Page last updated: 2024-12-10

wighteone

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

Description

wighteone : A member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4' and a prenyl group at position 6. It has been isolated from Ficus mucuso. [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
FicusgenusA plant genus of the family MORACEAE. It is the source of the familiar fig fruit and the latex from this tree contains FICAIN.[MeSH]MoraceaeThe mulberry plant family of the order Urticales, subclass Hamamelidae, class Magnoliopsida. They have milky latex and small, petalless male or female flowers.[MeSH]

Cross-References

ID SourceID
PubMed CID5281814
CHEMBL ID393222
CHEBI ID10038
SCHEMBL ID1170652

Synonyms (27)

Synonym
51225-30-0
wighteone
5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one
4h-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-
chebi:10038 ,
CHEMBL393222
bdbm50114967
FT-0658111
LMPK12050188
5,7,4'-trihydroxy-6-prenylisoflavone
erythrinin b
A828494
48zs74cb9a ,
unii-48zs74cb9a
5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-4h-chromen-4-one
5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one
AKOS015896247
SCHEMBL1170652
4h-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-
5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-4h-1-benzopyran-4-one
DTXSID30199239
Q3568003
FS-9947
5,7,4'-trihydroxy-6-prenyl-isoflavone
isoflavone base + 3o, 1prenyl
GLXC-17899
B0005-143305
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antifungal agentAn antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
[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 (1)

ClassDescription
7-hydroxyisoflavonesA hydroxyisoflavone compound having a hydroxy group at the 7-position.
[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]

Pathways (2)

PathwayProteinsCompounds
wighteone and luteone biosynthesis09
superpathway of isoflavonoids (via naringenin)028

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Pancreatic triacylglycerol lipaseSus scrofa (pig)IC50 (µMol)100.00000.00401.10246.5000AID1242901
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (36)

