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80140-31-4 | 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,6,7,8-tetramethoxy-
CAS No: 80140-31-4 Catalog No: AG0054MK MDL No:
Product Description
Catalog Number:
AG0054MK
Chemical Name:
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,6,7,8-tetramethoxy-
CAS Number:
80140-31-4
Molecular Formula:
C19H18O8
Molecular Weight:
374.3414
IUPAC Name:
2-(3,4-dihydroxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
InChI:
InChI=1S/C19H18O8/c1-23-15-14-12(22)8-13(9-5-6-10(20)11(21)7-9)27-16(14)18(25-3)19(26-4)17(15)24-2/h5-8,20-21H,1-4H3
InChI Key:
ZDLYNMZEAFURQY-UHFFFAOYSA-N
SMILES:
COc1c(OC)c2oc(cc(=O)c2c(c1OC)OC)c1ccc(c(c1)O)O
Properties
Complexity:
564
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
374.1g/mol
Formal Charge:
0
Heavy Atom Count:
27
Hydrogen Bond Acceptor Count:
8
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
374.345g/mol
Monoisotopic Mass:
374.1g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
104A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.4
Literature
| Title | Journal |
|---|---|
| 3',4'-didemethylnobiletin induces phase II detoxification gene expression and modulates PI3K/Akt signaling in PC12 cells. | Free radical biology & medicine 20120101 |
| B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production. | Bioorganic & medicinal chemistry 20111201 |
| Nobiletin metabolites: synthesis and inhibitory activity against matrix metalloproteinase-9 production. | Bioorganic & medicinal chemistry letters 20110801 |
| Nobiletin metabolite, 3',4'-dihydroxy-5,6,7,8-tetramethoxyflavone, inhibits LDL oxidation and down-regulates scavenger receptor expression and activity in THP-1 cells. | Biochimica et biophysica acta 20100201 |
| Anti-inflammatory and antitumor promotional effects of a novel urinary metabolite, 3',4'-didemethylnobiletin, derived from nobiletin. | Carcinogenesis 20081201 |
| QSAR prediction of inhibition of aldose reductase for flavonoids. | Bioorganic & medicinal chemistry 20080801 |
| Anti-inflammatory property of the urinary metabolites of nobiletin in mouse. | Bioorganic & medicinal chemistry letters 20070915 |
| Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines. | Bioorganic & medicinal chemistry 20070515 |
| Tricin from a malagasy connaraceous plant with potent antihistaminic activity. | Journal of natural products 20030901 |
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