Compounds > 4'-methoxyflavanone

Page last updated: 2024-12-07

4'-methoxyflavanone

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Description

4'-methoxyflavanone is a naturally occurring flavonoid found in various plants, including citrus fruits. It exhibits diverse biological activities, including antioxidant, anti-inflammatory, and anti-cancer properties. Research has focused on its potential therapeutic applications, particularly in treating cardiovascular diseases and neurodegenerative disorders. The compound is often studied for its ability to inhibit the formation of reactive oxygen species and modulate signaling pathways involved in inflammation and cell growth. Its synthesis can be achieved through various methods, including enzymatic and chemical approaches. The pharmacological effects of 4'-methoxyflavanone have been investigated in both in vitro and in vivo models, suggesting its potential as a promising lead compound for drug development.'

4'-methoxyflavanone : The parent member of the class of 4'-methoxyflavanones that is flavanone which is substituted by a methoxy group at the 4'-position. [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 Source	ID
PubMed CID	102928
CHEMBL ID	241909
CHEBI ID	63329
SCHEMBL ID	127704

Synonyms (45)

Synonym
nsc50187
flavanone, 4'-methoxy-
nsc-50187
4h-1-benzopyran-4-one,3-dihydro-2-(4-methoxyphenyl)-
4'-methoxyflavanone
ACON1_000211
4h-1-benzopyran-4-one, 2,3-dihydro-2-(4-methoxyphenyl)-
2-(4-methoxyphenyl)chroman-4-one
2-(4-methoxyphenyl)-2,3-dihydro-4h-chromen-4-one
MEGXP0_001700
2-(4-methoxy-phenyl)-chroman-4-one
MLS000574900
smr000156254
97005-76-0
OPREA1_635195
OPREA1_176638
CHEMBL241909 ,
BRD-A59654870-001-01-6
bdbm50310195
4''-methoxyflavanone
(+/-)-2-(4-methoxyphenyl)chroman-4-one
3034-08-0
2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
C19895
ST070122
HMS2194L24
unii-xr5e5l2zyw
4'-methoxyflavanone, (s)-
4h-1-benzopyran-4-one, 2,3-dihydro-2-(4-methoxyphenyl)-, (s)-
xr5e5l2zyw ,
(s)-2,3-dihydro-2-(4-methoxyphenyl)-4h-1-benzopyran-4-one
FT-0634615
HMS3328G04
SCHEMBL127704
AKOS024283785
QIUYUYOXCGBABP-UHFFFAOYSA-N
2-(4-methoxyphenyl)-2,3-dihydro-4h-chromen-4-one #
mfcd00017704
CHEBI:63329
2,3-dihydro-2-(4-methoxyphenyl)-4h-1-benzopyran-4-one
DTXSID80914217
2-(4-methoxyphenyl)-2,3-dihydro-4h-1-benzopyran-4-one
D86466
2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one
WS-01001

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

Drug Classes (1)

Class	Description
4'-methoxyflavanones	Any methoxyflavanone having a methoxy substituent located at position 4'.
[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

