Structure Database (LMSD)
Common Name
Luteolin
Systematic Name
Synonyms
3D model of Luteolin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Luteolin is a polyphenolic flavone found in many plants including soybeans and perilla leaves.1 Luteolin is one of the most potent flavanoid inhibitors of soybean and reticulocyte 15-lipoxygenases, with an IC50 of 0.6 µM.2 Luteolin has also been found to inhibit the release of TNFα from neutrophils, and to inhibit matrix metalloproteinases.3
This information has been provided by Cayman Chemical
References
1. Sadik, C.D., Sies, H., and Schewe, T. Inhibition of 15-lipoxygenases by flavonoids: Structure-activity relations and mode of action. Biochem. Pharmacol. 65(5), 773-781 (2003
2. Ueda, H., Yamazaki, C., and Yamazaki, M. Luteolin as an anti-inflammatory and anti-allergic constituent of Perilla frutescens. Biol. Pharm. Bull. 25(9), 1197-1202 (2002).
String Representations
InChiKey (Click to copy)
IQPNAANSBPBGFQ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
SMILES (Click to copy)
C1(O)C=C2OC(C3=CC(O)=C(O)C=C3)=CC(=O)C2=C(O)C=1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
3
Aromatic Rings
3
Rotatable Bonds
1
Van der Waals Molecular Volume
229.90
Topological Polar Surface Area
111.13
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
6
logP
3.18
Molar Refractivity
74.69
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Updated at
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