Structure Database (LMSD)
Common Name
Luteolin 7-methyl ether
Systematic Name
5,3',4'-Trihydroxy-7-methoxyflavone
Synonyms
- 7-O-Methylluteolin
3D model of Luteolin 7-methyl ether
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
3’-Hydroxygenkwanin is a flavonoid that has been found in B. balsamifera and has antioxidant and anticancer activities.1,2 It scavenges superoxide anions in a cell-free assay when used at a concentration of 100 µM.1 3’-Hydroxygenkwanin (25 and 50 µM) decreases the levels of EGFR and phosphorylated EGFR in, and reduces viability of, PC-9 and H1975 non-small cell lung cancer (NSCLC) cells.2 It also decreases intratumoral levels of EGFR and phosphorylated EGFR and reduces tumor growth in an H1975 mouse xenograft model when administered at a dose of 1 mg/kg.
This information has been provided by Cayman Chemical
References
1. Fazilatun, N., Nornisah, M., and Zhari, I. Superoxide radical scavenging properties of extracts and flavonoids isolated from the leaves of Blumea balsamifera. Pharm. Biol. 42(6), 404–408 (2004).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
RRRSSAVLTCVNIQ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C16H12O6/c1-21-9-5-12(19)16-13(20)7-14(22-15(16)6-9)8-2-3-10(17)11(18)4-8/h2-7,17-19H,1H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=C(O)C(O)=CC=3)=CC(=O)C=2C(O)=C1
Other Databases
HMDB ID
CHEBI ID
METABOLOMICS ID
PubChem CID
Cayman ID
PDB ID
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
3
Aromatic Rings
3
Rotatable Bonds
2
Van der Waals Molecular Volume
247.20
Topological Polar Surface Area
100.13
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
6
logP
3.49
Molar Refractivity
79.57
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Updated at
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