4-chromone profile

4-Chromone, also known as chromone, is a heterocyclic compound with a benzopyran core. It has gained significant attention in medicinal chemistry due to its diverse pharmacological properties. 4-Chromone derivatives have shown promise in various therapeutic areas, including anti-inflammatory, antioxidant, anticancer, and anti-bacterial activities. Its synthesis is typically achieved through various methods, such as the Pechmann condensation, which involves the reaction of a β-ketoester with a phenol. Researchers are drawn to 4-chromone's potential as a scaffold for designing new drugs due to its ability to interact with various biological targets, including enzymes and receptors. 4-Chromone derivatives have shown promising results in preclinical studies, and several compounds are currently undergoing clinical trials. The structural versatility of 4-chromone allows for the modification of its substituents to fine-tune its pharmacological properties, making it a valuable building block for drug discovery.'

4-chromone: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

chromone : The simplest member of the class of chromones that is 4H-chromene with an oxo group at position 4. [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]

ID Source	ID
PubMed CID	10286
CHEMBL ID	13311
CHEBI ID	72013
SCHEMBL ID	37994
SCHEMBL ID	7566748
MeSH ID	M0187362

Synonym
4-chromone
benzo-gamma-pyrone
brn 0114087
4h-benzo(b)pyran-4-one
einecs 207-737-9
AF-407/03086014
4h-1-benzopyran-4-one
4h-chromen-4-one
chromone
inchi=1/c9h6o2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6
benzopyrone
chromone, 99%
bdbm24783
chromone, 12
chromen-4-one
fc13
AKOS000521772
MLS002473394
smr001397486
CHEMBL13311
chebi:72013 ,
A7362
1-benzopyran-4-one
491-38-3
A827660
chromen-4-one;4h-chromen-4-one
4-oxo-4h-1-benzopyran
1,4-benzopyrone
20c556mj76 ,
unii-20c556mj76
5-17-10-00139 (beilstein handbook reference)
FT-0632217
SCHEMBL37994
SCHEMBL7566748
benzopyran-4-one
4-chromenone
4h-chromen-4-one #
benzo-.gamma.-pyrone
CS-W005942
DTXSID40197680
mfcd00024064
GS-6824
benz-g-pyrone
3-dihydrochromen-4-one
Q420156
SY020315
STL570254
H10070
chromone-
EN300-80154
Z1218937140

Class	Description
chromones	A chromenone that consists of a 1,4-benzopyrone skeleton and its substituted derivatives thereof.
enone	An alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta 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]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Amine oxidase [flavin-containing] A	Homo sapiens (human)	IC50 (µMol)	39.9000	0.0000	2.3789	9.7700	AID675159
Amine oxidase [flavin-containing] B	Homo sapiens (human)	IC50 (µMol)	54.9000	0.0000	1.8914	9.5700	AID675158
Tissue alpha-L-fucosidase	Bos taurus (cattle)	IC50 (µMol)	54.0000	0.0050	0.0575	0.1100	AID1688689
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
biogenic amine metabolic process	Amine oxidase [flavin-containing] A	Homo sapiens (human)
positive regulation of signal transduction	Amine oxidase [flavin-containing] A	Homo sapiens (human)
dopamine catabolic process	Amine oxidase [flavin-containing] A	Homo sapiens (human)
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)
glycolipid catabolic process	Tissue alpha-L-fucosidase	Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
protein binding	Amine oxidase [flavin-containing] A	Homo sapiens (human)
primary amine oxidase activity	Amine oxidase [flavin-containing] A	Homo sapiens (human)
aliphatic amine oxidase activity	Amine oxidase [flavin-containing] A	Homo sapiens (human)
monoamine oxidase activity	Amine oxidase [flavin-containing] A	Homo sapiens (human)
flavin adenine dinucleotide binding	Amine oxidase [flavin-containing] A	Homo sapiens (human)
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)
alpha-L-fucosidase activity	Tissue alpha-L-fucosidase	Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
mitochondrion	Amine oxidase [flavin-containing] A	Homo sapiens (human)
mitochondrial outer membrane	Amine oxidase [flavin-containing] A	Homo sapiens (human)
cytosol	Amine oxidase [flavin-containing] A	Homo sapiens (human)
mitochondrion	Amine oxidase [flavin-containing] A	Homo sapiens (human)
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (27)

