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485-63-2 | 3-(3,4-Dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one
CAS No: 485-63-2 Catalog No: AG003IFB MDL No:
Product Description
Catalog Number:
AG003IFB
Chemical Name:
3-(3,4-Dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one
CAS Number:
485-63-2
Molecular Formula:
C15H10O5
Molecular Weight:
270.2369
IUPAC Name:
3-(3,4-dihydroxyphenyl)-7-hydroxychromen-4-one
InChI:
InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H
InChI Key:
DDKGKOOLFLYZDL-UHFFFAOYSA-N
SMILES:
Oc1ccc2c(c1)occ(c2=O)c1ccc(c(c1)O)O
UNII:
T08Y239E7Y
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:
0
XLogP3:
2.1
Literature
| Title | Journal |
|---|---|
| Irregularities in enzyme assays: The case of macrophage migration inhibitory factor. | Bioorganic & medicinal chemistry letters 20160615 |
| 7,3',4'-Trihydroxyisoflavone modulates multidrug resistance transporters and induces apoptosis via production of reactive oxygen species. | Toxicology 20121216 |
| Profiling and identification of the metabolites of calycosin in rat hepatic 9000×g supernatant incubation system and the metabolites of calycosin-7-O-β-D-glucoside in rat urine by HPLC-DAD-ESI-IT-TOF-MS(n) technique. | Journal of pharmaceutical and biomedical analysis 20121101 |
| Effects of ortho-dihydroxyisoflavone derivatives from Korean fermented soybean paste on melanogenesis in B16 melanoma cells and human skin equivalents. | Phytotherapy research : PTR 20120801 |
| Screening and identification of BSA bound ligands from Puerariae lobata flower by BSA functionalized Fe₃O₄ magnetic nanoparticles coupled with HPLC-MS/MS. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120301 |
| Anti-inflammatory principles from Cordyceps sinensis. | Journal of natural products 20110923 |
| 7,3',4'-Trihydroxyisoflavone, a metabolite of the soy isoflavone daidzein, suppresses ultraviolet B-induced skin cancer by targeting Cot and MKK4. | The Journal of biological chemistry 20110422 |
| Chemometric modeling of free radical scavenging activity of flavone derivatives. | European journal of medicinal chemistry 20101101 |
| Effects of riboflavin photosensitization on daidzein and its photosensitized derivatives. | Journal of food science 20101001 |
| 7,3',4'-Trihydroxyisoflavone inhibits epidermal growth factor-induced proliferation and transformation of JB6 P+ mouse epidermal cells by suppressing cyclin-dependent kinases and phosphatidylinositol 3-kinase. | The Journal of biological chemistry 20100709 |
| Regioselective hydroxylation of daidzein using P450 (CYP105D7) from Streptomyces avermitilis MA4680. | Biotechnology and bioengineering 20100301 |
| Natural ortho-dihydroxyisoflavone derivatives from aged Korean fermented soybean paste as potent tyrosinase and melanin formation inhibitors. | Bioorganic & medicinal chemistry letters 20100201 |
| Isolation of 2,4,4'-trihydroxydeoxybenzoin and 3'-hydroxydaidzein from soybean miso. | Bioscience, biotechnology, and biochemistry 20100101 |
| 7-Hydroxy-benzopyran-4-one derivatives: a novel pharmacophore of peroxisome proliferator-activated receptor alpha and -gamma (PPARalpha and gamma) dual agonists. | Journal of medicinal chemistry 20091112 |
| A-ring ortho-specific monohydroxylation of daidzein by cytochrome P450s of Nocardia farcinica IFM10152. | Biotechnology journal 20091101 |
| Regioselective hydroxylation of isoflavones by Streptomyces avermitilis MA-4680. | Journal of bioscience and bioengineering 20090701 |
| ortho-dihydroxyisoflavone derivatives from aged Doenjang (Korean fermented soypaste) and its radical scavenging activity. | Bioorganic & medicinal chemistry letters 20080915 |
| Effects of various plant polyphenols on bladder carcinogen benzidine-induced mutagenicity. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20071001 |
| Quantitative determination of acetyl glucoside isoflavones and their metabolites in human urine using combined liquid chromatography-mass spectrometry. | Journal of chromatography. A 20070622 |
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | Journal of molecular graphics & modelling 20061101 |
| Metabolism of the soyabean isoflavone daidzein by CYP1A2 and the extra-hepatic CYPs 1A1 and 1B1 affects biological activity. | Biochemical pharmacology 20060828 |
| Prostatic fluid concentrations of isoflavonoids in soy consumers are sufficient to inhibit growth of benign and malignant prostatic epithelial cells in vitro. | The Prostate 20060401 |
| Isoflavonoids and other compounds from Psorothamnus arborescens with antiprotozoal activities. | Journal of natural products 20060101 |
| Isoflavones modulate the glucuronidation of estradiol in human liver microsomes. | Carcinogenesis 20051201 |
| DPPH radical-scavenging compounds from dou-chi, a soybean fermented food. | Bioscience, biotechnology, and biochemistry 20050501 |
| [Mechanism of mono-hydroxylation of daidzein in human liver microsomes]. | Yao xue xue bao = Acta pharmaceutica Sinica 20041101 |
| Oxidative metabolism of the soy isoflavones daidzein and genistein in humans in vitro and in vivo. | Journal of agricultural and food chemistry 20010601 |
| Coumarin and chromen-4-one analogues as tautomerase inhibitors of macrophage migration inhibitory factor: discovery and X-ray crystallography. | Journal of medicinal chemistry 20010215 |
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