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, Ferritin light chain	Equus caballus (horse)	Potency	50.1187	5.6234	17.2929	31.6228	AID485281
Luciferase	Photinus pyralis (common eastern firefly)	Potency	15.1014	0.0072	15.7588	89.3584	AID588342
BRCA1	Homo sapiens (human)	Potency	11.2202	0.8913	7.7225	25.1189	AID624202
ATAD5 protein, partial	Homo sapiens (human)	Potency	20.5962	0.0041	10.8903	31.5287	AID504466; AID504467
TDP1 protein	Homo sapiens (human)	Potency	26.1011	0.0008	11.3822	44.6684	AID686978; AID686979
Microtubule-associated protein tau	Homo sapiens (human)	Potency	12.5893	0.1800	13.5574	39.8107	AID1460
nonstructural protein 1	Influenza A virus (A/WSN/1933(H1N1))	Potency	11.2202	0.2818	9.7212	35.4813	AID2326
P53	Homo sapiens (human)	Potency	44.6684	0.0731	9.6858	31.6228	AID504706
NPC intracellular cholesterol transporter 1 precursor	Homo sapiens (human)	Potency	5.6234	0.0126	2.4518	25.0177	AID485313
chromobox protein homolog 1	Homo sapiens (human)	Potency	79.4328	0.0060	26.1688	89.1251	AID540317
nuclear factor erythroid 2-related factor 2 isoform 2	Homo sapiens (human)	Potency	12.9953	0.0041	9.9848	25.9290	AID504444
ras-related protein Rab-9A	Homo sapiens (human)	Potency	2.8184	0.0002	2.6215	31.4954	AID485297
serine/threonine-protein kinase PLK1	Homo sapiens (human)	Potency	37.6858	0.1683	16.4040	67.0158	AID720504
Rap guanine nucleotide exchange factor 4	Homo sapiens (human)	Potency	79.4328	3.9811	46.7448	112.2020	AID720708
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Amine oxidase [flavin-containing] B	Homo sapiens (human)	IC50 (µMol)	2.2000	0.0000	1.8914	9.5700	AID461712
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (23)

Process	via Protein(s)	Taxonomy
response to xenobiotic stimulus	Amine oxidase [flavin-containing] B	Homo sapiens (human)
response to toxic substance	Amine oxidase [flavin-containing] B	Homo sapiens (human)
response to aluminum ion	Amine oxidase [flavin-containing] B	Homo sapiens (human)
response to selenium ion	Amine oxidase [flavin-containing] B	Homo sapiens (human)
negative regulation of serotonin secretion	Amine oxidase [flavin-containing] B	Homo sapiens (human)
phenylethylamine catabolic process	Amine oxidase [flavin-containing] B	Homo sapiens (human)
substantia nigra development	Amine oxidase [flavin-containing] B	Homo sapiens (human)
response to lipopolysaccharide	Amine oxidase [flavin-containing] B	Homo sapiens (human)
dopamine catabolic process	Amine oxidase [flavin-containing] B	Homo sapiens (human)
response to ethanol	Amine oxidase [flavin-containing] B	Homo sapiens (human)
positive regulation of dopamine metabolic process	Amine oxidase [flavin-containing] B	Homo sapiens (human)
hydrogen peroxide biosynthetic process	Amine oxidase [flavin-containing] B	Homo sapiens (human)
response to corticosterone	Amine oxidase [flavin-containing] B	Homo sapiens (human)
adaptive immune response	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
G protein-coupled receptor signaling pathway	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathway	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
calcium-ion regulated exocytosis	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
regulation of exocytosis	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
insulin secretion	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
positive regulation of insulin secretion	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
regulation of synaptic vesicle cycle	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
Ras protein signal transduction	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
regulation of insulin secretion	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (11)

Process	via Protein(s)	Taxonomy
protein binding	Amine oxidase [flavin-containing] B	Homo sapiens (human)
primary amine oxidase activity	Amine oxidase [flavin-containing] B	Homo sapiens (human)
electron transfer activity	Amine oxidase [flavin-containing] B	Homo sapiens (human)
identical protein binding	Amine oxidase [flavin-containing] B	Homo sapiens (human)
aliphatic amine oxidase activity	Amine oxidase [flavin-containing] B	Homo sapiens (human)
monoamine oxidase activity	Amine oxidase [flavin-containing] B	Homo sapiens (human)
flavin adenine dinucleotide binding	Amine oxidase [flavin-containing] B	Homo sapiens (human)
guanyl-nucleotide exchange factor activity	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
protein binding	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
cAMP binding	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
protein-macromolecule adaptor activity	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
small GTPase binding	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Process	via Protein(s)	Taxonomy
mitochondrion	Amine oxidase [flavin-containing] B	Homo sapiens (human)
mitochondrial envelope	Amine oxidase [flavin-containing] B	Homo sapiens (human)
mitochondrial outer membrane	Amine oxidase [flavin-containing] B	Homo sapiens (human)
dendrite	Amine oxidase [flavin-containing] B	Homo sapiens (human)
neuronal cell body	Amine oxidase [flavin-containing] B	Homo sapiens (human)
mitochondrion	Amine oxidase [flavin-containing] B	Homo sapiens (human)
cytosol	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
plasma membrane	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
membrane	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
hippocampal mossy fiber to CA3 synapse	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
plasma membrane	Rap guanine nucleotide exchange factor 4	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (32)

