Compounds > sulfated pentagalloylglucoside
Page last updated: 2024-11-13

sulfated pentagalloylglucoside

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Description

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

Cross-References

ID SourceID
PubMed CID71562308
CHEMBL ID2314388
MeSH IDM0583238

Synonyms (2)

Synonym
CHEMBL2314388 ,
sulfated pentagalloylglucoside
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Coagulation factor XIHomo sapiens (human)IC50 (µMol)0.55100.00282.639110.0000AID721984
Neutrophil elastaseHomo sapiens (human)IC50 (µMol)0.04000.00632.073422.3780AID1509050
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (28)

Processvia Protein(s)Taxonomy
blood coagulationCoagulation factor XIHomo sapiens (human)
plasminogen activationCoagulation factor XIHomo sapiens (human)
positive regulation of fibrinolysisCoagulation factor XIHomo sapiens (human)
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
serine-type endopeptidase activityCoagulation factor XIHomo sapiens (human)
protein bindingCoagulation factor XIHomo sapiens (human)
heparin bindingCoagulation factor XIHomo sapiens (human)
serine-type aminopeptidase activityCoagulation factor XIHomo sapiens (human)
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (14)

Processvia Protein(s)Taxonomy
extracellular regionCoagulation factor XIHomo sapiens (human)
extracellular spaceCoagulation factor XIHomo sapiens (human)
plasma membraneCoagulation factor XIHomo sapiens (human)
membraneCoagulation factor XIHomo sapiens (human)
extracellular exosomeCoagulation factor XIHomo sapiens (human)
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (45)