Assay ID	Title	Year	Journal	Article
AID675160	Selectivity ratio of IC50 for recombinant human MAO-A to IC50 for recombinant human MAO-B	2012	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 22, Issue:17	Selected chromone derivatives as inhibitors of monoamine oxidase.
AID87805	Anti-bacterial activity against Helicobacter pylori	1999	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 9, Issue:8	Microanalysis of a selective potent anti-Helicobacter pylori compound in a Brazilian medicinal plant, Myroxylon peruiferum and the activity of analogues.
AID675158	Inhibition of recombinant human MAO-B assessed as inhibition of kynuramine to 4-hydroxyquinoline conversion after 20 mins by fluorometry	2012	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 22, Issue:17	Selected chromone derivatives as inhibitors of monoamine oxidase.
AID1081528	Insecticidal activity against first-instar larval-stage of Spodoptera frugiperda (fall armyworm) strain corn in compound-pretreated corn leaves assessed as mortality rate at 2000 mg/kg	2010	Journal of agricultural and food chemistry, May-26, Volume: 58, Issue:10	Sustainable synthesis of flavonoid derivatives, QSAR study and insecticidal activity against the fall armyworm, Spodoptera frugiperda (Lep.: Noctuidae).
AID1688682	Inhibition of Saccharomyces cerevisiae alpha-glucosidase assessed as reduction in p-nitrophenol liberation using PNPG as substrate preincubated with substrate for 5 mins followed by incubation with enzyme for 5 mins	2020	European journal of medicinal chemistry, Feb-15, Volume: 188	Discovery of novel pyrido-pyrrolidine hybrid compounds as alpha-glucosidase inhibitors and alternative agent for control of type 1 diabetes.
AID355880	Pesticidal activity against Dermatophagoides pteronyssinus after 24 hrs	2003	Journal of natural products, May, Volume: 66, Issue:5	Acaricidal activity of tonka bean extracts. Synthesis and structure-activity relationships of bioactive derivatives.
AID487859	Cytotoxicity against mouse RAW264.7 cells after 48 hrs by MTT assay	2010	Bioorganic & medicinal chemistry, Jun-15, Volume: 18, Issue:12	(E)-2-styrylchromones as potential anti-norovirus agents.
AID487860	Cytotoxicity against mouse RAW264.7 cells assessed as maximum non-toxic dose after 48 hrs by MTT assay	2010	Bioorganic & medicinal chemistry, Jun-15, Volume: 18, Issue:12	(E)-2-styrylchromones as potential anti-norovirus agents.
AID294683	Inhibition of NADPH-catalyzed lipid peroxidation in Wistar rat liver microsome at 90 ug/ml after 10 mins	2007	Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8	A chromone analog inhibits TNF-alpha induced expression of cell adhesion molecules on human endothelial cells via blocking NF-kappaB activation.
AID1688689	Inhibition of bovine kidney alpha-fucosidase using PNPG as substrate incubated for 10 mins by spectrophotometric method	2020	European journal of medicinal chemistry, Feb-15, Volume: 188	Discovery of novel pyrido-pyrrolidine hybrid compounds as alpha-glucosidase inhibitors and alternative agent for control of type 1 diabetes.
AID326467	Inhibition of purified human recombinant IDO	2008	Journal of medicinal chemistry, Mar-27, Volume: 51, Issue:6	Indoleamine 2,3-dioxygenase is the anticancer target for a novel series of potent naphthoquinone-based inhibitors.
AID294665	Inhibition of TNF-alpha-induced ICAM1 expression in HUVEC cells at 90 ug/ml after 2 hrs by ELISA	2007	Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8	A chromone analog inhibits TNF-alpha induced expression of cell adhesion molecules on human endothelial cells via blocking NF-kappaB activation.
AID487862	Antiviral activity against MNV1 CW1 infected in mouse RAW264.7 cells assessed as inhibition of viral plaque formation after 24 hrs by neutral red staining	2010	Bioorganic & medicinal chemistry, Jun-15, Volume: 18, Issue:12	(E)-2-styrylchromones as potential anti-norovirus agents.
