Page last updated: 2024-11-13

isoangustone a

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

Description

isoangustone A: antioxidant isolated from Glycyrrhiza uralensis; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
GlycyrrhizagenusA genus of leguminous herbs or shrubs whose roots yield GLYCYRRHETINIC ACID and its derivative, CARBENOXOLONE.[MeSH]FabaceaeThe large family of plants characterized by pods. Some are edible and some cause LATHYRISM or FAVISM and other forms of poisoning. Other species yield useful materials like gums from ACACIA and various LECTINS like PHYTOHEMAGGLUTININS from PHASEOLUS. Many of them harbor NITROGEN FIXATION bacteria on their roots. Many but not all species of beans belong to this family.[MeSH]

Cross-References

ID SourceID
PubMed CID21591148
CHEMBL ID3809403
CHEBI ID175387
SCHEMBL ID24075572
MeSH IDM0549259

Synonyms (22)

Synonym
3-[3,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one
CHEBI:175387
5,7,3',4'-tetrahydroxy-6,5'-diprenylisoflavone
LMPK12050243
isoangustone a
CHEMBL3809403 ,
129280-34-8
3-[3,4-dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one, 9ci
bdbm50172093
isoangustonea
AKOS032962703
FS-8807
4h-1-benzopyran-4-one, 3-(3,4-dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl)-5,7-dihydroxy-6-(3-methyl-2-buten-1-yl)-
58NM254N9T ,
4h-1-benzopyran-4-one, 3-(3,4-dihydroxy-5-(3-methyl-2-butenyl)phenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-
3-(3,4-dihydroxy-5-(3-methyl-2-buten-1-yl)phenyl)-5,7-dihydroxy-6-(3-methyl-2-buten-1-yl)-4h-1-benzopyran-4-one
flavone base + 4o, 2prenyl
unii-58nm254n9t
DTXSID401317327
SCHEMBL24075572
HY-N4006
CS-0024416

Research Excerpts

Treatment

ExcerptReferenceRelevance
"Isoangustone A treatment activated autophagic signaling and induced a complete autophagic flux in colorectal cancer cells."( Isoangustone A induces autophagic cell death in colorectal cancer cells by activating AMPK signaling.
Cai, S; Ji, S; Qiao, X; Tang, S; Yan, X; Ye, M; Yu, S; Zhang, H; Zhang, W, 2021
)
2.79

