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2107-77-9 | 2H-1-Benzopyran-2-one, 7,8-dihydroxy-4-methyl-
CAS No: 2107-77-9 Catalog No: AG002KXM MDL No:MFCD00016972
Product Description
Catalog Number:
AG002KXM
Chemical Name:
2H-1-Benzopyran-2-one, 7,8-dihydroxy-4-methyl-
CAS Number:
2107-77-9
Molecular Formula:
C10H8O4
Molecular Weight:
192.1681
MDL Number:
MFCD00016972
IUPAC Name:
7,8-dihydroxy-4-methylchromen-2-one
InChI:
InChI=1S/C10H8O4/c1-5-4-8(12)14-10-6(5)2-3-7(11)9(10)13/h2-4,11,13H,1H3
InChI Key:
NWQBYMPNIJXFNQ-UHFFFAOYSA-N
SMILES:
O=c1cc(C)c2c(o1)c(O)c(cc2)O
EC Number:
218-290-4
Properties
Complexity:
284
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
192.042g/mol
Formal Charge:
0
Heavy Atom Count:
14
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
192.17g/mol
Monoisotopic Mass:
192.042g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
66.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.1
Literature
| Title | Journal |
|---|---|
| Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. | Bioorganic & medicinal chemistry 20120915 |
| Growth inhibition and apoptosis induced by osthole, a natural coumarin, in hepatocellular carcinoma. | PloS one 20120101 |
| Evaluation of the antioxidant capacity of synthesized coumarins. | International journal of molecular sciences 20120101 |
| In vitro interactions of coumarins with iron. | Biochimie 20100901 |
| 4-methylcoumarins as antioxidants: scavenging of peroxyl radicals and inhibition of human low-density lipoprotein oxidation. | Biochimie 20100901 |
| Structure-activity relationship of dihydroxy-4-methylcoumarins as powerful antioxidants: correlation between experimental & theoretical data and synergistic effect. | Biochimie 20100901 |
| A spectroelectrochemical and chemical study on oxidation of 7,8-dihydroxy-4-methylcoumarin (DHMC) and some related compounds in aprotic medium. | Biochimie 20100901 |
| Structural insights into hydroxycoumarin-induced apoptosis in U-937 cells. | Bioorganic & medicinal chemistry 20080301 |
| Biochemical mechanisms underlying the pro-apoptotic activity of 7,8-dihydroxy-4-methylcoumarin in human leukemic cells. | Biochemical pharmacology 20080201 |
| Synthesis and protective effects of coumarin derivatives against oxidative stress induced by doxorubicin. | Bioorganic & medicinal chemistry letters 20080201 |
| 7,8-Dihydroxy-4-methylcoumarin induces apoptosis of human lung adenocarcinoma cells by ROS-independent mitochondrial pathway through partial inhibition of ERK/MAPK signaling. | FEBS letters 20070529 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Inhibitory activity of polyhydroxycarboxylate chelators against recombinant NF-kappaB p50 protein-DNA binding. | Bioorganic chemistry 20050401 |
| Novel thiocoumarins as inhibitors of TNF-alpha induced ICAM-1 expression on human umbilical vein endothelial cells (HUVECs) and microsomal lipid peroxidation. | Bioorganic & medicinal chemistry 20050301 |
| Acetoxy drug: protein transacetylase of buffalo liver-characterization and mass spectrometry of the acetylated protein product. | Biochimica et biophysica acta 20040408 |
| DNA damage in healthy term neonate. | Early human development 20040401 |
| Crystal structure of 7,8-dihydroxy-4-methylcoumarin. | Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20030401 |
| Daphnetin methylation by a novel O-methyltransferase is associated with cold acclimation and photosystem II excitation pressure in rye. | The Journal of biological chemistry 20030227 |
| Protection against damaged DNA in the single cell by polyphenols. | Die Pharmazie 20021201 |
| Comparison of the prevention of aflatoxin b(1)-induced genotoxicity by quercetin and quercetin pentaacetate. | Bioorganic & medicinal chemistry letters 20020916 |
| Acetoxy-4-methylcoumarins confer differential protection from aflatoxin B(1)-induced micronuclei and apoptosis in lung and bone marrow cells. | Mutation research 20010725 |
| Chemoprevention of benzene-induced bone marrow and pulmonary genotoxicity. | Teratogenesis, carcinogenesis, and mutagenesis 20010101 |
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