AID294659	Cytotoxicity against HUVEC cells assessed as cell viability at 90 ug/ml after 24 hrs by MTT assay	2007	Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8	A chromone analog inhibits TNF-alpha induced expression of cell adhesion molecules on human endothelial cells via blocking NF-kappaB activation.
AID1102050	Antifeedant activity against Spodoptera litura F. by choice leaf disk assay	2003	Journal of agricultural and food chemistry, Jan-15, Volume: 51, Issue:2	Insect antifeedant activity of flavones and chromones against Spodoptera litura.
AID675159	Inhibition of recombinant human MAO-A assessed as inhibition of kynuramine to 4-hydroxyquinoline conversion after 20 mins by fluorometry	2012	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 22, Issue:17	Selected chromone derivatives as inhibitors of monoamine oxidase.
AID1688687	Inhibition of Saccharomyces cerevisiae alpha-glucosidase using PNPG as substrate incubated for 10 mins by spectrophotometric method	2020	European journal of medicinal chemistry, Feb-15, Volume: 188	Discovery of novel pyrido-pyrrolidine hybrid compounds as alpha-glucosidase inhibitors and alternative agent for control of type 1 diabetes.
AID1688691	Inhibition of jack bean alpha-mannosidase using PNPG as substrate incubated for 10 mins by spectrophotometric method	2020	European journal of medicinal chemistry, Feb-15, Volume: 188	Discovery of novel pyrido-pyrrolidine hybrid compounds as alpha-glucosidase inhibitors and alternative agent for control of type 1 diabetes.
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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (4.76)	18.2507
2000's	5 (23.81)	29.6817
2010's	9 (42.86)	24.3611
2020's	6 (28.57)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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	22 (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
coumarin 2H-chromen-2-one: coumarin derivative	2.01	1	coumarins	fluorescent dye; human metabolite; plant metabolite
hydroquinone [no description available]	2.11	1	benzenediol; hydroquinones	antioxidant; carcinogenic agent; cofactor; Escherichia coli metabolite; human xenobiotic metabolite; mouse metabolite; skin lightening agent
benzyl benzoate benzyl benzoate: structure; acarosan, a moist powder composed of wetted cellulose and benzyl benzoate, is used on carpets as an acaricide. benzyl benzoate : A benzoate ester obtained by the formal condensation of benzoic acid with benzyl alcohol. It has been isolated from the plant species of the genus Polyalthia.	2.01	1	benzoate ester; benzyl ester	acaricide; plant metabolite; scabicide
emodin Emodin: Purgative anthraquinone found in several plants, especially RHAMNUS PURSHIANA. It was formerly used as a laxative, but is now used mainly as a tool in toxicity studies.. emodin : A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs.	2.25	1	trihydroxyanthraquinone	antineoplastic agent; laxative; plant metabolite; tyrosine kinase inhibitor
juglone juglone: structure. juglone : A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogen at position 5 has been replaced by a hydroxy group. A plant-derived 1,4-naphthoquinone with confirmed antibacterial and antitumor activities.	2.04	1	hydroxy-1,4-naphthoquinone	geroprotector; herbicide; reactive oxygen species generator
vitamin k 3 Vitamin K 3: A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo.	2.04	1	1,4-naphthoquinones; vitamin K	angiogenesis inhibitor; antineoplastic agent; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; human urinary metabolite; nutraceutical
quinone benzoquinone : The simplest members of the class of benzoquinones, consisting of cyclohexadiene which is substituted by two oxo groups.. 1,4-benzoquinone : The simplest member of the class of 1,4-benzoquinones, obtained by the formal oxidation of hydroquinone to the corresponding diketone. It is a metabolite of benzene.. quinone : Compounds having a fully conjugated cyclic dione structure, such as that of benzoquinones, derived from aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included).	2.04	1	1,4-benzoquinones	cofactor; human xenobiotic metabolite; mouse metabolite
