (human)
positive regulation of calcium-mediated signalingP2X purinoceptor 3Homo sapiens (human)
sensory perception of tasteP2X purinoceptor 3Homo sapiens (human)
establishment of localization in cellP2X purinoceptor 3Homo sapiens (human)
excitatory postsynaptic potentialP2X purinoceptor 3Homo sapiens (human)
protein homotrimerizationP2X purinoceptor 3Homo sapiens (human)
cellular response to ATPP2X purinoceptor 3Homo sapiens (human)
inorganic cation transmembrane transportP2X purinoceptor 3Homo sapiens (human)
calcium ion transmembrane transportP2X purinoceptor 3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
protease bindingNeutrophil elastaseHomo sapiens (human)
transcription corepressor activityNeutrophil elastaseHomo sapiens (human)
endopeptidase activityNeutrophil elastaseHomo sapiens (human)
serine-type endopeptidase activityNeutrophil elastaseHomo sapiens (human)
protein bindingNeutrophil elastaseHomo sapiens (human)
heparin bindingNeutrophil elastaseHomo sapiens (human)
peptidase activityNeutrophil elastaseHomo sapiens (human)
cytokine bindingNeutrophil elastaseHomo sapiens (human)
G protein-coupled adenosine receptor activityAdenosine receptor A3Homo sapiens (human)
purinergic nucleotide receptor activityP2X purinoceptor 3Homo sapiens (human)
extracellularly ATP-gated monoatomic cation channel activityP2X purinoceptor 3Homo sapiens (human)
ATP bindingP2X purinoceptor 3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (21)

Processvia Protein(s)Taxonomy
extracellular regionNeutrophil elastaseHomo sapiens (human)
extracellular spaceNeutrophil elastaseHomo sapiens (human)
cytoplasmNeutrophil elastaseHomo sapiens (human)
cytosolNeutrophil elastaseHomo sapiens (human)
cell surfaceNeutrophil elastaseHomo sapiens (human)
secretory granuleNeutrophil elastaseHomo sapiens (human)
azurophil granule lumenNeutrophil elastaseHomo sapiens (human)
specific granule lumenNeutrophil elastaseHomo sapiens (human)
phagocytic vesicleNeutrophil elastaseHomo sapiens (human)
collagen-containing extracellular matrixNeutrophil elastaseHomo sapiens (human)
extracellular exosomeNeutrophil elastaseHomo sapiens (human)
transcription repressor complexNeutrophil elastaseHomo sapiens (human)
extracellular spaceNeutrophil elastaseHomo sapiens (human)
plasma membraneAdenosine receptor A3Homo sapiens (human)
presynaptic membraneAdenosine receptor A3Homo sapiens (human)
Schaffer collateral - CA1 synapseAdenosine receptor A3Homo sapiens (human)
dendriteAdenosine receptor A3Homo sapiens (human)
plasma membraneAdenosine receptor A3Homo sapiens (human)
synapseAdenosine receptor A3Homo sapiens (human)
plasma membraneP2X purinoceptor 3Homo sapiens (human)
axonP2X purinoceptor 3Homo sapiens (human)
Schaffer collateral - CA1 synapseP2X purinoceptor 3Homo sapiens (human)
hippocampal mossy fiber to CA3 synapseP2X purinoceptor 3Homo sapiens (human)
postsynapseP2X purinoceptor 3Homo sapiens (human)
receptor complexP2X purinoceptor 3Homo sapiens (human)
plasma membraneP2X purinoceptor 3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (37)

