Structure Database (LMSD)
Common Name
Tricetin 5,7,3',4',5'-pentamethyl ether
Systematic Name
5,7,3',4',5'-Pentamethoxyflavone
Synonyms
3D model of Tricetin 5,7,3',4',5'-pentamethyl ether
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
5,7,3',4',5'-Pentamethoxyflavone is a flavonoid that has been found in M. paniculata and has diverse biological activities.1,2,3,4 It inhibits pancreatic lipase in a cell-free assay and reduces lipid accumulation in 3T3-L1 adipocytes in a concentration-dependent manner.1 5,7,3',4',5'-Pentamethoxyflavone inhibits transactivation of nuclear factor erythroid 2-related factor 2 (Nrf2) in a reporter assay using HEK293T cells when used at concentrations of 10, 25, or 50 µM.2 It inhibits LPS-induced nitric oxide (NO) production in RAW 264.7 macrophages and GES-1 cells.3 5,7,3',4',5'-Pentamethoxyflavone (25 µM) sensitizes cisplatin-resistant A549 non-small cell lung cancer (NSCLC) cells to the DNA-crosslinking agent cisplatin .2 In vivo, 5,7,3',4',5'-pentamethoxyflavone (5 mg/kg) decreases blood glucose levels and renal fibrosis in a rat model of diabetes induced by streptozotocin (STZ).4
This information has been provided by Cayman Chemical
References
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
GIKVSFNAEBQLGB-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C20H20O7/c1-22-12-8-15(23-2)19-13(21)10-14(27-16(19)9-12)11-6-17(24-3)20(26-5)18(7-11)25-4/h6-10H,1-5H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=C(OC)C(OC)=C(OC)C=3)=CC(=O)C=2C(OC)=C1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
27
Rings
3
Aromatic Rings
3
Rotatable Bonds
6
Van der Waals Molecular Volume
325.19
Topological Polar Surface Area
76.36
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
7
logP
4.40
Molar Refractivity
100.79
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Updated at
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