Compounds > 2(3h)-benzofuranone
Page last updated: 2024-09-23

2(3h)-benzofuranone

Description

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

Cross-References

ID SourceID
PubMed CID68382
CHEMBL ID284584
SCHEMBL ID44758
MeSH IDM0451822

Synonyms (53)

Synonym
AKOS009031219
1-benzofuran-2(3h)-one
2-coumaranone
nsc227414
nsc-227414
2(3h)-benzofuranone
553-86-6
inchi=1/c8h6o2/c9-8-5-6-3-1-2-4-7(6)10-8/h1-4h,5h
2-coumaranone, 97%
isocoumaranone
C1445
CHEMBL284584 ,
2-coumarotioiie
3h-1-benzofuran-2-one
3h-benzofuran-2-one
bdbm50029069
A26517
benzofuran-2(3h)-one
ai3-36067
ec 209-052-0
unii-4k47z4q1e7
4k47z4q1e7 ,
nsc 227414
einecs 209-052-0
(3h)-benzofuran-2-one
benzofuranone
FT-0612088
benzofuran-2-one
CS-M0764
2,3-dihydro-1-benzofuran-2-one
SCHEMBL44758
2,3-dihydro-2-benzofuranone
1-benzofuran-2(3h)-one #
2,3-dihydrobenzofuran-2-one
mfcd00005856
DTXSID70203829
2-coumarone
cumaranone
isophthalide
2-benzofuranone
acetic acid, (o-hydroxyphenyl)-, .gamma.-lactone
benzo(b)furan-2(3h)-one
benzeneacetic acid, 2-hydroxy-, .gamma.-lactone
J-509185
2,3-dihydrobenzo[b]furan-2-one
SY038967
AS-18012
EN300-21214
Q27259814
oxazole-2-carbothioicacidamide
L10016
2-coumaranone; (3h)-benzofuran-2-one
2 (3h) - benzo-furanone

Protein Targets (8)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cytochrome P450 1A2Homo sapiens (human)IC50 (µMol)260.00000.00011.774010.0000AID241334
NAD-dependent histone deacetylase SIR2Saccharomyces cerevisiae S288CIC50 (µMol)150.00008.80008.80008.8000AID204971
Sodium- and chloride-dependent GABA transporter 1Rattus norvegicus (Norway rat)IC50 (µMol)100.00000.00132.22068.3000AID179746
Sodium- and chloride-dependent GABA transporter 2Rattus norvegicus (Norway rat)IC50 (µMol)100.00000.00321.79008.3000AID179746
Sodium- and chloride-dependent GABA transporter 3Rattus norvegicus (Norway rat)IC50 (µMol)100.00000.00321.54318.3000AID179746
Prostaglandin G/H synthase 2 Rattus norvegicus (Norway rat)IC50 (µMol)100.00000.00291.786810.0000AID179746
Sodium- and chloride-dependent betaine transporterRattus norvegicus (Norway rat)IC50 (µMol)100.00000.00321.54318.3000AID179746
Prostaglandin G/H synthase 1 Rattus norvegicus (Norway rat)IC50 (µMol)100.00000.00291.823210.0000AID179746
[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)
NAD-dependent histone deacetylase SIR2Saccharomyces cerevisiae S288CInhibition0.89000.15000.67600.9400AID204972
NAD-dependent histone deacetylase SIR2Saccharomyces cerevisiae S288CMGC24.00000.49000.67000.8500AID204973
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (24)

