Structure Database (LMSD)

Common Name
Tricetin 5,7,3',4',5'-pentamethyl ether
Systematic Name
5,7,3',4',5'-Pentamethoxyflavone
Synonyms
LM ID
LMPK12111076
Formula
Exact Mass
Calculate m/z
372.120905
Status
Curated

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

METABOLOMICS ID
PubChem CID
Cayman ID

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

Admin

Created at
-
Updated at
-