Structure Database (LMSD)
Common Name
Chrysoeriol
Systematic Name
Synonyms
3D model of Chrysoeriol
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Chrysoeriol is a flavonoid that has been found in Capsicum and has diverse biological activities.1,2,3,4 It is active against the Gram-positive bacteria E. faecalis, B. subtilis, and S. aureus (MICs = 1, 1, and 0.25 µg/ml, respectively) and the Gram-negative bacteria P. aeruginosa, K. pneumoniae, and E. coli (MICs = 0.12, 0.25, and 0.06 µg/ml, respectively).1 Chrysoeriol (7.5, 15, and 30 µM) induces cell cycle arrest at the G1 phase and autophagy in A549 lung cancer cells.2 It reduces LPS-induced production of IL-6, IL-1β, and TNF-α in RAW 264.7 cells when used at a concentration of 20 µM.3 Chrysoeriol (20 mg/kg) reduces plasma glucose, total cholesterol, free fatty acid, and phospholipid levels in a rat model of diabetes induced by streptozotocin (STZ).4
This information has been provided by Cayman Chemical
References
1. Nascimento, P.L.A., Nascimento, T.C.E.S., Ramos, N.S.M., et al. Quantification, antioxidant and antimicrobial activity of phenolics isolated from different extracts of Capsicum frutescens (pimenta malagueta). Molecules 19(4), 5434-5447 (2014).
4. Baskaran, K., Pugalendi, K.V., and Saravanan, R. Antidiabetic and antihyperlipidemic activity of chrysoeriol in diabetic rats, role of HMG CoA reductase, LCAT and LPL: In vivo and in silico approaches. J. Pharm. Res. 9(9), 597-605 (2015).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
SCZVLDHREVKTSH-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C16H12O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-7,17-19H,1H3
SMILES (Click to copy)
C1(O)=CC2OC(C3C=CC(O)=C(OC)C=3)=CC(=O)C=2C(O)=C1
Other Databases
KEGG ID
HMDB ID
CHEBI ID
METABOLOMICS ID
PubChem CID
Cayman 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
Admin
Created at
-
Updated at
9th Jun 2022