Processvia Protein(s)Taxonomy
steroid catabolic processCytochrome P450 1A2Homo sapiens (human)
porphyrin-containing compound metabolic processCytochrome P450 1A2Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 1A2Homo sapiens (human)
cholesterol metabolic processCytochrome P450 1A2Homo sapiens (human)
estrogen metabolic processCytochrome P450 1A2Homo sapiens (human)
toxin biosynthetic processCytochrome P450 1A2Homo sapiens (human)
post-embryonic developmentCytochrome P450 1A2Homo sapiens (human)
alkaloid metabolic processCytochrome P450 1A2Homo sapiens (human)
regulation of gene expressionCytochrome P450 1A2Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 1A2Homo sapiens (human)
dibenzo-p-dioxin metabolic processCytochrome P450 1A2Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 1A2Homo sapiens (human)
lung developmentCytochrome P450 1A2Homo sapiens (human)
methylationCytochrome P450 1A2Homo sapiens (human)
monocarboxylic acid metabolic processCytochrome P450 1A2Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 1A2Homo sapiens (human)
retinol metabolic processCytochrome P450 1A2Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 1A2Homo sapiens (human)
cellular respirationCytochrome P450 1A2Homo sapiens (human)
aflatoxin metabolic processCytochrome P450 1A2Homo sapiens (human)
hydrogen peroxide biosynthetic processCytochrome P450 1A2Homo sapiens (human)
oxidative demethylationCytochrome P450 1A2Homo sapiens (human)
cellular response to cadmium ionCytochrome P450 1A2Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 1A2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
monooxygenase activityCytochrome P450 1A2Homo sapiens (human)
iron ion bindingCytochrome P450 1A2Homo sapiens (human)
protein bindingCytochrome P450 1A2Homo sapiens (human)
electron transfer activityCytochrome P450 1A2Homo sapiens (human)
oxidoreductase activityCytochrome P450 1A2Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 1A2Homo sapiens (human)
enzyme bindingCytochrome P450 1A2Homo sapiens (human)
heme bindingCytochrome P450 1A2Homo sapiens (human)
demethylase activityCytochrome P450 1A2Homo sapiens (human)
caffeine oxidase activityCytochrome P450 1A2Homo sapiens (human)
aromatase activityCytochrome P450 1A2Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 1A2Homo sapiens (human)
estrogen 2-hydroxylase activityCytochrome P450 1A2Homo sapiens (human)
hydroperoxy icosatetraenoate dehydratase activityCytochrome P450 1A2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
endoplasmic reticulum membraneCytochrome P450 1A2Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1A2Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1A2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID342465Activity at human recombinant PON1 assessed as hydrolysis of lactone ring at 1 mM by Ellman's method2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Characterization of the PON1 active site using modeling simulation, in relation to PON1 lactonase activity.
AID241334Inhibitory concentration against recombinant human cytochrome P450 1A22005Journal of medicinal chemistry, Jun-02, Volume: 48, Issue:11
Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors.
AID235797Selectivity index was reported as the ratio of the MGC to IC50 value2004Journal of medicinal chemistry, May-06, Volume: 47, Issue:10
Inhibitors of Sir2: evaluation of splitomicin analogues.
AID204971In vitro inhibition of sirtuin 2 was evaluated using yeast whole cell lysates2004Journal of medicinal chemistry, May-06, Volume: 47, Issue:10
Inhibitors of Sir2: evaluation of splitomicin analogues.
AID176483Compound administered perorally for inhibition of carrageenan induced paw edema after 3h in rat1981Journal of medicinal chemistry, Dec, Volume: 24, Issue:12
2,3-Dihydrobenzofuran-2-ones: a new class of highly potent antiinflammatory agents.
AID179746In vitro inhibition of prostaglandin synthesis was tested in rat1981Journal of medicinal chemistry, Dec, Volume: 24, Issue:12
2,3-Dihydrobenzofuran-2-ones: a new class of highly potent antiinflammatory agents.
AID204973Sirtuin 2 inhibitory activity and was reported as minimum growth-stimulating concentration in Saccharomyces cerevisiae2004Journal of medicinal chemistry, May-06, Volume: 47, Issue:10
Inhibitors of Sir2: evaluation of splitomicin analogues.
AID204972In vitro inhibition of sirtuin 2 was evaluated using yeast whole cell lysates at 75 uM2004Journal of medicinal chemistry, May-06, Volume: 47, Issue:10
Inhibitors of Sir2: evaluation of splitomicin analogues.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (10.00)18.7374
1990's0 (0.00)18.2507
2000's5 (50.00)29.6817
2010's4 (40.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
diclofenac[no description available]medium10amino acid;
aromatic amine;
dichlorobenzene;
monocarboxylic acid;
secondary amino compound		antipyretic;
drug allergen;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic
indomethacin[no description available]medium10aromatic ether;
indole-3-acetic acids;
monochlorobenzenes;
N-acylindole		analgesic;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
gout suppressant;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite;
xenobiotic
coumarin[no description available]medium10coumarinsfluorescent dye;
human metabolite;
plant metabolite
3,4-dihydrocoumarin[no description available]medium20chromanoneplant metabolite
fenofibrate[no description available]medium10benzochromenone;
delta-lactone;
naphtho-alpha-pyrone		platelet aggregation inhibitor;
Sir2 inhibitor