Assay IDTitleYearJournalArticle
AID1583558Inhibition of cathepsin B (unknown origin) assessed as reduction in pNA release using chromogenic Z-Arg-Arg-pNA substrate measured over 1 hr by spectrophotometry2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583560Inhibition of chymotrypsin (unknown origin) assessed as reduction in pNA release using chromogenic Suc-Ala-Ala-Pro-Phe-pNA substrate measured over 12.5 mins by spectrophotometry2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583529Intrinsic clearance in CD1 mouse liver microsomes at 1 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID306129Growth inhibition of mouse L929 cells by MTT assay2007Bioorganic & medicinal chemistry letters, Mar-15, Volume: 17, Issue:6
Design, synthesis, and biological evaluation of novel analogues of archazolid: a highly potent simplified V-ATPase inhibitor.
AID1583576Protein binding in Sprague-Dawley rat plasma at 1 uM by ultrafiltration assay2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583562Half life in CD1 mouse liver microsomes at 1 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583574Kinetic aqueous solubility of the compound2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583532Growth inhibition of human 1321N1 cells incubated for 72 hrs by MTT assay2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583580Inhibition of recombinant human CYP1A2 at 100 nM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583534Inhibition of human P2X3 assessed as reduction in agonist-induced intracellular Ca2+ concentration pre-incubated for 30 mins before agonist addition by calcium 5 dye based fluorescence assay2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583536Inhibition of human leukocyte elastase assessed as reduction in pNA release using chromogenic MeO-Suc-Ala-Ala-Pro-Val-pNA substrate measured over 10 mins by spectrophotometry2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583588Inhibition of recombinant human CYP3A4 at 1 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583578Permeability at 10 uM incubated for 16 hrs by LC-MS analysis based in-vitro blood-brain barrier permeation study2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583584Inhibition of recombinant human CYP2D6 at 100 nM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583583Inhibition of recombinant human CYP2C19 at 100 nM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583561Intrinsic clearance in human liver microsomes at 1 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583557Inhibition of trypsin (unknown origin) assessed as reduction in pNA release using chromogenic Suc-Ala-Ala-Pro-Arg-pNA substrate measured over 10 mins by spectrophotometry2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583587Inhibition of recombinant human CYP2C19 at 1 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583530Intrinsic clearance in Sprague-Dawley rat liver microsomes at 1 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583564Half life in human liver microsomes at 1 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583581Inhibition of recombinant human CYP2B6 at 100 nM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583586Inhibition of recombinant human CYP2C9 at 1 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583579Permeability in human Caco2 cells at 10 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583563Half life in Sprague-Dawley rat liver microsomes at 1 uM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583556Inhibition of human P2X3 expressed in human 1321N1 cell membranes assessed as reduction in ATP-induced inhibition of [35S]ATPgammaS binding at 1 pm to 10 mM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583535Displacement of [3H]PSB-11 from human A3 adenosine receptor expressed in CHO cell membranes incubated for 60 mins by liquid scintillation counting method2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583565Stability in CD1 mouse liver microsomes assessed as drug degradation at 1 uM measured within 15 mins2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583582Inhibition of recombinant human CYP2C9 at 100 nM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583537Ratio of IC50 for inhibition of Manduca sexta V-type proton ATPase assessed as reduction in inorganic phosphate production pre-inucubated for 5 mins before Tris-ATP addition and measured after 2 mins to IC50 for inhibition of human 1321N1 cells incubated 2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583559Inhibition of cathepsin L (unknown origin) assessed as reduction in pNA release using chromogenic Z-Phe-Arg-pNA substrate measured over 1 hr by spectrophotometry2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583566Stability in Sprague-Dawley rat liver microsomes assessed as drug degradation at 1 uM measured within 15 mins2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID601539Inhibition of Manduca sexta V-ATPase V1/Vo holoenzyme activity assessed as inorganic phosphate production pretreated for 5 mins2011Journal of natural products, May-27, Volume: 74, Issue:5
Archazolid A-15-O-β-D-glucopyranoside and iso-archazolid B: potent V-ATPase inhibitory polyketides from the myxobacteria Cystobacter violaceus and Archangium gephyra.
AID1583575Protein binding in CD1 mouse plasma at 1 uM by ultrafiltration assay2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID601540Antiproliferative activity against mouse L929 cells assessed as growth inhibition after 5 days by MTT assay2011Journal of natural products, May-27, Volume: 74, Issue:5
Archazolid A-15-O-β-D-glucopyranoside and iso-archazolid B: potent V-ATPase inhibitory polyketides from the myxobacteria Cystobacter violaceus and Archangium gephyra.
AID1583567Stability in human liver microsomes assessed as drug degradation at 1 uM measured within 15 mins2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583577Protein binding in human plasma at 1 uM by ultrafiltration assay2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
AID1583585Inhibition of recombinant human CYP3A4 at 100 nM2020Journal of medicinal chemistry, 02-27, Volume: 63, Issue:4
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (33.33)29.6817
2010's8 (53.33)24.3611
2020's2 (13.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.96

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 Index11.96 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.96)

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%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]