Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H10O5 |
Molecular Weight | 270.2369 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC=C(C=C1)C2=CC(=O)C3=C(O)C=C(O)C=C3O2
InChI
InChIKey=KZNIFHPLKGYRTM-UHFFFAOYSA-N
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H
Molecular Formula | C15H10O5 |
Molecular Weight | 270.2369 |
Charge | 0 |
Count |
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Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: Central benzodiazepine receptor (bovine) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7617761 |
3.0 µM [Ki] | ||
Target ID: CHEMBL233 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652 |
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Target ID: CHEMBL287 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652 |
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Target ID: CHEMBL237 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652 |
PubMed
Title | Date | PubMed |
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Inhibition of aromatase activity by flavonoids. | 1999 Jun |
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Flavones and sesquiterpene lactones from Achillea atrata subsp. multifida: antimicrobial activity. | 1999 Jun |
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Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines. | 2000 Jul-Aug |
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Medicinal and ethnoveterinary remedies of hunters in Trinidad. | 2001 |
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Improved methods for the extraction and analysis of isoflavones from soy-containing foods and nutritional supplements by reversed-phase high-performance liquid chromatography and liquid chromatography-mass spectrometry. | 2001 Apr 13 |
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Samioside, a new phenylethanoid glycoside with free-radical scavenging and antimicrobial activities from Phlomis samia. | 2001 Aug |
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Phenolic constituents and antioxidant activity of an extract of Anthuriumversicolor leaves. | 2001 Aug |
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Acylated apigenin glycosides from alfalfa (Medicago sativa L.) var. Artal. | 2001 Aug |
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Inhibitory effect of decoction of Perilla frutescens on cultured murine mesangial cell proliferation and quantitative analysis of its active constituents. | 2001 Feb |
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Alfalfa (Medicago sativa L.) flavonoids. 1. Apigenin and luteolin glycosides from aerial parts. | 2001 Feb |
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Flavonoids as peroxynitrite scavengers: the role of the hydroxyl groups. | 2001 Feb |
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Peroxidative metabolism of apigenin and naringenin versus luteolin and quercetin: glutathione oxidation and conjugation. | 2001 Feb 15 |
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The neuroprotective effects of phytoestrogens on amyloid beta protein-induced toxicity are mediated by abrogating the activation of caspase cascade in rat cortical neurons. | 2001 Feb 16 |
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LC coupled to ion-trap MS for the rapid screening and detection of polyphenol antioxidants from Helichrysum stoechas. | 2001 Jan |
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A distinctive flavonoid chemistry for the anomalous genus Biebersteinia. | 2001 Jan |
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Aquiledine and isoaquiledine, novel flavonoid alkaloids from Aquilegia ecalcarata. | 2001 Jan |
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Inhibition of inducible nitric oxide synthase and cyclooxygenase-2 expression by flavonoids in macrophage J774A.1. | 2001 Jan 12 |
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Apigenin inhibits growth and induces G2/M arrest by modulating cyclin-CDK regulators and ERK MAP kinase activation in breast carcinoma cells. | 2001 Jan-Feb |
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In vitro binding studies with two hypericum perforatum extracts--hyperforin, hypericin and biapigenin--on 5-HT6, 5-HT7, GABA(A)/benzodiazepine, sigma, NPY-Y1/Y2 receptors and dopamine transporters. | 2001 Jul |
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Specific flavonoids induced nod gene expression and pre-activated nod genes of Rhizobium leguminosarum increased pea (Pisum sativum L.) and lentil (Lens culinaris L.) nodulation in controlled growth chamber environments. | 2001 Jul |
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Common phytochemicals are ecdysteroid agonists and antagonists: a possible evolutionary link between vertebrate and invertebrate steroid hormones. | 2001 Jun |
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Differing effects of endocrine-disrupting chemicals on basal and FSH-stimulated progesterone production in rat granulosa-luteal cells. | 2001 Jun |
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Flavonoid characters contributing to the taxonomic revision of the Hebe parviflora complex. | 2001 Mar |
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Modulation of multidrug resistance protein 1 (MRP1/ABCC1) transport and atpase activities by interaction with dietary flavonoids. | 2001 May |
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Effects of structurally related flavonoids on cell cycle progression of human melanoma cells: regulation of cyclin-dependent kinases CDK2 and CDK1. | 2001 May 15 |
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Casein kinase II sites in the intracellular C-terminal domain of the thyrotropin-releasing hormone receptor and chimeric gonadotropin-releasing hormone receptors contribute to beta-arrestin-dependent internalization. | 2001 May 25 |
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Suppression of inducible cyclooxygenase and nitric oxide synthase through activation of peroxisome proliferator-activated receptor-gamma by flavonoids in mouse macrophages. | 2001 May 4 |
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Cell-based assay for high-throughput quantitative screening of CFTR chloride transport agonists. | 2001 Nov |
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Radiation protection of human lymphocyte chromosomes in vitro by orientin and vicenin. | 2001 Nov 15 |
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Flavonoids differentially inhibit guinea pig epidermal cytosolic phospholipase A2. | 2001 Nov-Dec |
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Selective growth-inhibitory, cell-cycle deregulatory and apoptotic response of apigenin in normal versus human prostate carcinoma cells. | 2001 Oct 5 |
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Dietary flavonoids: bioavailability, metabolic effects, and safety. | 2002 |
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Prevention of cellular ROS damage by isovitexin and related flavonoids. | 2002 Apr |
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Dimerization and phosphorylation of thyrotropin-releasing hormone receptors are modulated by agonist stimulation. | 2002 Aug 2 |
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The role of UV-B radiation in aquatic and terrestrial ecosystems--an experimental and functional analysis of the evolution of UV-absorbing compounds. | 2002 Feb |
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Regulatory effects of stem cell factor and interleukin-4 on adhesion of human mast cells to extracellular matrix proteins. | 2002 Feb 1 |
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Intracellular flavonoids as electron donors for extracellular ferricyanide reduction in human erythrocytes. | 2002 Jan 1 |
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Apigenin and LY294002 prolong EGF-stimulated ERK1/2 activation in PC12 cells but are unable to induce full differentiation. | 2002 Jan 16 |
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Rapid quantification of constituents in St. John's wort extracts by NIR spectroscopy. | 2002 May 15 |
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Flavonoids from Ficaria verna Huds. | 2002 May-Jun |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:08:17 GMT 2023
by
admin
on
Fri Dec 15 18:08:17 GMT 2023
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Record UNII |
7V515PI7F6
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Record Status |
Validated (UNII)
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Record Version |
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DSLD |
222 (Number of products:60)
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DSLD |
1394 (Number of products:104)
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NCI_THESAURUS |
C68464
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m1987
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PRIMARY | Merck Index | ||
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1040683
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7573
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208-292-3
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D047310
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100000183496
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520-36-5
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7V515PI7F6
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83244
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DB07352
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APIGENIN
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5280443
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7V515PI7F6
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DTXSID6022391
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1368130
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18388
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C68466
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58470
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Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
1,1-Diphenyl-2-picrylhydrazyl radical scavenging assay(DPPH) IC50 expressed as ug/mL was not tested due to the limited samples available. In vitro hydroxyl radical scavenging assay(Hydroxy Radical) IC50 expressed as ug/mL >5.
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
53% Cell growth rate of human acute promyelocytic leukemia HL-60 cells at 50 uM of compound vs control
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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ACTIVE MOIETY |