Assay IDTitleYearJournalArticle
AID721830Inhibition of bovine chymotrypsin at 3.7 mg/ml after 60 secs by spectrophotometry2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721803Allosteric inhibition of human FXIa assessed as reduction in Vmax for enzyme-mediated S-2366 hydrolysis2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID1509071Anticoagulant activity in human plasma assessed as concentration required to double the prothrombin time measured after 5 mins2019Journal of medicinal chemistry, 06-13, Volume: 62, Issue:11
On the Process of Discovering Leads That Target the Heparin-Binding Site of Neutrophil Elastase in the Sputum of Cystic Fibrosis Patients.
AID721820Anticoagulant activity in human whole blood assessed as clot formation time at 20 ug/ml by thromboelastography (Rvb = 6.0 mins)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721832Inhibition of FXIIa (unknown origin) after 60 secs by spectrophotometry2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721825Competitive inhibition of human FXIa after 10 mins by spectrophotometry in presence of 3.33 uM UFH2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721834Inhibition of human FIXa after 60 secs by spectrophotometry2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721802Allosteric inhibition of human FXIa catalytic domain assessed as reduction in Vmax for enzyme-mediated S-2366 hydrolysis2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721984Inhibition of human FXIa assessed as S-2366 hydrolysis after 10 mins by microplate reader analysis2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721833Inhibition of human FXa after 60 secs by spectrophotometry2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721822Anticoagulant activity in human plasma assessed as concentration required to double activated prothrombin time2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721828Selectivity ratio of IC50 for human FXa to IC50 for human FXIa2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721807Anticoagulant activity in human whole blood assessed as shear elastic modulus at 190 ug/ml by thromboelastography (Rvb = 7.2 x 10'3 kdyun/cm'3)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721814Anticoagulant activity in human whole blood assessed as angle alpha at 190 ug/ml by thromboelastography (Rvb = 56.4 deg)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721836Inhibition of human thrombin after 60 secs by spectrophotometry2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721815Anticoagulant activity in human whole blood assessed as angle alpha at 135 ug/ml by thromboelastography (Rvb = 56.4 deg)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID1509070Anticoagulant activity in human plasma assessed as concentration required to double the activated partial thromboplastin time measured after 5 mins2019Journal of medicinal chemistry, 06-13, Volume: 62, Issue:11
On the Process of Discovering Leads That Target the Heparin-Binding Site of Neutrophil Elastase in the Sputum of Cystic Fibrosis Patients.
AID721813Anticoagulant activity in human whole blood assessed as maximum amplitude at 20 ug/ml by thromboelastography (Rvb = 59 mm)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID1509067Inhibition of human neutrophil elastase assessed as reduction in elastin-congo red hydrolysis preincubated for 30 mins followed by elastin-congo red addition measured after 48 hrs2019Journal of medicinal chemistry, 06-13, Volume: 62, Issue:11
On the Process of Discovering Leads That Target the Heparin-Binding Site of Neutrophil Elastase in the Sputum of Cystic Fibrosis Patients.
AID721821Anticoagulant activity in human plasma assessed as concentration required to double activated partial prothrombin time2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID1509049Inhibition of human neutrophil elastase at 200 uM using S1384 as substrate preincubated for 5 mins followed by substrate addition relative to control2019Journal of medicinal chemistry, 06-13, Volume: 62, Issue:11
On the Process of Discovering Leads That Target the Heparin-Binding Site of Neutrophil Elastase in the Sputum of Cystic Fibrosis Patients.
AID721817Anticoagulant activity in human whole blood assessed as clot formation time at 280 ug/ml by thromboelastography (Rvb = 6.0 mins)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721804Ratio of concentration required to double clotting time for compound to enoxaparin in human plasma2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721819Anticoagulant activity in human whole blood assessed as clot formation time at 135 ug/ml by thromboelastography (Rvb = 6.0 mins)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721826Selectivity ratio of IC50 for human thrombin to IC50 for human FXIa2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721816Anticoagulant activity in human whole blood assessed as angle alpha at 20 ug/ml by thromboelastography (Rvb = 56.4 deg)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721818Anticoagulant activity in human whole blood assessed as clot formation time at 190 ug/ml by thromboelastography (Rvb = 6.0 mins)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721810Anticoagulant activity in human whole blood assessed as maximum amplitude at 280 ug/ml by thromboelastography (Rvb = 59 mm)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID1509062Inhibition of human neutrophil elastase using S1384 as substrate preincubated for 5 mins followed by substrate addition measured in presence of 362.5 mM NaCl2019Journal of medicinal chemistry, 06-13, Volume: 62, Issue:11
On the Process of Discovering Leads That Target the Heparin-Binding Site of Neutrophil Elastase in the Sputum of Cystic Fibrosis Patients.
AID721808Anticoagulant activity in human whole blood assessed as shear elastic modulus at 20 ug/ml by thromboelastography (Rvb = 7.2 x 10'3 kdyun/cm'3)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721827Selectivity ratio of IC50 for human FIXa to IC50 for human FXIa2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721823Competitive inhibition of human FXIa after 10 mins by spectrophotometry in presence of 33.3 uM UFH2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721812Anticoagulant activity in human whole blood assessed as maximum amplitude at 135 ug/ml by thromboelastography (Rvb = 59 mm)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID1509065Inhibition of human neutrophil elastase assessed as reduction in elastin-congo red hydrolysis preincubated for 30 mins followed by elastin-congo red addition measured up to 4 hrs relative to control2019Journal of medicinal chemistry, 06-13, Volume: 62, Issue:11
On the Process of Discovering Leads That Target the Heparin-Binding Site of Neutrophil Elastase in the Sputum of Cystic Fibrosis Patients.
AID1509051Inhibition of human neutrophil elastase using S1384 as substrate preincubated for 5 mins followed by substrate addition relative to control2019Journal of medicinal chemistry, 06-13, Volume: 62, Issue:11
On the Process of Discovering Leads That Target the Heparin-Binding Site of Neutrophil Elastase in the Sputum of Cystic Fibrosis Patients.
AID721837Inhibition of human FXIa using FIX as substrate assessed as FIXbeta formation at 3 uM after 120 mins by Western blotting analysis2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721811Anticoagulant activity in human whole blood assessed as maximum amplitude at 190 ug/ml by thromboelastography (Rvb = 59 mm)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721829Selectivity ratio of IC50 for FXIIa (unknown origin) to IC50 for human FXIa2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721831Inhibition of bovine trypsin at 1.8 mg/ml after 60 secs by spectrophotometry2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID1509064Inhibition of human neutrophil elastase using S1384 as substrate preincubated for 5 mins followed by substrate addition measured in presence of 2.1% v/v NaCl2019Journal of medicinal chemistry, 06-13, Volume: 62, Issue:11
On the Process of Discovering Leads That Target the Heparin-Binding Site of Neutrophil Elastase in the Sputum of Cystic Fibrosis Patients.
AID721824Competitive inhibition of human FXIa after 10 mins by spectrophotometry in presence of 0.13 uM UFH2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721835Inhibition of human FVIIa at 3.7 mg/ml after 60 secs by spectrophotometry2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID721809Anticoagulant activity in human whole blood assessed as shear elastic modulus at 135 ug/ml by thromboelastography (Rvb = 7.2 x 10'3 kdyun/cm'3)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
AID1509050Inhibition of human neutrophil elastase using S1384 as substrate preincubated for 5 mins followed by substrate addition2019Journal of medicinal chemistry, 06-13, Volume: 62, Issue:11
On the Process of Discovering Leads That Target the Heparin-Binding Site of Neutrophil Elastase in the Sputum of Cystic Fibrosis Patients.
AID721806Anticoagulant activity in human whole blood assessed as shear elastic modulus at 280 ug/ml by thromboelastography (Rvb = 7.2 x 10'3 kdyun/cm'3)2013Journal of medicinal chemistry, Feb-14, Volume: 56, Issue:3
Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's4 (80.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.72

