Page last updated: 2024-10-15

flavellagic acid

Description

flavellagic acid: RN given refers to parent cpd; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135426515
CHEMBL ID1688543
MeSH IDM0077830

Synonyms (15)

Synonym
NCI60_002950
nsc335996
741-67-3
nsc-335996
[1]benzopyrano[5,4,3-cde][1]benzopyran-5,10-dione, 1,2,3,7,8-pentahydroxy-
pentahydroxy[?]dione
flavellagic acid
CHEMBL1688543 ,
bdbm50339128
(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione, 1,2,3,7,8-pentahydroxy-
yzx6yn0kuz ,
unii-yzx6yn0kuz
nsc 335996
DTXSID60225010
1,2,3,7,8-pentahydroxy(1)benzopyrano(5,4,3-cde)(1)benzopyran-5,10-dione
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Glutathione reductase, mitochondrialHomo sapiens (human)IC50 (µMol)26.70001.00004.55008.1000AID580672
Glutathione S-transferase PHomo sapiens (human)IC50 (µMol)35.70000.05121.70194.0000AID580670
Thioredoxin reductase 1, cytoplasmicHomo sapiens (human)IC50 (µMol)46.70000.04322.26555.0000AID580674; AID580676
Thioredoxin reductase 3Homo sapiens (human)IC50 (µMol)46.70000.35003.11675.0000AID580674; AID580676
Thioredoxin reductase 2, mitochondrialHomo sapiens (human)IC50 (µMol)46.70000.35003.11675.0000AID580674; AID580676
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (44)

Processvia Protein(s)Taxonomy
cellular oxidant detoxificationGlutathione reductase, mitochondrialHomo sapiens (human)
cellular response to oxidative stressGlutathione reductase, mitochondrialHomo sapiens (human)
glutathione metabolic processGlutathione reductase, mitochondrialHomo sapiens (human)
cell redox homeostasisGlutathione reductase, mitochondrialHomo sapiens (human)
response to reactive oxygen speciesGlutathione S-transferase PHomo sapiens (human)
negative regulation of acute inflammatory responseGlutathione S-transferase PHomo sapiens (human)
negative regulation of protein kinase activityGlutathione S-transferase PHomo sapiens (human)
prostaglandin metabolic processGlutathione S-transferase PHomo sapiens (human)
glutathione metabolic processGlutathione S-transferase PHomo sapiens (human)
xenobiotic metabolic processGlutathione S-transferase PHomo sapiens (human)
central nervous system developmentGlutathione S-transferase PHomo sapiens (human)
negative regulation of biosynthetic processGlutathione S-transferase PHomo sapiens (human)
negative regulation of tumor necrosis factor-mediated signaling pathwayGlutathione S-transferase PHomo sapiens (human)
negative regulation of interleukin-1 beta productionGlutathione S-transferase PHomo sapiens (human)
negative regulation of tumor necrosis factor productionGlutathione S-transferase PHomo sapiens (human)
regulation of stress-activated MAPK cascadeGlutathione S-transferase PHomo sapiens (human)
negative regulation of stress-activated MAPK cascadeGlutathione S-transferase PHomo sapiens (human)
positive regulation of superoxide anion generationGlutathione S-transferase PHomo sapiens (human)
common myeloid progenitor cell proliferationGlutathione S-transferase PHomo sapiens (human)
nitric oxide storageGlutathione S-transferase PHomo sapiens (human)
negative regulation of apoptotic processGlutathione S-transferase PHomo sapiens (human)
negative regulation of canonical NF-kappaB signal transductionGlutathione S-transferase PHomo sapiens (human)
negative regulation of MAP kinase activityGlutathione S-transferase PHomo sapiens (human)
negative regulation of MAPK cascadeGlutathione S-transferase PHomo sapiens (human)
negative regulation of JUN kinase activityGlutathione S-transferase PHomo sapiens (human)
linoleic acid metabolic processGlutathione S-transferase PHomo sapiens (human)
negative regulation of fibroblast proliferationGlutathione S-transferase PHomo sapiens (human)
hepoxilin biosynthetic processGlutathione S-transferase PHomo sapiens (human)
negative regulation of nitric-oxide synthase biosynthetic processGlutathione S-transferase PHomo sapiens (human)
regulation of ERK1 and ERK2 cascadeGlutathione S-transferase PHomo sapiens (human)
negative regulation of ERK1 and ERK2 cascadeGlutathione S-transferase PHomo sapiens (human)
negative regulation of leukocyte proliferationGlutathione S-transferase PHomo sapiens (human)
cellular response to lipopolysaccharideGlutathione S-transferase PHomo sapiens (human)
negative regulation of monocyte chemotactic protein-1 productionGlutathione S-transferase PHomo sapiens (human)
cellular oxidant detoxificationGlutathione S-transferase PHomo sapiens (human)
glutathione derivative biosynthetic processGlutathione S-transferase PHomo sapiens (human)
negative regulation of extrinsic apoptotic signaling pathwayGlutathione S-transferase PHomo sapiens (human)
mesoderm formationThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
signal transductionThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cell population proliferationThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cellular oxidant detoxificationThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cell redox homeostasisThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
spermatogenesisThioredoxin reductase 3Homo sapiens (human)
cell differentiationThioredoxin reductase 3Homo sapiens (human)
cell redox homeostasisThioredoxin reductase 3Homo sapiens (human)
cellular oxidant detoxificationThioredoxin reductase 3Homo sapiens (human)
response to oxygen radicalThioredoxin reductase 2, mitochondrialHomo sapiens (human)
response to xenobiotic stimulusThioredoxin reductase 2, mitochondrialHomo sapiens (human)
response to selenium ionThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cell redox homeostasisThioredoxin reductase 2, mitochondrialHomo sapiens (human)
response to hyperoxiaThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cellular oxidant detoxificationThioredoxin reductase 2, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (19)