egtazic acid Egtazic Acid: A chelating agent relatively more specific for calcium and less toxic than EDETIC ACID.. ethylene glycol bis(2-aminoethyl)tetraacetic acid : A diether that is ethylene glycol in which the hydrogens of the hydroxy groups have been replaced by 2-[bis(carboxymethyl)amino]ethyl group respectively.	2.41	1	diether; tertiary amino compound; tetracarboxylic acid	chelator
dimethylformamide Dimethylformamide: A formamide in which the amino hydrogens are replaced by methyl groups.. N,N-dimethylformamide : A member of the class of formamides that is formamide in which the amino hydrogens are replaced by methyl groups.	2.07	1	formamides; volatile organic compound	geroprotector; hepatotoxic agent; polar aprotic solvent
lawsone lawsone: a molluscacide from leaves of Lawsonia inermis L. topical sunscreening agent; structure; powdered leaves of Lawsonia inermis(Lythraceae) used as brown hair dye. lawsone : 1,4-Naphthoquinone carrying a hydroxy function at C-2. It is obtained from the leaves of Lawsonia inermis.	2.04	1
xanthone xanthone : The parent compound of the xanthone class consisting of xanthene bearing a single oxo substituent at position 9.	2.05	1	xanthones	insecticide
6-methylcoumarin 6-methylcoumarin: synthetic fragrance causing contact photoallergy. 6-methylcoumarin : A member of the class of coumarins that is coumarin in which the hydrogen at position 6 is replaced by a methyl group.	2.01	1	coumarins	allergen; fragrance
benzylparaben [no description available]	2.01	1	benzoate ester; benzyl ester
dichlone dichlone: structure	2.04	1
benzyl salicylate benzyl salicylate: structure given in Merck	2.01	1	benzoate ester; phenols
1,4-naphthoquinone naphthoquinone : A polycyclic aromatic ketone metabolite of naphthalene.. 1,4-naphthoquinone : The parent structure of the family of 1,4-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 4 of the naphthalene ring. Derivatives have pharmacological properties.	2.04	1	1,4-naphthoquinones
diazomethane Diazomethane: A diazonium compound with the formula CH2N2.. diazomethane : The simplest diazo compound, in which a diazo group is attached to a methylene group.	2.41	1	diazo compound	alkylating agent; antineoplastic agent; carcinogenic agent; poison
phenylbenzoquinone phenylbenzoquinone: RN given refers to parent cpd	2.04	1
rhein [no description available]	2.25	1	dihydroxyanthraquinone
aloe emodin aloe emodin: structure distinct from emodin; this does not mean emodin from aloe. Aloe emodin : A dihydroxyanthraquinone that is chrysazin carrying a hydroxymethyl group at position 3. It has been isolated from plant species of the genus Aloe.	2.25	1	aromatic primary alcohol; dihydroxyanthraquinone	antineoplastic agent; plant metabolite
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.	2.44	2	flavanones
physcione physcione: structure. physcion : A dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources.	2.25	1	dihydroxyanthraquinone	anti-inflammatory agent; antibacterial agent; antifungal agent; antineoplastic agent; apoptosis inducer; hepatoprotective agent; metabolite
1,2-naphthoquinone naphthalene-1,2-dione: structure given in first source. 1,2-naphthoquinone : The parent structure of the family of 1,2-naphthoquinones, in which the oxo groups of the quinone moiety are at positions 1 and 2 of the naphthalene ring. It is a metabolite of naphthalene and is found in diesel exhaust particles.	2.04	1	1,2-naphthoquinones	aryl hydrocarbon receptor agonist; carcinogenic agent
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.	2.72	3	flavones	metabolite; nematicide
2-methyl-1,4-benzoquinone cresoquinone: no further information available 6/2003	2.04	1
acetylenedicarboxylic acid dimethyl ester acetylenedicarboxylic acid dimethyl ester: inhibitor of oxidative phosphorylation	2.6	1
n-phenylmaleimide N-phenylmaleimide: structure in Merck Index, 9th ed, #7104	2.6	1
