3,2'-dihydroxyflavone

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

Description

3,2'-dihydroxyflavone: antimicrobial; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	455313
CHEMBL ID	1224243
SCHEMBL ID	290080
MeSH ID	M0518165

Synonyms (24)

Synonym
3,2'-dihydroxy flavone
CHEMBL1224243
3-hydroxy-2-(2-hydroxyphenyl)-4h-1-benzopyran-4-one
3-hydroxy-2-(2-hydroxyphenyl)chromen-4-one
3,2'-dhf
2'3-dioh-flavone
3,2'-dihydroxyflavone
3-hydroxy-2-(2-hydroxyphenyl)-4h-chromen-4-one
4h-1-benzopyran-4-one, 3-hydroxy-2-(2-hydroxyphenyl)-
inchi=1/c15h10o4/c16-11-7-3-1-5-9(11)15-14(18)13(17)10-6-2-4-8-12(10)19-15/h1-8,16,18
ST055982
FT-0635965
6068-76-4
SCHEMBL290080
2',3-dihydroxyflavone
AKOS024282371
VECGDSZOFMYGAF-UHFFFAOYSA-N
2'-hydroxyflavonol
DTXSID90332408
mfcd00017674
CS-0039378
CS-15712
D72655
3,2-dihydroxyflavone

Research Excerpts

Bioavailability

Excerpt	Reference	Relevance
" Hence, our data support that the synthetic 4'-dimethylamino-7,8-dihydroxyflavone and its lead both are orally bioavailable TrkB agonists and possess potent antidepressant effects."	( A synthetic 7,8-dihydroxyflavone derivative promotes neurogenesis and exhibits potent antidepressant effect. Chan, CB; France, S; He, K; Huang, J; Jang, SW; Jia, Y; Liu, X; Luo, HR; Phun, LH; Pradoldej, S; Xiao, G; Ye, K, 2010)	0.36

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (10)

Assay ID	Title	Year	Journal	Article
AID502292	Antioxidant activity assessed as DDPH radical scavenging activity	2010	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 20, Issue:18	Relationships between structures of hydroxyflavones and their antioxidative effects.
AID1190605	Antimicrobial activity against Staphylococcus aureus ATCC 25923 assessed as inhibition of microbial growth incubated for 24 hrs by broth dilution method	2015	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 25, Issue:4	Synthesis, antimicrobial activity and molecular docking of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized oxygen heterocycles.
AID605243	Agonist activity at TrkB in E17 rat primary cortical neurons assessed as AKT phosphorylation at Ser 473 at 500 nM after 15 mins by ELISA	2010	Journal of medicinal chemistry, Dec-09, Volume: 53, Issue:23	A synthetic 7,8-dihydroxyflavone derivative promotes neurogenesis and exhibits potent antidepressant effect.
AID1190604	Antimicrobial activity against Bacillus subtilis ATCC 6633 assessed as inhibition of microbial growth incubated for 24 hrs by broth dilution method	2015	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 25, Issue:4	Synthesis, antimicrobial activity and molecular docking of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized oxygen heterocycles.
AID1190610	Antimicrobial activity against Candida tropicalis ATCC 750 assessed as inhibition of microbial growth incubated for 72 hrs by broth dilution method	2015	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 25, Issue:4	Synthesis, antimicrobial activity and molecular docking of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized oxygen heterocycles.
AID1190609	Antimicrobial activity against Candida albicans ATCC 10231 assessed as inhibition of microbial growth incubated for 72 hrs by broth dilution method	2015	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 25, Issue:4	Synthesis, antimicrobial activity and molecular docking of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized oxygen heterocycles.
AID1366134	Cytotoxicity against human SK-MEL-1 cells assessed as reduction in cell viability after 72 hrs by MTT assay	2017	Bioorganic & medicinal chemistry, 11-01, Volume: 25, Issue:21	3'-Hydroxy-3,4'-dimethoxyflavone blocks tubulin polymerization and is a potent apoptotic inducer in human SK-MEL-1 melanoma cells.
AID1190608	Antimicrobial activity against Klebsiella pneumoniae ATCC 10031 assessed as inhibition of microbial growth incubated for 24 hrs by broth dilution method	2015	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 25, Issue:4	Synthesis, antimicrobial activity and molecular docking of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized oxygen heterocycles.
AID1190607	Antimicrobial activity against Pseudomonas aeruginosa ATCC 10145 assessed as inhibition of microbial growth incubated for 24 hrs by broth dilution method	2015	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 25, Issue:4	Synthesis, antimicrobial activity and molecular docking of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized oxygen heterocycles.
AID1190606	Antimicrobial activity against Escherichia coli ATCC 10536 assessed as inhibition of microbial growth incubated for 24 hrs by broth dilution method	2015	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 25, Issue:4	Synthesis, antimicrobial activity and molecular docking of novel tetracyclic scaffolds incorporating a flavonoid framework with medium sized oxygen heterocycles.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	1 (14.29)	29.6817
2010's	5 (71.43)	24.3611
2020's	1 (14.29)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.54

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.

