Structure Database (LMSD)
Common Name
Scutellarein
Systematic Name
Synonyms
3D model of Scutellarein
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Scutellarein is a flavone that has been isolated from S. baicalensis and has antioxidant, enzyme inhibitory, anti-inflammatory, and antiproliferative biological activities.1,2,3,4,5,6 It has antioxidant activity in a total reactive antioxidant potential (TRAP) assay when used at a concentration of 1 μg/ml.2 Scutellarein inhibits sucrose hydrolysis by rat intestinal α-glucosidase and ATPase activity of the severe acute respiratory syndrome (SARS) coronavirus helicase nsP13 (IC50s = 12 and 0.86 μM, respectively).3,4 It decreases nitric oxide (NO) release and mRNA expression of inducible NO synthase (iNOS) and TNF-α induced by LPS in RAW 264.7 macrophages when used at a concentration of 50 μM.5 In vivo, scutellarein (0.5 μg/g) decreases tumor weight and volume in an HT-1080 human fibrosarcoma mouse xenograft model.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)
JVXZRQGOGOXCEC-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20H
SMILES (Click to copy)
C1(O)=CC2OC(C3C=CC(O)=CC=3)=CC(=O)C=2C(O)=C1O
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
METABOLOMICS ID
PubChem CID
Cayman ID
GuidePharm ID
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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