2-methoxy-1,4-naphthoquinone 2-methoxy-1,4-naphthoquinone: isolated from Swertia calycina; structure in first source. 2-methoxy-1,4-naphthoquinone : A naphthoquinone that is naphthalene-1,4-dione substituted by a methoxy group at position 2. It has been isolated from the roots of Rubia yunnanensis.	2.04	1	1,4-naphthoquinones; enol ether	antimicrobial agent; metabolite; plant metabolite
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.	2.07	1	selegiline; terminal acetylenic compound	geroprotector
acarbose [no description available]	2.25	1	tetrasaccharide derivative	EC 3.2.1.1 (alpha-amylase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; geroprotector; hypoglycemic agent
tangeretin tangeretin: structure given in first source; from citrus plants; inhibits invasion of MO4 mouse cells into embryonic chick heart in vitro. tangeretin : A pentamethoxyflavone flavone with methoxy groups at positions 4', 5, 6 , 7 and 8.. pentamethoxyflavone : A methoxyflavone that is flavone substituted by a five methoxy groups.	2.01	1	pentamethoxyflavone	antineoplastic agent; plant metabolite
4-chromanone [no description available]	2.01	1	chromones
3,4-dimethoxytoluene 3,4-dimethoxytoluene: structure given in first source	2	1
6-hydroxyflavone 6-hydroxyflavone: antioxidant; structure in first source	2.01	1	hydroxyflavonoid
nobiletin nobiletin : A methoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 8, 3' and 4' respectively.	2.01	1	methoxyflavone	antineoplastic agent; plant metabolite
alpha-lapachone alpha-lapachone: structure in first source	2.04	1	organic heterotricyclic compound; organooxygen compound
xyloidone [no description available]	2.04	1
7,4'-Di-O-methyldaidzein [no description available]	2	1	methoxyisoflavone
6-methoxyflavone 6-methoxyflavone: suppresses NFAT-mediated T cell activation; structure in first source	2.01	1	ether; flavonoids
3',4',7-trimethoxyflavone [no description available]	2	1
5-hydroxy-7,8-dimethoxyflavone 5-hydroxy-7,8-dimethoxyflavone: from Mosla Soochowensis Matsuda; structure given in first source	2.01	1
6-chloroflavone 6-chloroflavone: structure in first source	2.05	1
1,4-dideoxy-1,4-imino-d-arabinitol [no description available]	2.25	1
7-methoxyflavone 7-methoxyflavone: an aromatase inhibitor	2.44	2	ether; flavonoids
6-bromoflavone 6-bromoflavone: a high affinity ligand for the central benzodiazepine receptors; structure given in first source	2.05	1
5-hydroxy-6,7-dimethoxyflavone mosloflavone: from Ranunculus japonicus; structure in first source	2.01	1	ether; flavonoids
cabreuvin cabreuvin: structure in first source	2	1	methoxyisoflavone
6-methylflavone 6-methylflavone: structure in first source	2.44	2
benzyl cinnamate benzyl cinnamate: structure in first source. benzyl cinnamate : The cinnamate ester derived from cinnamic acid and benzyl alcohol. Occuring in Balsam of Peru and Tolu balsam, in Sumatra and Penang benzoin, and as the main constituent of copaiba balsam, it is used in heavy oriental perfumes, as a fixative and as a flavouring agent.	2.01	1	cinnamate ester	antigen; epitope; fixative; flavouring agent; fragrance
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.	2.01	1	trihydroxyflavone	antineoplastic agent; metabolite
luteolin [no description available]	2.01	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
genistein [no description available]	2.25	1	7-hydroxyisoflavones	antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; human urinary metabolite; phytoestrogen; plant metabolite; tyrosine kinase inhibitor
7-hydroxycoumarin 7-oxycoumarin: derivatives have anti-oxidant properties. umbelliferone : A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7.	2.01	1	hydroxycoumarin	fluorescent probe; food component; plant metabolite
baicalein [no description available]	2.01	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.	2.01	1	7-hydroxyflavonol; dihydroxyflavone	anti-inflammatory agent; antineoplastic agent; antioxidant; EC 2.7.11.18 (myosin-light-chain kinase) inhibitor; hepatoprotective agent; plant metabolite