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 Index12.72 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.72)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		3.0640D-glucopyranoseepitope;
mouse metabolite
1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose
pentagalloylglucose: pentahydroxy gallic acid ester of glucose; a phytogenic antineoplastic agent and antibacterial agent. 1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose : A galloyl-beta-D-glucose compound having five galloyl groups in the 1-, 2-, 3-, 4- and 6-positions.		2.0810gallate ester;
galloyl beta-D-glucose		anti-inflammatory agent;
antineoplastic agent;
geroprotector;
hepatoprotective agent;
plant metabolite;
radiation protective agent;
radical scavenger
ConditionIndicatedRelationship StrengthStudiesTrials
Cystic Fibrosis of Pancreas
[description not available]		02.2110
Cystic Fibrosis
An autosomal recessive genetic disease of the EXOCRINE GLANDS. It is caused by mutations in the gene encoding the CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR expressed in several organs including the LUNG, the PANCREAS, the BILIARY SYSTEM, and the SWEAT GLANDS. Cystic fibrosis is characterized by epithelial secretory dysfunction associated with ductal obstruction resulting in AIRWAY OBSTRUCTION; chronic RESPIRATORY INFECTIONS; PANCREATIC INSUFFICIENCY; maldigestion; salt depletion; and HEAT PROSTRATION.		02.2110
Cytomegalic Inclusion Disease
[description not available]		02.2510
Cytomegalovirus Infections
Infection with CYTOMEGALOVIRUS, characterized by enlarged cells bearing intranuclear inclusions. Infection may be in almost any organ, but the salivary glands are the most common site in children, as are the lungs in adults.		02.2510
Cytomegalovirus
A genus of the family HERPESVIRIDAE, subfamily BETAHERPESVIRINAE, infecting the salivary glands, liver, spleen, lungs, eyes, and other organs, in which they produce characteristically enlarged cells with intranuclear inclusions. Infection with Cytomegalovirus is also seen as an opportunistic infection in AIDS.		02.2510
Herpes Simplex Keratitis
[description not available]		02.2110
Keratitis, Herpetic
A superficial, epithelial Herpesvirus hominis infection of the cornea, characterized by the presence of small vesicles which may break down and coalesce to form dendritic ulcers (KERATITIS, DENDRITIC). (Dictionary of Visual Science, 3d ed)		02.2110