Structure Database (LMSD)
Common Name
Salvigenin
Systematic Name
Synonyms
3D model of Salvigenin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Salvigenin is a polyphenol flavonoid originally found in Alnus japonica with diverse biological activities.1,2,3 It inhibits hydrogen peroxide-induced apoptosis and reduces the generation of reactive oxygen species (ROS) in SH-SY5Y human neuroblastoma cells when used at a concentration of 25 µM.2 Salvigenin (25 and 50 µM) decreases cleaved caspase-3 levels and the Bax/B cell lymphoma 2 (Bcl-2) ratio in SH-SY5Y cells. It reduces the viability of MCF-7 human breast cancer cells in a concentration-dependent manner.3 Salvigenin (3.65-9.68 µg/mouse per day) enhances the delayed-type hypersensitivity (DTH) response to sheep red blood cells in mice. It increases the production of IFN-γ induced by lysate antigens in isolated mouse splenocytes. Salvigenin (9.68 µg/mouse per day) reduces tumor growth in a spontaneous mouse mammary tumor (SMMT) model.
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)
QCDYOIZVELGOLZ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)13-8-12(19)16-14(24-13)9-15(22-2)18(23-3)17(16)20/h4-9,20H,1-3H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=CC(OC)=CC=3)=CC(=O)C=2C(O)=C1OC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
3
Aromatic Rings
3
Rotatable Bonds
4
Van der Waals Molecular Volume
281.80
Topological Polar Surface Area
78.13
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
6
logP
4.09
Molar Refractivity
89.35
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Updated at
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