3-hydroxyblancoxanthone 3-hydroxyblancoxanthone: from the root of Calophyllum blancoi; structure in first source	2.25	1	pyranoxanthones
norathyriol norathyriol: from Gentinanaceae; has vasorelaxing action on rat thoracic aorta; structure given in first source. norathyriol : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 6 and 7. Isolated from Garcinia mangostana and Maclura pomifera, it exhibits inhibitory activity against protein kinase C.	2.25	1	polyphenol; xanthones	antineoplastic agent; EC 2.7.11.13 (protein kinase C) inhibitor; plant metabolite
norwogonin norwogonin : A trihydroxyflavone with the hydroxy groups at positions C-5, -7 and -8.	2.01	1	trihydroxyflavone	antioxidant; metabolite
wogonin wogonin: structure in first source. wogonin : A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-8.	2.01	1	dihydroxyflavone; monomethoxyflavone	angiogenesis inhibitor; antineoplastic agent; cyclooxygenase 2 inhibitor; plant metabolite
7-hydroxyflavone 7-hydroxyflavone : A hydroxyflavonoid in which the flavone nucleus is substituted at position 7 by a hydroxy group.	2.44	2	hydroxyflavonoid
vitamin k 1 Vitamin K 1: A family of phylloquinones that contains a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Members of this group of vitamin K 1 have only one double bond on the proximal isoprene unit. Rich sources of vitamin K 1 include green plants, algae, and photosynthetic bacteria. Vitamin K1 has antihemorrhagic and prothrombogenic activity.. phylloquinone : A member of the class of phylloquinones that consists of 1,4-naphthoquinone having methyl and phytyl groups at positions 2 and 3 respectively. The parent of the class of phylloquinones.	2.04	1	phylloquinones; vitamin K	cofactor; human metabolite; plant metabolite
3',4',7-trihydroxyisoflavone 3',4',7-trihydroxyisoflavone: from Streptomyces sp OH-1049; structure given in first source. 3',4',7-trihydroxyisoflavone : A 7-hydroxyisoflavone that is daidzein substituted by a hydroxy group at position 3'.	2	1	7-hydroxyisoflavones	antineoplastic agent; EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor; metabolite
5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one 5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one: isolated from the Chinese herb Scutellariae radix. oroxylin A : A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-6.	2.01	1	dihydroxyflavone; monomethoxyflavone	antineoplastic agent; EC 1.14.13.39 (nitric oxide synthase) inhibitor
butylidenephthalide butylidenephthalide: structure in first source. (Z)-3-butylidenephthalide : A gamma-lactone that is phthalide substituted by a butylidene group at position 3. Isolated from Ligusticum porteri, it exhibits hypoglycemic activity.	2.25	1	isobenzofuranone
broussochalcone a broussochalcone A: RN given for (E)-isomer; inhibits neutrophil respiratory burst; structure in first source	2.25	1
casuarine casuarine: structure in first source; do not confuse with tannin casuariin	2.25	1
papyriflavonol a papyriflavonol A: isolated from Broussonetia papyrifera; structure in first source. papyriflavonol A : A pentahydroxyflavone that is flavone substituted with hydroxy groups at positions 3, 5, 7, 3' and 4' and prenyl groups at positions 6 and 5'. Isolated from Broussonetia papyrifera, it exhibits inhibitory activity against phospholipase A2 and tyrosinase.	2.25	1	3'-hydroxyflavonoid; flavonols; pentahydroxyflavone	EC 1.14.18.1 (tyrosinase) inhibitor; EC 3.1.1.4 (phospholipase A2) inhibitor; metabolite
5-Hydroxyauranetin 5-hydroxy-3,6,7,8,4'-pentamethoxyflavone: has diuretic activity; isolated from Rubus rosaefolius	2.01	1	ether; flavonoids
cudraxanthone l cudraxanthone L: from the root bark of Cudrania tricuspidata; structure in first source	2.25	1
4-hydroxycoumarin 2-hydroxychromone: structure	2.01	1	hydroxycoumarin
ganoderic acid ganoderic acid: from the fruiting body of Ganoderma; structure in first source	2.11	1
acetylaleuritolic acid acetylaleuritolic acid: structure	2.13	1

