Structure Database (LMSD)

Common Name
Luteolin 5,7,3',4'-tetramethyl ether
Systematic Name
Synonyms
LM ID
LMPK12111074
Formula
Exact Mass
Calculate m/z
342.11034
Status
Curated

Classification

Biological Context

5,7,3',4'-Tetramethoxyflavone is a flavone that has been found in M. paniculata and has diverse biological activities.1,2,3,4,5,6 It selectively inhibits multidrug resistance-associated protein 1 (MRP1) over MRP2 (IC50s = 7.9 and >50 µM, respectively).1 5,7,3',4'-Tetramethoxyflavone (0.03-30 µM) inhibits LPS-induced nitric oxide (NO) release in primary mouse peritoneal macrophages.2 It is active against P. falciparum (IC50 = 4.06 µg/ml).3 5,7,3',4'-Tetramethoxyflavone (20 µM) is cytotoxic to B16/F10 melanoma cells.4 It inhibits IL-33-induced production of chemokine (C-C motif) ligand 2 (CCL2) and CCL5 in primary human mast cells when used at concentrations of 50 and 100 µM.5 In vivo, 5,7,3',4'-tetramethoxyflavone (100 mg/kg) decreases the synovial fluid levels of prostaglandin E2 (PGE2), IL-1β, and TNF-α in a rat model of surgically induced osteoarthritis.6

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)
CLXVBVLQKLQNRQ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C19H18O6/c1-21-12-8-17(24-4)19-13(20)10-15(25-18(19)9-12)11-5-6-14(22-2)16(7-11)23-3/h5-10H,1-4H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=C(OC)C(OC)=CC=3)=CC(=O)C=2C(OC)=C1

Other Databases

METABOLOMICS ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 3
Aromatic Rings 3
Rotatable Bonds 5
Van der Waals Molecular Volume 299.10
Topological Polar Surface Area 67.13
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 6
logP 4.39
Molar Refractivity 94.24

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Updated at
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