Structure Database (LMSD)

Common Name
Chrysoeriol
Systematic Name
Synonyms
LM ID
LMPK12110799
Formula
Exact Mass
Calculate m/z
300.06339
Status
Curated



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

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Created at
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Updated at
9th Jun 2022