Assay ID	Title	Year	Journal	Article
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2006	Cytometry. 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.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2006	Cytometry. 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.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2006	Cytometry. 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.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635	Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1745845	Primary qHTS for Inhibitors of ATXN expression
AID504810	Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504812	Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID404069	In vivo antitumor activity against mouse L1210 cells
AID513959	Cytotoxicity against human HT-29 cells	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID461713	Selectivity for human MAOB over human MAOA	2010	Bioorganic & medicinal chemistry, Feb, Volume: 18, Issue:3	A new series of flavones, thioflavones, and flavanones as selective monoamine oxidase-B inhibitors.
AID295380	Cytotoxicity against human TK10 cells in aerobic condition assessed as survival at 100 uM by sulforhodamine assay	2007	Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10	Synthetic chalcones, flavanones, and flavones as antitumoral agents: biological evaluation and structure-activity relationships.
AID295381	Cytotoxicity against human MCF7 cells ATCC HTB38 in aerobic condition assessed as survival at 100 uM by sulforhodamine assay	2007	Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10	Synthetic chalcones, flavanones, and flavones as antitumoral agents: biological evaluation and structure-activity relationships.
AID404067	In vivo antitumor activity against mouse S180 cells
AID404070	In vivo antitumor activity against mouse CA-755 cells
AID513957	Cytotoxicity against human MCF7 cells	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID461712	Inhibition of human recombinant MAOB expressed in BTI-TN-5B1-4 cells by para-tyramine oxidation assay	2010	Bioorganic & medicinal chemistry, Feb, Volume: 18, Issue:3	A new series of flavones, thioflavones, and flavanones as selective monoamine oxidase-B inhibitors.
AID295382	Cytotoxicity against human HT29 cells ATCC HTB38 in aerobic condition assessed as survival at 100 uM by sulforhodamine assay	2007	Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10	Synthetic chalcones, flavanones, and flavones as antitumoral agents: biological evaluation and structure-activity relationships.
AID353303	Increase in EGR1 mRNA expression in human HEK293 cells at 20 ug/mL after 6 to 12 hrs by dual-glo luciferase assay relative to control	2009	Bioorganic & medicinal chemistry letters, Apr-15, Volume: 19, Issue:8	Relationships between the structures of flavanone derivatives and their effects in enhancing early growth response-1 gene expression.
AID1090146	Antifungal activity against against Magnaporthe grisea	2005	Journal of agricultural and food chemistry, Mar-09, Volume: 53, Issue:5	Binding model construction of antifungal 2-aryl-4-chromanones using CoMFA, CoMSIA, and QSAR analyses.
AID461710	Inhibition of human recombinant MAOA expressed in BTI-TN-5B1-4 cells at 100 uM by para-tyramine oxidation assay	2010	Bioorganic & medicinal chemistry, Feb, Volume: 18, Issue:3	A new series of flavones, thioflavones, and flavanones as selective monoamine oxidase-B inhibitors.
AID513976	Toxicity in Sprague-Dawley rat assessed as glutamic-pyruvate level at 250 mg/kg, po (RVb = 22.8 +/-13.2 U/L)	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID513978	Toxicity in Sprague-Dawley rat assessed as change in body weight at 250 mg/kg, po	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID513975	Toxicity in Sprague-Dawley rat assessed as haemoglobin level at 250 mg/kg, po (RVb = 15.1 +/- 4.1 g/L)	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID513958	Cytotoxicity against human TK10 cells	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID513974	Toxicity in Sprague-Dawley rat assessed as leucocyte level at 250 mg/kg, po (RVb = 200 +/- 1500 /uL)	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID513977	Toxicity in Sprague-Dawley rat assessed as glutamic-oxalate transaminase level at 250 mg/kg, po (RVb = 71.4 +/- 7.8 U/L)	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	4 (40.00)	29.6817
2010's	5 (50.00)	24.3611
2020's	1 (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: 11.87

