Page last updated: 2024-12-10

2'-hydroxygenistein

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

Description

2'-hydroxygenistein : A hydroxyisoflavone that is genistein substituted by an additional hydroxy group at position 2'. It has been isolated from Crotalaria lachnophora. [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
CrotalariagenusA plant genus of the family FABACEAE that contains crotalarin.[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 CID5282074
CHEMBL ID6665
CHEBI ID70031
SCHEMBL ID73356

Synonyms (42)

Synonym
1r3u5726t2 ,
isoflavone, 2',4',5,7-tetrahydroxy-
unii-1r3u5726t2
MEGXP0_002014
ACON1_000638
2',4',5,7-tetrahydroxyisoflavone
1156-78-1
2'-hydroxygenistein
MLS000876966
smr000440638
NCGC00168888-01
3-(2,4-dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-one
bdbm50142192
BRD-K14416055-001-01-9
chebi:70031 ,
CHEMBL6665 ,
LMPK12050327
A803471
3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one
3-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-4h-chromen-4-one
HMS2270C11
3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-4-1h-benzopyran-4-one
FT-0633414
AKOS015889651
4h-1-benzopyran-4-one, 3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-
SCHEMBL73356
GSSOWCUOWLMMRJ-UHFFFAOYSA-N
5,7,2',4'-tetrahydroxy-isoflavone
3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-4h-chromen-4-one #
DTXSID80151145
3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-4h-1-benzopyran-4-one, 9ci
2',4',5,7-tetrahydroxy-isoflavone
2/'-hydroxygenistein
F92892
Q27104981
GLXC-16153
2 inverted exclamation marka-hydroxygenistein
CS-0017411
HY-N1735
PD119687
FS-10179
[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 (1)

ClassDescription
hydroxyisoflavoneMember of the class of isoflavones bearing at least one hydroxy group.
[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 (15)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency25.11890.003245.467312,589.2998AID2517
LuciferasePhotinus pyralis (common eastern firefly)Potency30.13130.007215.758889.3584AID588342
ATAD5 protein, partialHomo sapiens (human)Potency29.08100.004110.890331.5287AID504467
Microtubule-associated protein tauHomo sapiens (human)Potency12.58930.180013.557439.8107AID1460
lysosomal alpha-glucosidase preproproteinHomo sapiens (human)Potency31.62280.036619.637650.1187AID2100
parathyroid hormone/parathyroid hormone-related peptide receptor precursorHomo sapiens (human)Potency56.23413.548119.542744.6684AID743266
DNA polymerase betaHomo sapiens (human)Potency31.62280.022421.010289.1251AID485314
DNA polymerase eta isoform 1Homo sapiens (human)Potency79.43280.100028.9256213.3130AID588591
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency63.09570.050127.073689.1251AID588590
DNA polymerase kappa isoform 1Homo sapiens (human)Potency89.12510.031622.3146100.0000AID588579
[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)
Lysozyme C-1Rattus norvegicus (Norway rat)IC50 (µMol)9.70009.00009.35009.7000AID102993
Beta-glucuronidaseRattus norvegicus (Norway rat)IC50 (µMol)5.90002.80005.50007.8000AID40449
17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)IC50 (µMol)1.09000.00751.36125.5000AID1364656
17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)IC50 (µMol)2.03000.09603.94009.9000AID1364654
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
dual specificity tyrosine-phosphorylation-regulated kinase 1ARattus norvegicus (Norway rat)AC5011.32500.00564.693226.6940AID588345
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (15)

Processvia Protein(s)Taxonomy
steroid biosynthetic process17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
estrogen biosynthetic process17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
lysosome organization17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
skeletal muscle tissue development17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
estrogen metabolic process17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
gene expression17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
bone development17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
adipose tissue development17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
testosterone biosynthetic process17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
cellular response to metal ion17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
in utero embryonic development17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
placenta development17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
estrogen biosynthetic process17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
androgen metabolic process17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
response to retinoic acid17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
steroid metabolic process17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Processvia Protein(s)Taxonomy
catalytic activity17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
estradiol 17-beta-dehydrogenase [NAD(P)] activity17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
steroid binding17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
protein binding17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
testosterone dehydrogenase [NAD(P)] activity17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
dihydrotestosterone 17-beta-dehydrogenase activity17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
small molecule binding17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
protein homodimerization activity17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
testosterone dehydrogenase (NAD+) activity17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
testosterone 17-beta-dehydrogenase (NADP+) activity17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
NADP binding17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
NADP+ binding17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
17-beta-hydroxysteroid dehydrogenase (NADP+) activity17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
estradiol binding17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
estradiol 17-beta-dehydrogenase [NAD(P)] activity17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
17-alpha,20-alpha-dihydroxypregn-4-en-3-one dehydrogenase activity17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
testosterone dehydrogenase (NAD+) activity17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
cytoplasm17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
cytosol17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
cytosol17-beta-hydroxysteroid dehydrogenase type 1Homo sapiens (human)
endoplasmic reticulum membrane17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
intracellular membrane-bounded organelle17-beta-hydroxysteroid dehydrogenase type 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (29)

