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100433-06-5 | 3(2H)-Benzofuranone, 2-[(3,4-dihydroxyphenyl)methylene]-6-hydroxy-
CAS No: 100433-06-5 Catalog No: AG0001ZK MDL No:
Product Description
Catalog Number:
AG0001ZK
Chemical Name:
3(2H)-Benzofuranone, 2-[(3,4-dihydroxyphenyl)methylene]-6-hydroxy-
CAS Number:
100433-06-5
Molecular Formula:
C15H10O5
Molecular Weight:
270.2369
IUPAC Name:
2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-1-benzofuran-3-one
InChI:
InChI=1S/C15H10O5/c16-9-2-3-10-13(7-9)20-14(15(10)19)6-8-1-4-11(17)12(18)5-8/h1-7,16-18H
InChI Key:
RGNXWPVNPFAADO-UHFFFAOYSA-N
SMILES:
Oc1ccc2c(c1)OC(=Cc1ccc(c(c1)O)O)C2=O
Properties
Complexity:
419
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
270.053g/mol
Formal Charge:
0
Heavy Atom Count:
20
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
270.24g/mol
Monoisotopic Mass:
270.053g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
87A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
1
XLogP3:
2.5
Literature
| Title | Journal |
|---|---|
| Sulfuretin from heartwood of Rhus verniciflua triggers apoptosis through activation of Fas, Caspase-8, and the mitochondrial death pathway in HL-60 human leukemia cells. | Journal of cellular biochemistry 20120901 |
| Neuroprotective and anti-inflammatory effects of flavonoids isolated from Rhus verniciflua in neuronal HT22 and microglial BV2 cell lines. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120601 |
| Sulfuretin, a major flavonoid isolated from Rhus verniciflua, ameliorates experimental arthritis in mice. | Life sciences 20120522 |
| Antiviral activities of flavonoids isolated from the bark of Rhus verniciflua stokes against fish pathogenic viruses In Vitro. | Journal of microbiology (Seoul, Korea) 20120401 |
| A scaffold hopping approach to identify novel monoamine oxidase B inhibitors. | Bioorganic & medicinal chemistry letters 20120201 |
| Rhus verniciflua stokes against advanced cancer: a perspective from the Korean Integrative Cancer Center. | Journal of biomedicine & biotechnology 20120101 |
| Okanin, a chalcone found in the genus Bidens, and 3-penten-2-one inhibit inducible nitric oxide synthase expression via heme oxygenase-1 induction in RAW264.7 macrophages activated with lipopolysaccharide. | Journal of clinical biochemistry and nutrition 20120101 |
| Preparative isolation and purification of neuroprotective compounds from Rhus verniciflua by high speed counter-current chromatography. | Biological & pharmaceutical bulletin 20120101 |
| Involvement of Heme Oxygenase-1 Induction in the Cytoprotective and Immunomodulatory Activities of Viola patrinii in Murine Hippocampal and Microglia Cells. | Evidence-based complementary and alternative medicine : eCAM 20120101 |
| Antibacterial activity of the flavonoids from Dalbergia odorifera on Ralstonia solanacearum. | Molecules (Basel, Switzerland) 20111125 |
| Synthesis of aurones and their inhibitory effects on nitric oxide and PGE2 productions in LPS-induced RAW 264.7 cells. | Bioorganic & medicinal chemistry letters 20110801 |
| HPLC-DAD-MS analysis of dyes identified in textiles from Mount Athos. | Analytical and bioanalytical chemistry 20110301 |
| Genotoxic potential of Cotinus coggygria Scop. (Anacardiaceae) stem extract in vivo. | Genetics and molecular biology 20110101 |
| Chemical constituents of the bark of Dipteryx alata vogel, an active species against Bothrops jararacussu venom. | Molecules (Basel, Switzerland) 20101112 |
| Cotinus coggygria wood: novel flavanone dimer and development of an HPLC/UV/MS method for the simultaneous determination of fourteen phenolic constituents. | Planta medica 20101001 |
| Sulfuretin protects against cytokine-induced beta-cell damage and prevents streptozotocin-induced diabetes. | Experimental & molecular medicine 20100930 |
| Sulfuretin attenuates allergic airway inflammation in mice. | Biochemical and biophysical research communications 20100910 |
| Anti-inflammatory effects of sulfuretin from Rhus verniciflua Stokes via the induction of heme oxygenase-1 expression in murine macrophages. | International immunopharmacology 20100801 |
| Sulfuretin isolated from heartwood of Rhus verniciflua inhibits LPS-induced inducible nitric oxide synthase, cyclooxygenase-2, and pro-inflammatory cytokines expression via the down-regulation of NF-kappaB in RAW 264.7 murine macrophage cells. | International immunopharmacology 20100801 |
| Comparison of extraction methods for the analysis of natural dyes in historical textiles by high-performance liquid chromatography. | Analytical and bioanalytical chemistry 20091201 |
| Phytochemical analysis of young fustic (Cotinus coggygria heartwood) and identification of isolated colourants in historical textiles. | Analytical and bioanalytical chemistry 20090601 |
| Selective cytotoxic effects on human cancer cell lines of phenolic-rich ethyl-acetate fraction from Rhus verniciflua Stokes. | The American journal of Chinese medicine 20090101 |
| Sulfur-substituted naphthalimides as photoactivatable anticancer agents: DNA interaction, fluorescence imaging, and phototoxic effects in cultured tumor cells. | Bioorganic & medicinal chemistry 20080801 |
| Inhibitory effect of the compounds isolated from Rhus verniciflua on aldose reductase and advanced glycation endproducts. | Biological & pharmaceutical bulletin 20080801 |
| Phenolic-rich fraction from Rhus verniciflua Stokes (RVS) suppress inflammatory response via NF-kappaB and JNK pathway in lipopolysaccharide-induced RAW 264.7 macrophages. | Journal of ethnopharmacology 20070404 |
| Rhus verniciflua stokes extract: radical scavenging activities and protective effects on H2O2-induced cytotoxicity in macrophage RAW 264.7 cell lines. | Biological & pharmaceutical bulletin 20060801 |
| [Chemical constituents from branch of Broussonetia papyrifera]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060701 |
| Biocatalytic synthesis of butein and sulfuretin by Aspergillus alliaceus. | Journal of agricultural and food chemistry 20060628 |
| Anti-platelet effects of bioactive compounds isolated from the bark of Rhus verniciflua Stokes. | Journal of ethnopharmacology 20060615 |
| Flavonoids purified from Rhus verniciflua Stokes actively inhibit cell growth and induce apoptosis in human osteosarcoma cells. | Biochimica et biophysica acta 20051130 |
| Extract from Rhus verniciflua Stokes is capable of inhibiting the growth of human lymphoma cells. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040901 |
| Antimutagenic activity of flavonoids from the heartwood of Rhus verniciflua. | Journal of ethnopharmacology 20040101 |
| Antirheumatoid arthritis effect of Rhus verniciflua and of the active component, sulfuretin. | Planta medica 20031001 |
| Antioxidant activity from the stem bark of Albizzia julibrissin. | Archives of pharmacal research 20030601 |
| Potential cancer chemopreventive constituents of the seeds of Dipteryx odorata (tonka bean). | Journal of natural products 20030501 |
| Identification of Rhus verniciflua Stokes compounds that exhibit free radical scavenging and anti-apoptotic properties. | Biochimica et biophysica acta 20020415 |
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