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	11.87 (24.57)
Research Supply Index	2.48 (2.92)
Research Growth Index	4.36 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (11.87)

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	11 (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
taxifolin [no description available]	2.05	1	3'-hydroxyflavanones; 4'-hydroxyflavanones; dihydroflavonols; pentahydroxyflavanone; secondary alpha-hydroxy ketone
4'-bromoflavone 4'-bromoflavone: structure in first source	2.45	2
7-hydroxyflavanone 7-hydroxyflavanone: structure given in first source. 7-hydroxyflavanone : A monohydroxyflavanone that is flavanone substituted by a hydroxy group at position 7.	2.05	1	monohydroxyflavanone
iproniazid [no description available]	2.05	1	carbohydrazide; pyridines
moclobemide Moclobemide: A reversible inhibitor of monoamine oxidase type A; (RIMA); (see MONOAMINE OXIDASE INHIBITORS) that has antidepressive properties.. moclobemide : A member of the class of benzamides that is benzamide substituted by a chloro group at position 4 and a 2-(morpholin-4-yl)ethyl group at the nitrogen atom. It acts as a reversible monoamine oxidase inhibitor and is used in the treatment of depression.	2.05	1	benzamides; monochlorobenzenes; morpholines	antidepressant; environmental contaminant; xenobiotic
clorgyline Clorgyline: An antidepressive agent and monoamine oxidase inhibitor related to PARGYLINE.. clorgyline : An aromatic ether that is the 2,4-dichlorophenyl ether of 3-aminopropan-1-ol in which the nitrogen is substituted by a methyl group and a prop-1-yn-3-yl group. A monoamine oxidase inhibitor, it was formerly used as an antidepressant.	2.05	1	aromatic ether; dichlorobenzene; terminal acetylenic compound; tertiary amino compound	antidepressant; EC 1.4.3.4 (monoamine oxidase) inhibitor
flavanone flavanone: RN given refers to cpd with unspecified isomeric designation; structure in first source. flavanone : The simplest member of the class of flavanones that consists of flavan bearing an oxo substituent at position 4.	2.74	3	flavanones
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.	2.74	3	flavones	metabolite; nematicide
selegiline Selegiline: A selective, irreversible inhibitor of Type B monoamine oxidase that is used for the treatment of newly diagnosed patients with PARKINSON DISEASE, and for the treatment of depressive disorders. The compound without isomeric designation is Deprenyl.	2.05	1	selegiline; terminal acetylenic compound	geroprotector
pinocembrin pinocembrin : A dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea.	2.05	1	(2S)-flavan-4-one; dihydroxyflavanone	antineoplastic agent; antioxidant; metabolite; neuroprotective agent; vasodilator agent
hesperetin [no description available]	2.05	1	3'-hydroxyflavanones; 4'-methoxyflavanones; monomethoxyflavanone; trihydroxyflavanone	antineoplastic agent; antioxidant; plant metabolite
pinostrobin [no description available]	2.05	1	monohydroxyflavanone; monomethoxyflavanone	antidote; plant metabolite
homoeriodictyol homoeriodictyol: structure in first source. homoeriodictyol : A trihydroxyflavanone that consists of 3'-methoxyflavanone in which the three hydroxy substituents are located at positions 4', 5, and 7.	2.05	1	3'-methoxyflavanones; 4'-hydroxyflavanones; monomethoxyflavanone; trihydroxyflavanone	flavouring agent; metabolite
4'-methoxyflavone 4'-methoxyflavone: from seeds of Psoralea corylifolia (Fabaceae); structure in first source	2.45	2	ether; flavonoids
6-methoxyflavanone 6-methoxyflavanone: structure in first source	2.05	1
aromadedrin aromadedrin: inhibits protein kinase C; the dihydro makes it a flavone rather than a flavonol. (+)-dihydrokaempferol : A tetrahydroxyflavanone having hydroxy groupa at the 3-, 4'-, 5- and 7-positions.	2.05	1	4'-hydroxyflavanones; dihydroflavonols; secondary alpha-hydroxy ketone; tetrahydroxyflavanone	metabolite
