Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H10O5 |
Molecular Weight | 270.2375 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
c1cc(ccc1-c2cc(=O)c3c(cc(cc3o2)O)O)O
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 | 270.2375 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
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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Study of biochemical prevalence indicators for the assessment of iodine deficiency disorders in adults at field conditions in Gujarat (India). | 2001 |
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Apigenin acts on the tumor cell invasion process and regulates protease production. | 2001 |
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Study of antioxidant effect of apigenin, luteolin and quercetin by DNA protective method. | 2001 |
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A new flavone derivative from Ehretia ovalifolia leaves. | 2001 Aug |
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Seasonal and population variation in flavonoid and alliarinoside content of Alliaria petiolata. | 2001 Aug |
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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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[Comparison of photometric, electrochemical and post-column fluorescence detection for the determination of flavonoids by HPLC]. | 2001 Jun |
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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 compounds in the flowers of Kitaibelia vitifolia Willd. (Malvaceae). | 2001 Mar-Apr |
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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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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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Flavonoids differentially inhibit guinea pig epidermal cytosolic phospholipase A2. | 2001 Nov-Dec |
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In vivo hepatoprotective activity of active fraction from ethanolic extract of Eclipta alba leaves. | 2001 Oct |
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Antioxidant ability of various flavonoids against DPPH radicals and LDL oxidation. | 2001 Oct |
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No evidence for the in vivo activity of aromatase-inhibiting flavonoids. | 2001 Sep |
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Acylated flavone C-glycosides from Cucumis sativus. | 2001 Sep |
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Cloning of parsley flavone synthase I. | 2001 Sep |
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Induction of a dopaminergic phenotype in cultured striatal neurons by bone morphogenetic proteins. | 2001 Sep 23 |
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Qualitative and quantitative chromatographic investigation of flavonoids in Bellis perennis L. | 2001 Sep-Oct |
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HET-CAM bioassay as in vitro alternative to the croton oil test for investigating steroidal and non-steroidal compounds. | 2002 |
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Dietary flavonoids: bioavailability, metabolic effects, and safety. | 2002 |
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Effects of intrinsic fluorescence and quenching on fluorescence-based screening of natural products. | 2002 Apr |
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Prevention of cellular ROS damage by isovitexin and related flavonoids. | 2002 Apr |
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Absorption and metabolism of flavonoids in the caco-2 cell culture model and a perused rat intestinal model. | 2002 Apr |
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Scutellarein 4'-methyl ether glycosides as taxonomic markers in Teucridium and Tripora (Lamiaceae, Ajugoideae). | 2002 Aug |
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Dimerization and phosphorylation of thyrotropin-releasing hormone receptors are modulated by agonist stimulation. | 2002 Aug 2 |
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Regulation of histone deacetylase 2 by protein kinase CK2. | 2002 Aug 30 |
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Functional interaction of protein kinase CK2 and c-Myc in lymphomagenesis. | 2002 Aug 8 |
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Chemotaxonomic features associated with flavonoids of cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) in relation to hops (Humulus lupulus L.). | 2002 Feb |
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Flavonoids inhibit genetic toxicity produced by carcinogens in cells expressing CYP1A2 and CYP1A1. | 2002 Jan |
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Wogonin and fisetin induce apoptosis in human promyeloleukemic cells, accompanied by a decrease of reactive oxygen species, and activation of caspase 3 and Ca(2+)-dependent endonuclease. | 2002 Jan 15 |
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Effects of apigenin on the serum- and platelet derived growth factor-BB-induced proliferation of rat aortic vascular smooth muscle cells. | 2002 Jul |
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Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship. | 2002 Jul |
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In vitro properties of a recombinant flavonol synthase from Arabidopsis thaliana. | 2002 Jul |
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Oxidation of quercetin by salivary components. Quercetin-dependent reduction of salivary nitrite under acidic conditions producing nitric oxide. | 2002 Jul 17 |
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Phytochemical constituents from the herba of Artemisia apiacea. | 2002 Jun |
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Interactions of different phenolic acids and flavonoids with soy proteins. | 2002 Jun 18 |
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Flavonoids differentially regulate IFN gamma-induced ICAM-1 expression in human keratinocytes: molecular mechanisms of action. | 2002 Jun 5 |
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Effects of flavonoid phytochemicals on cortisol production and on activities of steroidogenic enzymes in human adrenocortical H295R cells. | 2002 Mar |
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In vitro investigation of cytochrome P450-mediated metabolism of dietary flavonoids. | 2002 May |
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Induction of human UDP-glucuronosyltransferase UGT1A1 by flavonoids-structural requirements. | 2002 May |
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Rapid quantification of constituents in St. John's wort extracts by NIR spectroscopy. | 2002 May 15 |
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Involvement of nuclear factor-kappa B, Bax and Bcl-2 in induction of cell cycle arrest and apoptosis by apigenin in human prostate carcinoma cells. | 2002 May 23 |
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Molecular modeling of flavonoids that inhibits xanthine oxidase. | 2002 May 31 |
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Flavonoids from Ficaria verna Huds. | 2002 May-Jun |
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Structural requirements of flavonoids for inhibition of antigen-Induced degranulation, TNF-alpha and IL-4 production from RBL-2H3 cells. | 2002 Oct |
|
High-affinity activators of cystic fibrosis transmembrane conductance regulator (CFTR) chloride conductance identified by high-throughput screening. | 2002 Oct 4 |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 09:11:37 UTC 2021
by
admin
on
Sat Jun 26 09:11:37 UTC 2021
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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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Classification Tree | Code System | Code | ||
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DSLD |
222 (Number of products:60)
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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DSLD |
1394 (Number of products:104)
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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NCI_THESAURUS |
C68464
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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Code System | Code | Type | Description | ||
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M1987
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | Merck Index | ||
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7573
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | |||
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208-292-3
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | |||
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D047310
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | |||
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520-36-5
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | |||
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DB07352
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | |||
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APIGENIN
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | |||
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1040683
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | USP-RS | ||
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5280443
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | |||
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7V515PI7F6
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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520-36-5
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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1368130
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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PRIMARY | RxNorm | ||
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C68466
Created by
admin on Sat Jun 26 09:11:37 UTC 2021 , Edited by admin on Sat Jun 26 09:11:37 UTC 2021
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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 |