Page last updated: 2024-11-08

glycyrin

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

Description

glycyrin: has antibacterial, antiviral, and hypotensive activities; isolated from licorice [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

glycyrin : A member of the class of coumarins that is coumarin substituted by methoxy groups at positions 5 and 7, a prenyl group at position 6 and a 2,4-dihydroxyphenyl group at position 3. Isolated from Glycyrrhiza uralensis, it exhibits antibacterial activity. [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]

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]
Glycyrrhiza uralensisspeciesA plant species of the family FABACEAE.[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]
Glycyrrhiza uralensisspeciesA plant species of the family FABACEAE.[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 CID480787
CHEMBL ID132535
CHEBI ID69086
SCHEMBL ID5327472
MeSH IDM000610881

Synonyms (20)

Synonym
3-(2,4-dihydroxy-phenyl)-5,7-dimethoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-2-one
66056-18-6
glycyrin
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methylbut-2-enyl)chromen-2-one
chebi:69086 ,
CHEMBL132535
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methylbut-2-en-1-yl)-2h-chromen-2-one
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-prenylcoumarin
LMPK12160017
994bq9m3av ,
unii-994bq9m3av
3-(2',4'-dihydroxyphenyl)-5,7-dimethoxy-2-isopentenylcoumarin
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-2-one
SCHEMBL5327472
2h-1-benzopyran-2-one, 3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methyl-2-buten-1-yl)-
DTXSID50216255
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methyl-2-butenyl)-2h-1-benzopyran-2-one, 9ci
AKOS032949083
Q27137426
FS-6891
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agentA substance (or active part thereof) that kills or slows the growth of bacteria.
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role 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]

Drug Classes (3)

ClassDescription
coumarins
hydroxyisoflavansA member of the class of isoflavans in which one or more ring hydrogens are replaced by hydroxy groups.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
[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]

Bioassays (30)

