Page last updated: 2024-11-10

7-hydroxy-6,4'-dimethoxyisoflavone

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

Description

afromosin: structure given in first source; isolated from Wistaria brachybotrys [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

afrormosin : A 4'-methoxyisoflavone that is isoflavone substituted by methoxy groups at positions 6 and 4' and a hydroxy group at position 7. [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]

Cross-References

ID SourceID
PubMed CID5281704
CHEMBL ID464404
CHEBI ID2506
SCHEMBL ID572274
MeSH IDM000611489

Synonyms (34)

Synonym
7-hydroxy-6-methoxy-3-(4-methoxyphenyl)chromen-4-one
4h-1-benzopyran-4-one, 7-hydroxy-3-(4-methoxyphenyl)-6-methoxy-
afrormosin
550-79-8
7-hydroxy-6-methoxy-3-(4-methoxyphenyl)-chromen-4-one
afromosin
bdbm50241529
cid_5281704
7-hydroxy-6-methoxy-3-(4-methoxyphenyl)-4h-chromen-4-one ,
MLS002473149
smr001397241
CHEMBL464404 ,
chebi:2506 ,
LMPK12050100
NCGC00247474-01
HMS2198K16
6,4'-dimethoxy-7-hydroxyisoflavone
89p1sb9fyw ,
unii-89p1sb9fyw
isoflavone, 7-hydroxy-4',6-dimethoxy-
4h-1-benzopyran-4-one, 7-hydroxy-6-methoxy-3-(4-methoxyphenyl)-
SCHEMBL572274
7-hydroxy-6-methoxy-3-(4-methoxyphenyl)-4h-1-benzopyran-4-one
AKOS024286653
KJGPBYUQZLUKLL-UHFFFAOYSA-N
6-methoxyformonetin
afrormosine
DTXSID90203543
7-hydroxy-4',6-dimethoxyisoflavone
7-hydroxy-6,4'-dimethoxyisoflavone
afromorsin
Q27105693
FT-0777979
FS-7688
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
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 (2)

ClassDescription
7-hydroxyisoflavonesA hydroxyisoflavone compound having a hydroxy group at the 7-position.
4'-methoxyisoflavonesAny methoxyisoflavone which has a methoxy group at the 4-position of the phenyl 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]

Pathways (1)

PathwayProteinsCompounds
afrormosin conjugates interconversion07
afrormosin conjugates interconversion09

Protein Targets (14)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency11.22020.007215.758889.3584AID588342
acid sphingomyelinaseHomo sapiens (human)Potency25.118914.125424.061339.8107AID504937
thioredoxin reductaseRattus norvegicus (Norway rat)Potency89.12510.100020.879379.4328AID588456
BRCA1Homo sapiens (human)Potency35.48130.89137.722525.1189AID624202
ATAD5 protein, partialHomo sapiens (human)Potency14.57500.004110.890331.5287AID504466; AID504467
P53Homo sapiens (human)Potency11.22020.07319.685831.6228AID504706
IDH1Homo sapiens (human)Potency32.64270.005210.865235.4813AID686970
ras-related protein Rab-9AHomo sapiens (human)Potency5.62340.00022.621531.4954AID485297
urokinase-type plasminogen activator precursorMus musculus (house mouse)Potency3.54810.15855.287912.5893AID540303
plasminogen precursorMus musculus (house mouse)Potency3.54810.15855.287912.5893AID540303
urokinase plasminogen activator surface receptor precursorMus musculus (house mouse)Potency3.54810.15855.287912.5893AID540303
gemininHomo sapiens (human)Potency4.10950.004611.374133.4983AID624296
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
kallikrein-7 isoform 1 preproproteinHomo sapiens (human)EC50 (µMol)8.99802.57507.18789.4550AID720500
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (47)