Assay IDTitleYearJournalArticle
AID356328Antifungal activity against Aspergillus fumigatus IFM 41236 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID305715Antiproliferative activity against human U937 cells after 24 hrs by WST-8 assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1453615Growth inhibition of human SW480 cells at 10 uM after 24 hrs by MTS assay relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1453614Growth inhibition of human MCF7 cells at 10 uM after 24 hrs by MTS assay relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID528273Inhibition of influenza A virus H9N2 Neuraminidase using 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid sodium salt hydrate substrate2010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
New stilbenoid with inhibitory activity on viral neuraminidases from Erythrina addisoniae.
AID471330Selectivity ratio of IC50 for human recombinant ERalpha to IC50 for human recombinant ERbeta2009Journal of natural products, Sep, Volume: 72, Issue:9
Isoflavonoids from Erythrina poeppigiana: evaluation of their binding affinity for the estrogen receptor.
AID358550Selectivity ratio CC50 for HGF to CC50 for human HSC-2 cells2001Journal of natural products, Jan, Volume: 64, Issue:1
Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.
AID305716Antiproliferative activity against human U937 cells after 48 hrs by WST-8 assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID611698Inhibition of Escherichia coli beta-glucuronidase assessed as inhibition of p-nitrophenyl-beta-D-glucuronide hydrolysis at 0.20 mM preincubated for 30 mins measured 30 mins after substrate addition by spectrophotometry2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Isoflavone dimers and other bioactive constituents from the figs of Ficus mucuso.
AID471326Displacement of fluorescent estrogen ES2 from human recombinant ERalpha by fluorescence polarization assay relative to 17-beta-estradiol2009Journal of natural products, Sep, Volume: 72, Issue:9
Isoflavonoids from Erythrina poeppigiana: evaluation of their binding affinity for the estrogen receptor.
AID356329Antifungal activity against Aspergillus nidulans IFM 5396 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID1453616Growth inhibition of human HepG2 cells at 10 uM after 24 hrs by MTS assay relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID1453621Inhibition of LPS-induced NF-kappaB transcription (unknown origin) expressed in human SW480 cells at 10 uM by luciferase reporter gene assay2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID358549Cytotoxicity against HGF cells2001Journal of natural products, Jan, Volume: 64, Issue:1
Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.
AID528272Non-competitive inhibition of influenza A virus H1N1 Neuraminidase using 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid sodium salt hydrate substrate by Lineweaver burk plot2010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
New stilbenoid with inhibitory activity on viral neuraminidases from Erythrina addisoniae.
AID356327Antifungal activity against Aspergillus fumigatus IFM 41374 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID611705Inhibition of Plasmodium falciparum Enoyl-ACP reductase using crotonyl-CoA as substrate at 0.15 mM peincubated for 5 mins measured after 10 mins of substrate addition by UV-vis spectrophotometry2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Isoflavone dimers and other bioactive constituents from the figs of Ficus mucuso.
AID528271Inhibition of influenza A virus H1N1 Neuraminidase using 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid sodium salt hydrate substrate2010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
New stilbenoid with inhibitory activity on viral neuraminidases from Erythrina addisoniae.
AID1453625Inhibition of mushroom tyrosinase at 10 uM using L-tyrosine as substrate incubated for 15 mins followed by substrate addition relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID305717Antiproliferative activity against human U937 cells after 72 hrs by WST-8 assay2007Bioorganic & medicinal chemistry, Feb-01, Volume: 15, Issue:3
Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa.
AID1453623Inhibition of recombinant human PTP1B using p-nitrophenyl phosphate as substrate at 10 uM after 30 mins relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID356322Antifungal activity against Candida albicans ATCC 90028 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID356325Antifungal activity against Candida krusei ATCC 6258 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID1700386Antibacterial activity against Listeria monocytogenes assessed as reduction in microbial growth measured every 5 mins for 24 hrs2020Journal of natural products, 11-25, Volume: 83, Issue:11
Total Syntheses of Prenylated Isoflavones from
AID356323Antifungal activity against Candida parapsilosis ATCC 22019 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID1242902Inhibition of porcine pancreatic lipase at 100 ug/ml pre-incubated for 15 mins before p-nitrophenylbutyrate substrate addition by microplate reader based method2015Bioorganic & medicinal chemistry letters, Sep-01, Volume: 25, Issue:17
Benzylated and prenylated flavonoids from the root barks of Cudrania tricuspidata with pancreatic lipase inhibitory activity.
AID356324Antifungal activity against Candida glabrata ATCC 90030 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID358548Cytotoxicity against human HSC2 cells2001Journal of natural products, Jan, Volume: 64, Issue:1
Benzophenones and xanthones with isoprenoid groups from Cudrania cochinchinensis.
AID471327Displacement of fluorescent estrogen ES2 from human recombinant ERbeta by fluorescence polarization assay relative to 17-beta-estradiol2009Journal of natural products, Sep, Volume: 72, Issue:9
Isoflavonoids from Erythrina poeppigiana: evaluation of their binding affinity for the estrogen receptor.
AID356326Antifungal activity against Cryptococcus neoformans ATCC 90112 after 48 to 96 hrs by broth microdilution method2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID1463920Activation of Nrf2 (unknown origin) expressed in human HepG2 cells at 10 uM incubated for 6 hrs by ARE-driven luciferase reporter gene assay relative to untreated control2017Bioorganic & medicinal chemistry, 10-15, Volume: 25, Issue:20
Nrf2 activators from Glycyrrhiza inflata and their hepatoprotective activities against CCl
AID356330Antifungal activity against Candida albicans ATCC 90028 after 48 hrs by disk diffusion assay2003Journal of natural products, Aug, Volume: 66, Issue:8
Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species.
AID1453619Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production at 10 uM after 24 hrs by Griess reagent based assay relative to control2017Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14
Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata.
AID611697Inhibition of Escherichia coli beta-glucuronidase assessed as inhibition of p-nitrophenyl-beta-D-glucuronide hydrolysis preincubated for 30 mins measured 30 mins after substrate addition by spectrophotometry2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Isoflavone dimers and other bioactive constituents from the figs of Ficus mucuso.
AID1242901Inhibition of porcine pancreatic lipase pre-incubated for 15 mins before p-nitrophenylbutyrate substrate addition by microplate reader based method2015Bioorganic & medicinal chemistry letters, Sep-01, Volume: 25, Issue:17
Benzylated and prenylated flavonoids from the root barks of Cudrania tricuspidata with pancreatic lipase inhibitory activity.
AID611702Inhibition of Plasmodium falciparum Enoyl-ACP reductase using crotonyl-CoA as substrate peincubated for 5 mins measured after 10 mins of substrate addition by UV-vis spectrophotometry2011Journal of natural products, Jun-24, Volume: 74, Issue:6
Isoflavone dimers and other bioactive constituents from the figs of Ficus mucuso.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's4 (40.00)29.6817
2010's5 (50.00)24.3611
2020's1 (10.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.69

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.69 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.69)

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%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]