Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C16H12O5 |
| Molecular Weight | 284.2635 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC2=C(C(=O)C(=CO2)C3=CC=C(O)C=C3)C(O)=C1
InChI
InChIKey=KQMVAGISDHMXJJ-UHFFFAOYSA-N
InChI=1S/C16H12O5/c1-20-11-6-13(18)15-14(7-11)21-8-12(16(15)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
| Molecular Formula | C16H12O5 |
| Molecular Weight | 284.2635 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Four new isoflavone triglycosides from Sophora japonica. | 2001 Aug |
|
| Effect of enzyme inhibitors on protein quaternary structure determined by on-line size exclusion chromatography-microelectrospray ionization mass spectrometry. | 2001 Jan |
|
| In vitro antioxidant activity of some selected Prunus species in Korea. | 2002 Dec |
|
| Triflavonoids of Ochna calodendron. | 2002 Feb |
|
| A new coumaronochromone from Sophora japonica. | 2002 Mar |
|
| Identification of phytoestrogens in bovine milk using liquid chromatography/electrospray tandem mass spectrometry. | 2003 |
|
| Identification of CYP1A2 as the main isoform for the phase I hydroxylated metabolism of genistein and a prodrug converting enzyme of methylated isoflavones. | 2003 Jul |
|
| Cell-transforming activity and mutagenicity of 5 phytoestrogens in cultured mammalian cells. | 2003 Jun 20 |
|
| Determination of isoflavones in red clover and related species by high-performance liquid chromatography combined with ultraviolet and mass spectrometric detection. | 2003 Oct 24 |
|
| Assessment of the reactivity of selected isoflavones against proteins in comparison to quercetin. | 2004 Aug 11 |
|
| Immunoassay for biochanin A. | 2004 Nov |
|
| Inhibitory effects of flavonoids on phosphodiesterase isozymes from guinea pig and their structure-activity relationships. | 2004 Nov 15 |
|
| Isoflavonoids in the Rutaceae family: 1. Fortunella obovata, Murraya paniculata and four Citrus species. | 2004 Sep-Oct |
|
| Disposition of flavonoids via recycling: comparison of intestinal versus hepatic disposition. | 2005 Dec |
|
| Absorption and metabolism of genistein and its five isoflavone analogs in the human intestinal Caco-2 model. | 2005 Feb |
|
| Isoflavone profiles of red clovers and their distribution in different parts harvested at different growing stages. | 2006 Aug 9 |
|
| Dalsympathetin--a new isoflavone gentiobioside from Dalbergia sympathetica (Dennst.). | 2006 Feb |
|
| Determination of isoflavones in dietary supplements containing soy, Red Clover and kudzu: extraction followed by basic or acid hydrolysis. | 2006 Feb 24 |
|
| Isoflavonoids are present in Arabidopsis thaliana despite the absence of any homologue to known isoflavonoid synthases. | 2006 Feb-Mar |
|
| Disposition of flavonoids via enteric recycling: structural effects and lack of correlations between in vitro and in situ metabolic properties. | 2006 Nov |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
|
| Rapid-resolution HPLC with spectrometric detection for the determination and identification of isoflavones in soy preparations and plant extracts. | 2007 Dec |
|
| Amorphane sesquiterpenes from a marine Streptomyces sp. | 2007 Feb |
|
| Pycnanthuquinone C: a new terpenoid-quinone from Pycnanthus angolensis. | 2007 Feb |
|
| Cytotoxic constituents from Butea superba Roxb. | 2007 Jan 19 |
|
| Disposition of flavonoids via enteric recycling: enzyme stability affects characterization of prunetin glucuronidation across species, organs, and UGT isoforms. | 2007 Nov-Dec |
|
| Structure of daidzin, a naturally occurring anti-alcohol-addiction agent, in complex with human mitochondrial aldehyde dehydrogenase. | 2008 Aug 14 |
|
| [Studies on chemical constituents of Primula sikkmensis]. | 2008 Jan |
|
| NMR spectral assignments of a new [C--O--C] isoflavone dimer from Andira surinamensis. | 2008 Jan |
|
| Flavonoid-responsive nodY-lacZ expression in three phylogenetically different Bradyrhizobium groups. | 2008 May |
|
| Gas chromatographic-mass spectrometric fragmentation study of phytoestrogens as their trimethylsilyl derivatives: identification in soy milk and wastewater samples. | 2009 Aug 7 |
|
| Disposition of flavonoids via enteric recycling: UDP-glucuronosyltransferase (UGT) 1As deficiency in Gunn rats is compensated by increases in UGT2Bs activities. | 2009 Jun |
|
| Methylation of dietary flavones increases their metabolic stability and chemopreventive effects. | 2009 Nov 18 |
|
| Structure and concentration changes affect characterization of UGT isoform-specific metabolism of isoflavones. | 2009 Sep-Oct |
|
| The influence of bovine milk high or low in isoflavones on hepatic gene expression in mice. | 2010 |
|
| Soybean metabolites regulated in root hairs in response to the symbiotic bacterium Bradyrhizobium japonicum. | 2010 Aug |
|
| Electrospray ionization Fourier transform ion cyclotron resonance mass spectrometric and semi-empirical calculations study of five isoflavone aglycones. | 2010 Dec 15 |
|
| Secondary metabolites and antimycobacterial activities from the roots of Ficus nervosa. | 2010 Jul |
|
| Absorption of red clover isoflavones in human subjects: results from a pilot study. | 2010 Jun |
|
| Flavonoids activate pregnane x receptor-mediated CYP3A4 gene expression by inhibiting cyclin-dependent kinases in HepG2 liver carcinoma cells. | 2010 Jun 16 |
|
| Isoflavones isolated from red clover (Trifolium pratense) inhibit smooth muscle contraction of the isolated rat prostate gland. | 2010 Sep |
|
| Anti-inflammatory effect of prunetin via the suppression of NF-κB pathway. | 2013 Aug |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 19:05:21 GMT 2023
by
admin
on
Fri Dec 15 19:05:21 GMT 2023
|
| Record UNII |
1TG4H5H11J
|
| Record Status |
Validated (UNII)
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| Record Version |
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8600
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209-018-5
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C083295
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DTXSID3022530
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1TG4H5H11J
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PRUNETIN
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552-59-0
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147403
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m9287
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5281804
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