Assay IDTitleYearJournalArticle
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
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.
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.
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.
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.
AID1364656Inhibition of human 17beta-HSD1 expressed in HEK293 cell lysates incubated for 10 mins using [2,4,6,7-3H]-estrone and NADPH by scintillation counting method2017Journal of natural products, 04-28, Volume: 80, Issue:4
Potential Antiosteoporotic Natural Product Lead Compounds That Inhibit 17β-Hydroxysteroid Dehydrogenase Type 2.
AID102993Inhibitory effect of compound on the release of lysozyme in rat neutrophils stimulated with fMLP/CB2004Bioorganic & medicinal chemistry letters, Feb-23, Volume: 14, Issue:4
Anti-inflammatory flavonoids and pterocarpanoid from Crotalaria pallida and C. assamica.
AID1364654Inhibition of human 17beta-HSD2 expressed in HEK293 cell lysates incubated for 10 mins using [2,4,6,7-3H]-estradiol and NAD+ by scintillation counting method2017Journal of natural products, 04-28, Volume: 80, Issue:4
Potential Antiosteoporotic Natural Product Lead Compounds That Inhibit 17β-Hydroxysteroid Dehydrogenase Type 2.
AID587247Antifungal activity against Candida albicans DSM 1386 after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID587245Antimicrobial activity against Escherichia coli DSM 682 after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID40449Inhibitory effect of compound on the release of Beta-glucuronidase in rat neutrophils stimulated with fMLP/CB2004Bioorganic & medicinal chemistry letters, Feb-23, Volume: 14, Issue:4
Anti-inflammatory flavonoids and pterocarpanoid from Crotalaria pallida and C. assamica.
AID132834Inhibitory effect of compound on the accumulation of NO2 in the culture media of RAW 264.7 cells in response to LPS2004Bioorganic & medicinal chemistry letters, Feb-23, Volume: 14, Issue:4
Anti-inflammatory flavonoids and pterocarpanoid from Crotalaria pallida and C. assamica.
AID1355607Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells pretreated for 1 hr followed by LPS-stimulation and measured after 24 hrs by Griess assay2018Journal of natural products, 07-27, Volume: 81, Issue:7
Chemical Constituents of Apios americana Tubers and Their Inhibitory Activities on Nitric Oxide Production in Lipopolysaccharide-Stimulated RAW 264.7 Macrophages.
AID587243Antimicrobial activity against Klebsiella pneumoniae DSM 681 at 1 ug/ul after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID587246Antifungal activity against Aspergillus niger DSM 1988 after 48 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID1364657Selectivity index, ratio of inhibition of human 17beta-HSD1 expressed in HEK293 cell lysates to inhibition of human 17beta-HSD2 expressed in HEK293 cell lysates2017Journal of natural products, 04-28, Volume: 80, Issue:4
Potential Antiosteoporotic Natural Product Lead Compounds That Inhibit 17β-Hydroxysteroid Dehydrogenase Type 2.
AID587244Antimicrobial activity against Pseudomonas aeruginosa DSM 1128 at 1 ug/ul after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
AID132832Inhibitory effect of compound on the accumulation of NO2 in the culture media of N9 cells in response to LPS/IFN-gamma2004Bioorganic & medicinal chemistry letters, Feb-23, Volume: 14, Issue:4
Anti-inflammatory flavonoids and pterocarpanoid from Crotalaria pallida and C. assamica.
AID180322Inhibitory effect of compound on superoxide anion generation in rat neutrophils stimulated with fMLP/CB2004Bioorganic & medicinal chemistry letters, Feb-23, Volume: 14, Issue:4
Anti-inflammatory flavonoids and pterocarpanoid from Crotalaria pallida and C. assamica.
AID180321Inhibitory effect of compound on superoxide anion generation in rat neutrophils stimulated with PMA2004Bioorganic & medicinal chemistry letters, Feb-23, Volume: 14, Issue:4
Anti-inflammatory flavonoids and pterocarpanoid from Crotalaria pallida and C. assamica.
AID587242Antimicrobial activity against Staphylococcus aureus DSM 799 at 1 ug/ul after 24 hrs by disk diffusion method2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Antimicrobial isopropenyl-dihydrofuranoisoflavones from Crotalaria lachnophora.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (22.22)29.6817
2010's6 (66.67)24.3611
2020's1 (11.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.10

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 Index12.10 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.40 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.10)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]