Assay IDTitleYearJournalArticle
AID547822Antiviral activity against KJ56-1 Porcine rotavirus G5P[7] in human RBC assessed as inhibition of virus-induced hemagglutinination after 1 hr2010Bioorganic & medicinal chemistry, Nov-01, Volume: 18, Issue:21
In vitro anti-rotavirus activity of polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
AID109829Body weight of the non-fasted diabetic KK-Ay mice on day 7 was measured2003Bioorganic & medicinal chemistry letters, Dec-15, Volume: 13, Issue:24
Phenolics with PPAR-gamma ligand-binding activity obtained from licorice (Glycyrrhiza uralensis roots) and ameliorative effects of glycyrin on genetically diabetic KK-A(y) mice.
AID1432494Inhibition of Escherichia coli N-terminal hexahistidine-tagged FtsZ GTPase activity expressed in Escherichia coli BL21 (DE3) assessed as residual activity at 20 uM after 1 hr relative to control2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
AID109805Blood glucose level of the diabetic KK-Ay mice on day 4 was measured2003Bioorganic & medicinal chemistry letters, Dec-15, Volume: 13, Issue:24
Phenolics with PPAR-gamma ligand-binding activity obtained from licorice (Glycyrrhiza uralensis roots) and ameliorative effects of glycyrin on genetically diabetic KK-A(y) mice.
AID110560Average food intake of the diabetic KK-Ay mice was measured from total intake amount/days/number of mice2003Bioorganic & medicinal chemistry letters, Dec-15, Volume: 13, Issue:24
Phenolics with PPAR-gamma ligand-binding activity obtained from licorice (Glycyrrhiza uralensis roots) and ameliorative effects of glycyrin on genetically diabetic KK-A(y) mice.
AID547828Antiviral activity against KJ56-1 Bovine rotavirus G8P[7] infected in african green monkey TF-104 cells assessed as inhibition of virus-induced cytopathic effect after 72 hrs2010Bioorganic & medicinal chemistry, Nov-01, Volume: 18, Issue:21
In vitro anti-rotavirus activity of polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
AID547824Antiviral activity against KJ56-1 Bovine rotavirus G8P[7] infected in african green monkey TF-104 cells after 72 hrs by virucidal assay2010Bioorganic & medicinal chemistry, Nov-01, Volume: 18, Issue:21
In vitro anti-rotavirus activity of polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
AID458821Inhibition of Spanish flu (A/Bervig_Mission/1/18) neuraminidase by noncompetitive inhibition assay2010Bioorganic & medicinal chemistry letters, Feb-01, Volume: 20, Issue:3
Inhibition of neuraminidase activity by polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
AID634223Antibacterial activity against Streptococcus mutans ATCC 25175 assessed as growth inhibition at 1.25 to 10 ug/ml after 24 hrs by microplate dilution assay2011Journal of natural products, Dec-27, Volume: 74, Issue:12
Isoflavonoids and coumarins from Glycyrrhiza uralensis: antibacterial activity against oral pathogens and conversion of isoflavans into isoflavan-quinones during purification.
AID109827Body weight of the non-fasted diabetic KK-Ay mice on day 0 was measured2003Bioorganic & medicinal chemistry letters, Dec-15, Volume: 13, Issue:24
Phenolics with PPAR-gamma ligand-binding activity obtained from licorice (Glycyrrhiza uralensis roots) and ameliorative effects of glycyrin on genetically diabetic KK-A(y) mice.
AID634229Antibacterial activity against Prevotella intermedia ATCC 25611 assessed as growth inhibition at 1.25 to 10 ug/ml after 24 hrs by microplate dilution assay2011Journal of natural products, Dec-27, Volume: 74, Issue:12
Isoflavonoids and coumarins from Glycyrrhiza uralensis: antibacterial activity against oral pathogens and conversion of isoflavans into isoflavan-quinones during purification.
AID547832Antiviral activity against KJ56-1 Bovine rotavirus G8P[7] in human RBC assessed as inhibition of virus-induced hemagglutinination after 1 hr2010Bioorganic & medicinal chemistry, Nov-01, Volume: 18, Issue:21
In vitro anti-rotavirus activity of polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
AID1301449Activation of NRF2 transcription in human HepG2C8 cells at 10 uM after 6 hrs by luciferase reporter gene assay 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.
AID1432498Uncompetitive inhibition of Bacillus subtilis N-terminal hexahistidine-tagged FtsZ GTPase activity expressed in Escherichia coli BL21 (DE3) after 1 hr by Lineweaver-Burk plot analysis2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
AID634224Antibacterial activity against Streptococcus sobrinus ATCC 33478 assessed as growth inhibition at 1.25 to 10 ug/ml after 24 hrs by microplate dilution assay2011Journal of natural products, Dec-27, Volume: 74, Issue:12
Isoflavonoids and coumarins from Glycyrrhiza uralensis: antibacterial activity against oral pathogens and conversion of isoflavans into isoflavan-quinones during purification.
AID1432491Inhibition of Bacillus subtilis N-terminal hexahistidine-tagged FtsZ GTPase activity expressed in Escherichia coli BL21 (DE3) assessed as residual activity at 20 uM after 1 hr relative to control2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
AID109824Body weight of the fasted diabetic KK-Ay mice on day 10 was measured2003Bioorganic & medicinal chemistry letters, Dec-15, Volume: 13, Issue:24
Phenolics with PPAR-gamma ligand-binding activity obtained from licorice (Glycyrrhiza uralensis roots) and ameliorative effects of glycyrin on genetically diabetic KK-A(y) mice.
AID110711Average sample intake of the diabetic KK-Ay mice was measured as average food intake/average body weight of mice2003Bioorganic & medicinal chemistry letters, Dec-15, Volume: 13, Issue:24
Phenolics with PPAR-gamma ligand-binding activity obtained from licorice (Glycyrrhiza uralensis roots) and ameliorative effects of glycyrin on genetically diabetic KK-A(y) mice.
AID1432492Inhibition of Bacillus subtilis N-terminal hexahistidine-tagged FtsZ GTPase activity expressed in Escherichia coli BL21 (DE3) assessed as residual activity at 100 uM after 1 hr relative to control2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
AID547823Cytotoxicity against african green monkey TF-104 cells after 72 hrs by MTT assay2010Bioorganic & medicinal chemistry, Nov-01, Volume: 18, Issue:21
In vitro anti-rotavirus activity of polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
AID458822Inhibition of Spanish flu (A/Bervig_Mission/1/18) neuraminidase at 200 uM2010Bioorganic & medicinal chemistry letters, Feb-01, Volume: 20, Issue:3
Inhibition of neuraminidase activity by polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
AID1432497Inhibition of Bacillus subtilis N-terminal hexahistidine-tagged FtsZ GTPase activity expressed in Escherichia coli BL21 (DE3) at 100 uM after 1 hr relative to control2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
AID1432493Inhibition of Bacillus subtilis N-terminal hexahistidine-tagged FtsZ GTPase activity expressed in Escherichia coli BL21 (DE3) assessed as residual activity at 200 uM after 1 hr relative to control2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
AID1432499Inhibition of Bacillus subtilis N-terminal hexahistidine-tagged FtsZ V307R mutant GTPase activity expressed in Escherichia coli BL21 (DE3) after 1 hr relative to wild type protein2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
AID1432495Inhibition of Escherichia coli N-terminal hexahistidine-tagged FtsZ GTPase activity expressed in Escherichia coli BL21 (DE3) assessed as residual activity at 100 uM after 1 hr relative to control2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
AID1432500Antibacterial activity against Bacillus subtilis NBRC 3134 after overnight incubation by MTT assay2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
AID109804Blood glucose level of the diabetic KK-Ay mice on day 0 was measured2003Bioorganic & medicinal chemistry letters, Dec-15, Volume: 13, Issue:24
Phenolics with PPAR-gamma ligand-binding activity obtained from licorice (Glycyrrhiza uralensis roots) and ameliorative effects of glycyrin on genetically diabetic KK-A(y) mice.
AID547825Selectivity index, ratio of CC50 for african green monkey TF-104 cells to EC50 for KJ56-1 Bovine rotavirus G8P[7] by virucidal assay2010Bioorganic & medicinal chemistry, Nov-01, Volume: 18, Issue:21
In vitro anti-rotavirus activity of polyphenol compounds isolated from the roots of Glycyrrhiza uralensis.
AID109828Body weight of the non-fasted diabetic KK-Ay mice on day 4 was measured2003Bioorganic & medicinal chemistry letters, Dec-15, Volume: 13, Issue:24
Phenolics with PPAR-gamma ligand-binding activity obtained from licorice (Glycyrrhiza uralensis roots) and ameliorative effects of glycyrin on genetically diabetic KK-A(y) mice.
AID1432496Inhibition of Escherichia coli N-terminal hexahistidine-tagged FtsZ GTPase activity expressed in Escherichia coli BL21 (DE3) assessed as residual activity at 200 uM after 1 hr relative to control2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Filamenting temperature-sensitive mutant Z inhibitors from Glycyrrhiza glabra and their inhibitory mode of action.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (25.00)29.6817
2010's6 (75.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 61.18

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index61.18 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index195.48 (26.88)
Search Engine Supply Index4.00 (0.95)

This Compound (61.18)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]