Metric	This Compound (vs All)
Research Demand Index	12.54 (24.57)
Research Supply Index	2.08 (2.92)
Research Growth Index	4.62 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.54)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	7 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
dimethyl sulfoxide Dimethyl Sulfoxide: A highly polar organic liquid, that is used widely as a chemical solvent. Because of its ability to penetrate biological membranes, it is used as a vehicle for topical application of pharmaceuticals. It is also used to protect tissue during CRYOPRESERVATION. Dimethyl sulfoxide shows a range of pharmacological activity including analgesia and anti-inflammation.. dimethyl sulfoxide : A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents.	2.05	1	sulfoxide; volatile organic compound	alkylating agent; antidote; Escherichia coli metabolite; geroprotector; MRI contrast agent; non-narcotic analgesic; polar aprotic solvent; radical scavenger
7,8-dihydroxyflavone 7,8-dihydroxyflavone : A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A naturally occurring flavonoid produced by several plants, including the weed Tridax procumbens (coalbuttons or tridax daisy) and the tree Godmania aesculifolia, In animal models, it has shown efficacy against several diseases of the nervous system, including Alzheimer's, Parkinson's, and Huntington's.	2.05	1	dihydroxyflavone	antidepressant; antineoplastic agent; antioxidant; plant metabolite; tropomyosin-related kinase B receptor agonist
fluconazole Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.	2.11	1	conazole antifungal drug; difluorobenzene; tertiary alcohol; triazole antifungal drug	environmental contaminant; P450 inhibitor; xenobiotic
kainic acid Kainic Acid: (2S-(2 alpha,3 beta,4 beta))-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid. Ascaricide obtained from the red alga Digenea simplex. It is a potent excitatory amino acid agonist at some types of excitatory amino acid receptors and has been used to discriminate among receptor types. Like many excitatory amino acid agonists it can cause neurotoxicity and has been used experimentally for that purpose.	2.05	1	dicarboxylic acid; L-proline derivative; non-proteinogenic L-alpha-amino acid; pyrrolidinecarboxylic acid	antinematodal drug; excitatory amino acid agonist
flavone flavone: RN given refers to unlabeled cpd; structure given in first source. flavone : The simplest member of the class of flavones that consists of 4H-chromen-4-one bearing a phenyl substituent at position 2.	2.05	1	flavones	metabolite; nematicide
3-hydroxyflavone 3-hydroxyflavone: structure given in first source. flavonol : A monohydroxyflavone that is the 3-hydroxy derivative of flavone.	2.05	1	flavonols; monohydroxyflavone
etoposide [no description available]	2.15	1	beta-D-glucoside; furonaphthodioxole; organic heterotetracyclic compound	antineoplastic agent; DNA synthesis inhibitor
5-hydroxyflavone [no description available]	2.05	1	flavones
6-hydroxyflavone 6-hydroxyflavone: antioxidant; structure in first source	2.05	1	hydroxyflavonoid
3',4'-dihydroxyflavone 3',4'-dihydroxyflavone: inhibitors of arachidonic acid peroxidation	2.05	1
3,3',4'-trihydroxyflavone 3',4'-dihydroxyflavonol: a neuroprotective agent	2.05	1	hydroxyflavan
2'-hydroxyflavone 2'-hydroxyflavone: isolated from Daphnopsis sellowiana; structure given in first source	2.05	1	flavones
4'-hydroxyflavone 4'-hydroxyflavone: structure in first source	2.05	1
7,8,3'-trihydroxyflavone 7,8,3'-trihydroxyflavone: a potent small molecule TrkB receptor agonist that protects spiral ganglion neurons from degeneration both in vitro and in vivo	2.46	2
3,4'-dihydroxyflavone 3,4'-dihydroxyflavone: an antioxidant; structure in first source	2.15	1
2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-1-benzopyran-4-one [no description available]	2.05	1	flavones
7,8,4'-trihydroxyflavone [no description available]	2.05	1
quercetin [no description available]	2.05	1	7-hydroxyflavonol; pentahydroxyflavone	antibacterial agent; antineoplastic agent; antioxidant; Aurora kinase inhibitor; chelator; EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor; geroprotector; phytoestrogen; plant metabolite; protein kinase inhibitor; radical scavenger
gossypetin gossypetin: inhibits activity of penicillinase enzyme in E coli. gossypetin : A hexahydroxyflavone having the hydroxy groups placed at the 3-, 3'-, 4'-, 5- 7- and 8-positions.	2.46	2	7-hydroxyflavonol; hexahydroxyflavone	plant metabolite
kaempferol [no description available]	2.05	1	7-hydroxyflavonol; flavonols; tetrahydroxyflavone	antibacterial agent; geroprotector; human blood serum metabolite; human urinary metabolite; human xenobiotic metabolite; plant metabolite