4'-chloroflavone 4'-chloroflavone: structure given in first source	2.03	1
4'-hydroxyflavanone 4'-hydroxyflavanone: structure in first source. 4'-hydroxyflavanones : Any hydroxyflavanone having a hydroxy substituent located at position 4'.	2.05	1	4'-hydroxyflavanones; monohydroxyflavanone
2'-hydroxyflavanone [no description available]	2.05	1
sakuranetin [no description available]	2.05	1
5,7-dimethoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one [no description available]	2.05	1	ether; flavonoids
naringenin (S)-naringenin : The (S)-enantiomer of naringenin.	2.05	1	(2S)-flavan-4-one; naringenin	expectorant; plant metabolite
taxifolin (+)-taxifolin : A taxifolin that has (2R,3R)-configuration.	2.05	1	taxifolin	metabolite
eriodictyol eriodictyol: structure. eriodictyol : A tetrahydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7, 3' and 4' respectively.	2.05	1	3'-hydroxyflavanones; tetrahydroxyflavanone
7-methoxyflavone 7-methoxyflavone: an aromatase inhibitor	2.05	1	ether; flavonoids
chalcone trans-chalcone : The trans-isomer of chalcone.	2.03	1	chalcone	EC 3.2.1.1 (alpha-amylase) inhibitor
2'-hydroxychalcone 2'-hydroxychalcone : A member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 2'.	2.45	2	chalcones; phenols	anti-inflammatory agent
6-hydroxyflavanone 6-hydroxyflavanone : A monohydroxyflavanone that is flavanone substituted by a hydroxy group at position 6.	2.05	1	monohydroxyflavanone	fungal xenobiotic metabolite
6,3',4'-Trimethoxyflavanone [no description available]	2.05	1	ether; flavonoids
3-hydroxyflavanone 3-hydroxyflavanone: structure in first source. 3'-hydroxyflavanone : A monohydroxyflavanone in which the hydroxy group is located at position 3'.	2.05	1	3'-hydroxyflavanones; monohydroxyflavanone	metabolite
alpinetin alpinetin: from Alpinia henryi K. Schum.; structure in first source	2.05	1	ether; flavonoids
7-methoxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one [no description available]	2.05	1	ether; flavonoids
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
apigenin Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.	2.05	1	trihydroxyflavone	antineoplastic agent; metabolite
luteolin [no description available]	2.05	1	3'-hydroxyflavonoid; tetrahydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; c-Jun N-terminal kinase inhibitor; EC 2.3.1.85 (fatty acid synthase) inhibitor; immunomodulator; nephroprotective agent; plant metabolite; radical scavenger; vascular endothelial growth factor receptor antagonist
2'-hydroxy-4-methoxychalcone [no description available]	2.45	2
flavokawain a flavokawain A: from kava extract, induces apoptosis in bladder cancer cells; structure in first source	2.03	1	chalcones
4-chlorochalcone 4-chlorochalcone : A member of the class of chalcones that is trans-chalcone substituted by a chloro group at position 4.	2.45	2	chalcones; monochlorobenzenes
jaceosidin jaceosidin : A trihydroxyflavone that is flavone with hydroxy groups at positions 5, 7 and 4' and methoxy groups at positions 3' and 6. Isolated from Salvia tomentosa and Artemisia asiatica, it exhibits anti-allergic, anti-inflammatory and apoptosis inducing activties.	2.05	1	dimethoxyflavone; trihydroxyflavone	anti-allergic agent; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; metabolite
dihydrorobinetin dihydrorobinetin: structure in first source	2.05	1

Condition	Relationship Strength	Studies
Abnormalities, Autosome [description not available]	2.03	1
Cancer of Liver [description not available]	2.05	1
Liver Neoplasms Tumors or cancer of the LIVER.	2.05	1
Innate Inflammatory Response [description not available]	2.05	1
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	2.05	1

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