Assay IDTitleYearJournalArticle
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID334932Cytotoxicity in human HeLa cells assessed as effect on cell viability at 50 uM after 1 hr
AID658416Inhibition of human HCT116 clonogenicity after 7 days by crystal violet staining by densitometric analysis2012Bioorganic & medicinal chemistry letters, Apr-15, Volume: 22, Issue:8
Isoflavones inhibit the clonogenicity of human colon cancer cells.
AID1276547Antifungal activity against Candida albicans CAF2-1 after 24 hrs by spectrophotometry based broth dilution assay2015Journal of natural products, Dec-24, Volume: 78, Issue:12
Anti-Candida Cassane-Type Diterpenoids from the Root Bark of Swartzia simplex.
AID359664Inhibition of 4NQO-induced carcinogenesis in mouse assessed as reduction of mouse with tumor at 1.25 mg after 25 weeks by two stage carcinogenesis test1992Journal of natural products, Dec, Volume: 55, Issue:12
Anti-tumor-promoting activities of afromosin and soyasaponin I isolated from Wistaria brachybotrys.
AID1276548Antibiofilm activity against Candida albicans CAF2-1 after 48 hrs by XTT assay2015Journal of natural products, Dec-24, Volume: 78, Issue:12
Anti-Candida Cassane-Type Diterpenoids from the Root Bark of Swartzia simplex.
AID338533Cytotoxicity against human RPMI7951 cells at 10 ug/ml1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID338537Cytotoxicity against human KB cells at 10 ug/ml1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID359663Inhibition of 4NQO-induced carcinogenesis in mouse assessed as number of tumors per mouse at 1.25 mg after 25 weeks by two stage carcinogenesis test1992Journal of natural products, Dec, Volume: 55, Issue:12
Anti-tumor-promoting activities of afromosin and soyasaponin I isolated from Wistaria brachybotrys.
AID775570Inhibition of PTP1B (unknown origin) using p-nitrophenyl phosphate as substrate at 100 uM2013Bioorganic & medicinal chemistry letters, Nov-01, Volume: 23, Issue:21
Evaluation of licorice flavonoids as protein tyrosine phosphatase 1B inhibitors.
AID540140Antioxidant activity assessed as DPPH radical scavenging activity2010European journal of medicinal chemistry, Nov, Volume: 45, Issue:11
Chemometric modeling of free radical scavenging activity of flavone derivatives.
AID334924Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells assessed as early antigen induction at 10 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA
AID334921Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells assessed as early antigen induction at 10000 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA
AID334930Cytotoxicity in human HeLa cells assessed as decrease in cell number at 50 uM after 1 hr
AID338539Cytotoxicity against mouse P388 cells at 10 ug/ml1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID334923Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells assessed as early antigen induction at 100 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA
AID338531Cytotoxicity against human HCT8 cells at 10 ug/ml1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID359661Inhibition of DMBA-induced/TPA-promoted carcinogenesis in mouse assessed as number of skin papillomas per mouse at 85 nmol administered twice weekly after 1 week of initiation measured after 20 weeks by two stage carcinogenesis test1992Journal of natural products, Dec, Volume: 55, Issue:12
Anti-tumor-promoting activities of afromosin and soyasaponin I isolated from Wistaria brachybotrys.
AID334926Cytotoxicity against human Raji cells assessed as cell viability at 1000 molar ratio
AID1276546Antifungal activity against Candida albicans CAF2-1 after overnight incubation by MTT based bioautography method2015Journal of natural products, Dec-24, Volume: 78, Issue:12
Anti-Candida Cassane-Type Diterpenoids from the Root Bark of Swartzia simplex.
AID334922Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells assessed as early antigen induction at 1000 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA
AID1276545Antifungal activity against hypersusceptible Candida albicans DSY2621 mutant after overnight incubation by MTT based bioautography method2015Journal of natural products, Dec-24, Volume: 78, Issue:12
Anti-Candida Cassane-Type Diterpenoids from the Root Bark of Swartzia simplex.
AID334929Inhibition of EBV-early antigen activation in human Raji cells assessed as early antigen activation at 320 nM
AID334931Displacement of [3H]TPA from TPA receptor in ICR mouse epidermal particulate fraction by Me2CO filter method
AID395316Inhibition of Trypanosoma cruzi recombinant glycosomal GAPDH expressed in Escherichia coli by spectrophotometry2009Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6
Discovery of novel Trypanosoma cruzi glyceraldehyde-3-phosphate dehydrogenase inhibitors.
AID334925Cytotoxicity against human Raji cells assessed as cell viability at 10000 molar ratio
AID334920Inhibition of TPA-stimulated [32P] incorporation into phospholipids in human HeLa cells at 50 uM after 1 hr
AID334928Cytotoxicity against human Raji cells assessed as cell viability at 10 molar ratio
AID334927Cytotoxicity against human Raji cells assessed as cell viability at 100 molar ratio
AID359662Inhibition of 4NQO-induced carcinogenesis in mouse assessed as total number of tumors at 1.25 mg after 25 weeks by two stage carcinogenesis test1992Journal of natural products, Dec, Volume: 55, Issue:12
Anti-tumor-promoting activities of afromosin and soyasaponin I isolated from Wistaria brachybotrys.
AID525745Inhibition of TNF-alpha-induced Nuclear factor-kappa-B dependent transcriptional activity in human HCT116 cells assessed normalized inhibitory ratio of at 10 uM for 12 hrs by NF-kappaB cis-acting luciferase reporter gene assay relative to untreated contro2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Isoflavone derivatives inhibit NF-κB-dependent transcriptional activity.
AID338535Cytotoxicity against human TE671 cells at 10 ug/ml1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID338529Cytotoxicity against human A549 cells at 10 ug/ml1993Journal of natural products, May, Volume: 56, Issue:5
Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID377875Antifungal activity against Giardia intestinalis ATCC 30888 after 48 hrs by XTT assay2000Journal of natural products, Oct, Volume: 63, Issue:10
Antigiardial activity of isoflavones from Dalbergia frutescens bark.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (19)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (10.53)18.2507
2000's4 (21.05)29.6817
2010's12 (63.16)24.3611
2020's1 (5.26)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.69

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

MetricThis Compound (vs All)
Research Demand Index11.69 (24.57)
Research Supply Index3.04 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.69)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (5.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other19 (95.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]