Processvia Protein(s)Taxonomy
electron transfer activityGlutathione reductase, mitochondrialHomo sapiens (human)
NADP bindingGlutathione reductase, mitochondrialHomo sapiens (human)
glutathione-disulfide reductase (NADPH) activityGlutathione reductase, mitochondrialHomo sapiens (human)
flavin adenine dinucleotide bindingGlutathione reductase, mitochondrialHomo sapiens (human)
glutathione transferase activityGlutathione S-transferase PHomo sapiens (human)
glutathione peroxidase activityGlutathione S-transferase PHomo sapiens (human)
fatty acid bindingGlutathione S-transferase PHomo sapiens (human)
protein bindingGlutathione S-transferase PHomo sapiens (human)
JUN kinase bindingGlutathione S-transferase PHomo sapiens (human)
kinase regulator activityGlutathione S-transferase PHomo sapiens (human)
S-nitrosoglutathione bindingGlutathione S-transferase PHomo sapiens (human)
dinitrosyl-iron complex bindingGlutathione S-transferase PHomo sapiens (human)
nitric oxide bindingGlutathione S-transferase PHomo sapiens (human)
thioredoxin-disulfide reductase (NADPH) activityThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
protein bindingThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
identical protein bindingThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
NADPH peroxidase activityThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
FAD bindingThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
thioredoxin-disulfide reductase (NADPH) activityThioredoxin reductase 3Homo sapiens (human)
flavin adenine dinucleotide bindingThioredoxin reductase 3Homo sapiens (human)
thioredoxin-disulfide reductase (NADPH) activityThioredoxin reductase 2, mitochondrialHomo sapiens (human)
protein bindingThioredoxin reductase 2, mitochondrialHomo sapiens (human)
protein homodimerization activityThioredoxin reductase 2, mitochondrialHomo sapiens (human)
protein-containing complex bindingThioredoxin reductase 2, mitochondrialHomo sapiens (human)
flavin adenine dinucleotide bindingThioredoxin reductase 2, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
mitochondrial matrixGlutathione reductase, mitochondrialHomo sapiens (human)
cytosolGlutathione reductase, mitochondrialHomo sapiens (human)
external side of plasma membraneGlutathione reductase, mitochondrialHomo sapiens (human)
extracellular exosomeGlutathione reductase, mitochondrialHomo sapiens (human)
cytosolGlutathione reductase, mitochondrialHomo sapiens (human)
mitochondrionGlutathione reductase, mitochondrialHomo sapiens (human)
extracellular regionGlutathione S-transferase PHomo sapiens (human)
extracellular spaceGlutathione S-transferase PHomo sapiens (human)
nucleusGlutathione S-transferase PHomo sapiens (human)
cytoplasmGlutathione S-transferase PHomo sapiens (human)
mitochondrionGlutathione S-transferase PHomo sapiens (human)
cytosolGlutathione S-transferase PHomo sapiens (human)
vesicleGlutathione S-transferase PHomo sapiens (human)
secretory granule lumenGlutathione S-transferase PHomo sapiens (human)
extracellular exosomeGlutathione S-transferase PHomo sapiens (human)
ficolin-1-rich granule lumenGlutathione S-transferase PHomo sapiens (human)
TRAF2-GSTP1 complexGlutathione S-transferase PHomo sapiens (human)
cytosolGlutathione S-transferase PHomo sapiens (human)
fibrillar centerThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
nucleoplasmThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cytosolThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
extracellular exosomeThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
mitochondrionThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cytosolThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
cytoplasmThioredoxin reductase 1, cytoplasmicHomo sapiens (human)
nucleoplasmThioredoxin reductase 3Homo sapiens (human)
endoplasmic reticulumThioredoxin reductase 3Homo sapiens (human)
cytosolThioredoxin reductase 3Homo sapiens (human)
mitochondrionThioredoxin reductase 3Homo sapiens (human)
cytoplasmThioredoxin reductase 3Homo sapiens (human)
cytosolThioredoxin reductase 3Homo sapiens (human)
mitochondrionThioredoxin reductase 2, mitochondrialHomo sapiens (human)
mitochondrial matrixThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cytosolThioredoxin reductase 2, mitochondrialHomo sapiens (human)
axonThioredoxin reductase 2, mitochondrialHomo sapiens (human)
dendriteThioredoxin reductase 2, mitochondrialHomo sapiens (human)
neuronal cell bodyThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cytoplasmThioredoxin reductase 2, mitochondrialHomo sapiens (human)
mitochondrionThioredoxin reductase 2, mitochondrialHomo sapiens (human)
cytosolThioredoxin reductase 2, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (31)