Condition	Relationship Strength	Studies
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.45	2
Caliciviridae Infections Virus diseases caused by CALICIVIRIDAE. They include HEPATITIS E; VESICULAR EXANTHEMA OF SWINE; acute respiratory infections in felines, rabbit hemorrhagic disease, and some cases of gastroenteritis in humans.	2.05	1
Gastroenteritis INFLAMMATION of any segment of the GASTROINTESTINAL TRACT from ESOPHAGUS to RECTUM. Causes of gastroenteritis are many including genetic, infection, HYPERSENSITIVITY, drug effects, and CANCER.	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
Degenerative Diseases, Central Nervous System [description not available]	2.07	1
Idiopathic Parkinson Disease [description not available]	2.07	1
Parkinson Disease A progressive, degenerative neurologic disease characterized by a TREMOR that is maximal at rest, retropulsion (i.e. a tendency to fall backwards), rigidity, stooped posture, slowness of voluntary movements, and a masklike facial expression. Pathologic features include loss of melanin containing neurons in the substantia nigra and other pigmented nuclei of the brainstem. LEWY BODIES are present in the substantia nigra and locus coeruleus but may also be found in a related condition (LEWY BODY DISEASE, DIFFUSE) characterized by dementia in combination with varying degrees of parkinsonism. (Adams et al., Principles of Neurology, 6th ed, p1059, pp1067-75)	2.07	1
Neurodegenerative Diseases Hereditary and sporadic conditions which are characterized by progressive nervous system dysfunction. These disorders are often associated with atrophy of the affected central or peripheral nervous system structures.	2.07	1
Autoimmune Diabetes [description not available]	2.25	1
Diabetes Mellitus, Type 1 A subtype of DIABETES MELLITUS that is characterized by INSULIN deficiency. It is manifested by the sudden onset of severe HYPERGLYCEMIA, rapid progression to DIABETIC KETOACIDOSIS, and DEATH unless treated with insulin. The disease may occur at any age, but is most common in childhood or adolescence.	2.25	1

4-chromone

Description

Cross-References

Synonyms (51)

Drug Classes (2)

Protein Targets (4)

Inhibition Measurements

Biological Processes (16)

Molecular Functions (8)

Ceullar Components (6)

Bioassays (27)

Research

Studies (21)

Market Indicators

Research Demand Index: 12.29

Study Types

4-chromone

Description

Cross-References

Synonyms (51)

Drug Classes (2)

Protein Targets (4)

Inhibition Measurements

Biological Processes (16)

Molecular Functions (8)

Ceullar Components (6)

Bioassays (27)

Research

Studies (21)

Market Indicators

Research Demand Index: 12.29

Study Types

Related Drugs (72)

Related Conditions (11)