1,8-naphthalenedicarboxylic acid anhydride[no description available]medium10cyclic dicarboxylic anhydride
1-keto-1,2,3,4-tetrahydrophenanthrene[no description available]medium10
naphthalene[no description available]medium10naphthalenes;
ortho-fused bicyclic arene		apoptosis inhibitor;
carcinogenic agent;
environmental contaminant;
mouse metabolite;
plant metabolite;
volatile oil component
benzoxazolone[no description available]medium10benzoxazoleallelochemical;
phytoalexin
1-methylnaphthalene[no description available]medium10methylnaphthalenecarcinogenic agent;
plant metabolite
1-chloronaphthalene[no description available]medium10
1-naphthol[no description available]medium10naphtholgenotoxin;
human xenobiotic metabolite
2-methylnaphthalene[no description available]medium10methylnaphthalene
2-methylquinoline[no description available]medium10quinolines
diphenyl[no description available]medium10aromatic fungicide;
benzenes;
biphenyls		antifungal agrochemical;
antimicrobial food preservative
2-methoxynaphthalene[no description available]medium10naphthalenes
n-butylbenzene[no description available]medium10alkylbenzene
xi-gamma-Undecalactone[no description available]medium10lactone
gamma-valerolactone[no description available]medium10butan-4-olideflavouring agent;
human xenobiotic metabolite
2-naphthol[no description available]medium10naphtholantinematodal drug;
genotoxin;
human urinary metabolite;
human xenobiotic metabolite;
mouse metabolite;
radical scavenger
indan[no description available]medium10indanes;
ortho-fused bicyclic hydrocarbon
coumaran[no description available]medium101-benzofuransmetabolite
caprolactone[no description available]medium20epsilon-lactone
1,4-dimethylnaphthalene[no description available]medium10dimethylnaphthalene
1,2-dimethylnaphthalene[no description available]medium10dimethylnaphthalene
1,6-dimethylnaphthalene[no description available]medium10dimethylnaphthalene
2,6-dimethylnaphthalene[no description available]medium10dimethylnaphthaleneenvironmental contaminant
3-methylquinoline[no description available]medium10methylquinolinexenobiotic
4-hexanolide[no description available]medium10butan-4-olidehuman blood serum metabolite
decan-4-olide[no description available]medium10gamma-lactone;
tetrahydrofuranone		anticonvulsant;
flavouring agent;
food additive
2,6-dimethylquinoline[no description available]medium10
4-chlorobiphenyl[no description available]medium10monochlorobiphenyl
gamma-dodecalactone[no description available]medium10gamma-lactonebacterial metabolite;
fungal metabolite;
volatile oil component
4-anisaldehyde[no description available]medium10benzaldehydesbacterial metabolite;
human urinary metabolite;
insect repellent;
plant metabolite
nicotine[no description available]medium103-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic
2-chlorobiphenyl[no description available]medium10monochlorobiphenyl
cotinine[no description available]medium10N-alkylpyrrolidine;
pyridines;
pyrrolidin-2-ones;
pyrrolidine alkaloid		antidepressant;
biomarker;
human xenobiotic metabolite;
plant metabolite
phenylacetic acid[no description available]medium20benzenes;
monocarboxylic acid;
phenylacetic acids		allergen;
Aspergillus metabolite;
auxin;
EC 6.4.1.1 (pyruvate carboxylase) inhibitor;
Escherichia coli metabolite;
human metabolite;
plant growth retardant;
plant metabolite;
Saccharomyces cerevisiae metabolite;
toxin
4-butyrolactone[no description available]medium10butan-4-olidemetabolite;
neurotoxin
delta-valerolactone[no description available]medium10delta-lactone
5-hydroxybenzofuran-2-one[no description available]medium101-benzofurans;
aromatic alcohol		antifungal agent;
fungal metabolite
benzofurans[no description available]medium60
paraoxon[no description available]medium10aryl dialkyl phosphate;
organophosphate insecticide		EC 3.1.1.7 (acetylcholinesterase) inhibitor;
mouse metabolite
2-hydroxyphenylacetic acid[no description available]medium10hydroxy monocarboxylic acid;
phenols		human metabolite;
mouse metabolite
thiophenes[no description available]medium10mancude organic heteromonocyclic parent;
monocyclic heteroarene;
thiophenes;
volatile organic compound		non-polar solvent
urea[no description available]medium10isourea;
monocarboxylic acid amide;
one-carbon compound		Daphnia magna metabolite;
Escherichia coli metabolite;
fertilizer;
flour treatment agent;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Adjuvant Arthritis0low10
Anasarca0low10
Arthritis, Adjuvant0low10
Arthritis, Adjuvant-Induced0low10
Arthritis, Collagen-Induced0low10
Arthritis, Experimental0low10
Breast Cancer0low10
Breast Carcinoma0low10
Breast Neoplasms0low10
Breast Tumors0low10
Cancer of Breast0low10
Cancer of the Breast0low10
Collagen Arthritis0low10
Disease Models, Animal0low10
Dropsy0low10
Edema0low10
Gastric Ulcer0low10
HIV Coinfection0low10
HIV Infections0low10
HTLV-III Infections0low10
HTLV-III-LAV Infections0low10
Human Mammary Carcinoma0low10
Hydrops0low10
Malignant Neoplasm of Breast0low10
Malignant Tumor of Breast0low10
Mammary Cancer0low10
Mammary Carcinoma, Human0low10
Mammary Neoplasm, Human0low10
Mammary Neoplasms, Human0low10
Neoplasms, Breast0low10
Stomach Ulcer0low10
T-Lymphotropic Virus Type III Infections, Human0low10
Tumors, Breast0low10

Research Highlights

Dosage (1)

ArticleYear
5-ureidobenzofuranone indoles as potent and efficacious inhibitors of PI3 kinase-alpha and mTOR for the treatment of breast cancer.
Bioorganic & medicinal chemistry letters, Jun-15, Volume: 20, Issue: 12		2010
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]