Assay IDTitleYearJournalArticle
AID580678Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum HB32009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580824Inhibition of glutathione S-transferase in human A549 cells assessed as enzyme activity at 158 nM after 24 hrs relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580807Effect on glutathione reductase expression in human A549 cells assessed as transcript level at 315 nM after 24 hrs by RT-qPCR analysis relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580670Inhibition of human glutathione S-transferase P2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580679Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd22009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580818Inhibition of thioredoxin reductase in human A549 cells assessed as enzyme activity at 158 nM after 24 hrs by DTNB assay relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580669Inhibition of Plasmodium falciparum glutathione S-transferase2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580806Effect on glutathione reductase expression in human A549 cells assessed as transcript level at 158 nM after 24 hrs by RT-qPCR analysis relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580795Effect on thioredoxin reductase expression in human A549 cells assessed as transcript level at 315 nM after 24 hrs by RT-qPCR analysis relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580794Effect on thioredoxin reductase expression in human A549 cells assessed as transcript level at 158 nM after 24 hrs by RT-qPCR analysis relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580671Inhibition of Plasmodium falciparum glutathione reductase by spectrophotometer2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580674Inhibition of human thioredoxin reductase2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580800Effect on glutathione S-transferase expression in human A549 cells assessed as transcript level at 158 nM after 24 hrs by RT-qPCR analysis relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580836Inhibition of glutathione peroxidase in human A549 cells assessed as enzyme activity at 158 nM after 24 hrs relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580675Inhibition of Plasmodium falciparum thioredoxin reductase by DTNB assay2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580837Inhibition of glutathione peroxidase in human A549 cells assessed as enzyme activity at 315 nM after 24 hrs relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580676Inhibition of human thioredoxin reductase by DTNB assay2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580801Effect on glutathione S-transferase expression in human A549 cells assessed as transcript level at 315 nM after 24 hrs by RT-qPCR analysis relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580680Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum K12009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580840Inhibition of heme aggregation at 25 uM2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580825Inhibition of glutathione S-transferase in human A549 cells assessed as enzyme activity at 315 nM after 24 hrs relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580672Inhibition of human glutathione reductase by spectrophotometer2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580673Inhibition of Plasmodium falciparum thioredoxin reductase TrxR assay2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580831Inhibition of glutathione reductase in human A549 cells assessed as enzyme activity at 315 nM after 24 hrs relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580841Inhibition of heme aggregation2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580830Inhibition of glutathione reductase in human A549 cells assessed as enzyme activity at 158 nM after 24 hrs relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580677Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D72009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580812Effect on glutathione peroxidase expression in human A549 cells assessed as transcript level at 158 nM after 24 hrs by RT-qPCR analysis relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580717Cytotoxicity against rat L6 cells2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580813Effect on glutathione peroxidase expression in human A549 cells assessed as transcript level at 315 nM after 24 hrs by RT-qPCR analysis relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
AID580819Inhibition of thioredoxin reductase in human A549 cells assessed as enzyme activity at 315 nM after 24 hrs by DTNB assay relative to untreated control2009Antimicrobial agents and chemotherapy, Feb, Volume: 53, Issue:2
Compounds structurally related to ellagic acid show improved antiplasmodial activity.
[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-19903 (42.86)18.7374
1990's2 (28.57)18.2507
2000's1 (14.29)29.6817
2010's1 (14.29)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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]