baicalein [no description available]	2.05	1	trihydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 4.1.1.17 (ornithine decarboxylase) inhibitor; ferroptosis inhibitor; geroprotector; hormone antagonist; plant metabolite; prostaglandin antagonist; radical scavenger
chrysin chrysin : A dihydroxyflavone in which the two hydroxy groups are located at positions 5 and 7.	2.05	1	7-hydroxyflavonol; dihydroxyflavone	anti-inflammatory agent; antineoplastic agent; antioxidant; EC 2.7.11.18 (myosin-light-chain kinase) inhibitor; hepatoprotective agent; plant metabolite
datiscetin datiscetin : A tetrahydroxyflavone that is 7-hydroxyflavonol bearing two additional hydroxy substituents at positions 2' and 5.	2.05	1	7-hydroxyflavonol; tetrahydroxyflavone
fisetin [no description available]	2.05	1	3'-hydroxyflavonoid; 7-hydroxyflavonol; tetrahydroxyflavone	anti-inflammatory agent; antioxidant; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; metabolite; plant metabolite
galangin 5,7-dihydroxyflavonol: antimicrobial from the twigs of Populus nigra x Populus deltoides; structure in first source. galangin : A 7-hydroxyflavonol with additional hydroxy groups at positions 3 and 5 respectively; a growth inhibitor of breast tumor cells.	2.05	1	7-hydroxyflavonol; trihydroxyflavone	antimicrobial agent; EC 3.1.1.3 (triacylglycerol lipase) inhibitor; plant metabolite
morin morin: a light yellowish pigment found in the wood of old fustic (Chlorophora tinctoria). morin : A pentahydroxyflavone that is 7-hydroxyflavonol bearing three additional hydroxy substituents at positions 2' 4' and 5.	2.05	1	7-hydroxyflavonol; pentahydroxyflavone	angiogenesis modulating agent; anti-inflammatory agent; antibacterial agent; antihypertensive agent; antineoplastic agent; antioxidant; EC 5.99.1.2 (DNA topoisomerase) inhibitor; hepatoprotective agent; metabolite; neuroprotective agent
myricetin [no description available]	2.05	1	7-hydroxyflavonol; hexahydroxyflavone	antineoplastic agent; antioxidant; cyclooxygenase 1 inhibitor; food component; geroprotector; hypoglycemic agent; plant metabolite
norwogonin norwogonin : A trihydroxyflavone with the hydroxy groups at positions C-5, -7 and -8.	2.46	2	trihydroxyflavone	antioxidant; metabolite
robinetin robinetin: structure given in first source. robinetin : A pentahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 7, 3, 4' and 5'.	2.05	1	7-hydroxyflavonol; pentahydroxyflavone	plant metabolite
scutellarein scutellarein: aglycone of scutellarin from Scutellaria baicalensis; carthamidin is 2S isomer of scutellarein; do not confuse with isoscutellarein and/or isocarthamidin which are respective regioisomers, or with the scutelarin protein. scutellarein : Flavone substituted with hydroxy groups at C-4', -5, -6 and -7.	2.05	1	tetrahydroxyflavone	metabolite
tricetin tricetin : Flavone hydroxylated at positions 3', 4', 5, 5' and 7.	2.05	1	pentahydroxyflavone	antineoplastic agent; metabolite
7-hydroxyflavone 7-hydroxyflavone : A hydroxyflavonoid in which the flavone nucleus is substituted at position 7 by a hydroxy group.	2.05	1	hydroxyflavonoid
3',4',7-trihydroxyflavone 3',4',7-trihydroxyflavone: from the Sudanese medicinal plant Albizia zygia; structure in first source	2.46	2	flavones
6,7-dihydroxyflavone 6,7-dihydroxyflavone: intensifies effect of antibiotics on Staphylococcus aureus; structure in first source	2.05	1
7-hydroxy-3-(4-methoxyphenyl)-4-methylcoumarin 7-hydroxy-3-(4-methoxyphenyl)-4-methylcoumarin : A hydroxycoumarin that is coumarin substituted by a methyl group at position 4, a hydroxy group at position 7 and a p-methoxyphenyl group at position 3 respectively.	2.05	1	hydroxycoumarin; monomethoxybenzene
7-hydroxyisoflavone 7-hydroxyisoflavone: effective against, Enterovirus 71; structure in first source. 7-hydroxyisoflavone : The simplest member of the class of 7-hydroxyisoflavones that is isoflavone with a hydroxy substituent at position 7.	2.05	1	7-hydroxyisoflavones	EC 1.14.14.14 (aromatase) inhibitor; metabolite
3,7-dihydroxyflavone 3,7-dihydroxyflavone: structure in first source. 7-hydroxyflavonol : Any flavonol carrying a 7-hydroxy substituent.	2.05	1	hydroxyflavan
gentamicin sulfate [no description available]	2.11	1

Condition	Relationship Strength	Studies
Malignant Melanoma [description not available]	2.15	1
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)	2.15	1
Lesion of Sciatic Nerve [description not available]	2.11	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.11	1

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