Dosage Studied

ExcerptRelevanceReference
" Finally, isoangustone A at a dosage of 10 mg/kg potently activated AMPK and autophagic signaling in and inhibited the growth of SW480 human colorectal xenograft in vivo."( Isoangustone A induces autophagic cell death in colorectal cancer cells by activating AMPK signaling.
Cai, S; Ji, S; Qiao, X; Tang, S; Yan, X; Ye, M; Yu, S; Zhang, H; Zhang, W, 2021
)
2.47
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
isoflavanonesMembers of the class of isoflavans that have a 3,4-dihydro-3-aryl-2H-1-benzopyran-4-one skeleton and its substituted derivatives.
[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 (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)IC50 (µMol)5.35000.00053.49849.7600AID1301468; AID1651895
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
positive regulation of JUN kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
actin cytoskeleton organizationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of endocytosisTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of vascular endothelial growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulum unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of intracellular protein transportTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cellular response to unfolded proteinTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
platelet-derived growth factor receptor-beta signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor recyclingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of MAP kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of type I interferon-mediated signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
growth hormone receptor signaling pathway via JAK-STATTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of protein tyrosine kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of ERK1 and ERK2 cascadeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of hepatocyte growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of endoplasmic reticulum stress-induced intrinsic apoptotic signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of PERK-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylation involved in inactivation of protein kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of receptor catabolic processTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
RNA bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
zinc ion bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
enzyme bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
receptor tyrosine kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cadherin bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
ephrin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein phosphatase 2A bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
non-membrane spanning protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
plasma membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial matrixTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytosolTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial cristaTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endosome lumenTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
sorting endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmic side of endoplasmic reticulum membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein-containing complexTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID1758638Anti-austerity activity against human PSN1 cells assessed as cell killing in nutrient deprived medium2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40A new anti-austerity agent, 4'-O-methylgrynullarin from Derris scandens induces PANC-1 human pancreatic cancer cell death under nutrition starvation via inhibition of Akt/mTOR pathway.
AID1372433Antitussive activity in ammonia liquor-induced cough ICR mouse model assessed as reduction in cough frequency at 50 mg/kg, po treated with ammonia 1 hr before and 1 hr after test compound dosing measured for 3 mins relative to control2018Bioorganic & medicinal chemistry, 01-01, Volume: 26, Issue:1
Antitussive and expectorant activities of licorice and its major compounds.
AID1372434Antitussive activity in ammonia liquor-induced cough ICR mouse model assessed as reduction in cough frequency at 50 mg/kg, po treated with ammonia 1 hr before and 2.5 hrs after test compound dosing measured for 3 mins relative to control2018Bioorganic & medicinal chemistry, 01-01, Volume: 26, Issue:1
Antitussive and expectorant activities of licorice and its major compounds.
AID1651895Inhibition of recombinant human PTP1B (1 to 321 residues) expressed in Escherichia coli using p-nitrophenyl phosphate as substrate incubated for 30 mins
AID1372442Antitussive activity in ammonia liquor-induced cough ICR mouse model assessed as reduction in cough frequency at 20 mg/kg, po treated with ammonia 1 hr before and 1 hr after test compound dosing measured for 3 mins2018Bioorganic & medicinal chemistry, 01-01, Volume: 26, Issue:1
Antitussive and expectorant activities of licorice and its major compounds.
AID1301464Cytotoxicity against human SW480 cells assessed as reduction in cell viability after 24 hrs by MTS assay2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Bioactive Constituents of Glycyrrhiza uralensis (Licorice): Discovery of the Effective Components of a Traditional Herbal Medicine.
AID1301463Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 24 hrs by MTS assay2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Bioactive Constituents of Glycyrrhiza uralensis (Licorice): Discovery of the Effective Components of a Traditional Herbal Medicine.
AID1758637Anti-austerity activity against human MIA PaCa-2 cells assessed as cell killing in nutrient deprived medium2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40A new anti-austerity agent, 4'-O-methylgrynullarin from Derris scandens induces PANC-1 human pancreatic cancer cell death under nutrition starvation via inhibition of Akt/mTOR pathway.
AID1372443Antitussive activity in ammonia liquor-induced cough ICR mouse model assessed as reduction in cough frequency at 20 mg/kg, po treated with ammonia 1 hr before and 2.5 hrs after test compound dosing measured for 3 mins2018Bioorganic & medicinal chemistry, 01-01, Volume: 26, Issue:1
Antitussive and expectorant activities of licorice and its major compounds.
AID1301467Inhibition of recombinant human PTP1B assessed as hydrolysis of p-nitrophenyl phosphate at 25 uM after 30 mins relative to control2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Bioactive Constituents of Glycyrrhiza uralensis (Licorice): Discovery of the Effective Components of a Traditional Herbal Medicine.
AID1301466Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 24 hrs by MTS assay2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Bioactive Constituents of Glycyrrhiza uralensis (Licorice): Discovery of the Effective Components of a Traditional Herbal Medicine.
AID1758636Anti-austerity activity against human PANC-1 cells assessed as cell killing in nutrient deprived medium2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40A new anti-austerity agent, 4'-O-methylgrynullarin from Derris scandens induces PANC-1 human pancreatic cancer cell death under nutrition starvation via inhibition of Akt/mTOR pathway.
AID1301468Inhibition of recombinant human PTP1B assessed as hydrolysis of p-nitrophenyl phosphate2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Bioactive Constituents of Glycyrrhiza uralensis (Licorice): Discovery of the Effective Components of a Traditional Herbal Medicine.
AID1372444Antitussive activity in ammonia liquor-induced cough ICR mouse model assessed as reduction in cough frequency at 20 mg/kg, po treated with ammonia 1 hr before and 5 hrs after test compound dosing measured for 3 mins2018Bioorganic & medicinal chemistry, 01-01, Volume: 26, Issue:1
Antitussive and expectorant activities of licorice and its major compounds.
AID1301483Cytotoxicity against MDCK cells after 36 hrs2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Bioactive Constituents of Glycyrrhiza uralensis (Licorice): Discovery of the Effective Components of a Traditional Herbal Medicine.
AID1301465Cytotoxicity against human A549 cells assessed as reduction in cell viability after 24 hrs by MTS assay2016Journal of natural products, Feb-26, Volume: 79, Issue:2
Bioactive Constituents of Glycyrrhiza uralensis (Licorice): Discovery of the Effective Components of a Traditional Herbal Medicine.
AID1758639Anti-austerity activity against human KLM-1 cells assessed as cell killing in nutrient deprived medium2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40A new anti-austerity agent, 4'-O-methylgrynullarin from Derris scandens induces PANC-1 human pancreatic cancer cell death under nutrition starvation via inhibition of Akt/mTOR pathway.
AID1372435Antitussive activity in ammonia liquor-induced cough ICR mouse model assessed as reduction in cough frequency at 50 mg/kg, po treated with ammonia 1 hr before and 5 hrs after test compound dosing measured for 3 mins relative to control2018Bioorganic & medicinal chemistry, 01-01, Volume: 26, Issue:1
Antitussive and expectorant activities of licorice and its major compounds.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's9 (75.00)24.3611
2020's3 (25.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.49

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 Index12.49 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index5.06 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.49)

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%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]