Structure Database (LMSD)

Common Name
Quercetagetin
Systematic Name
Synonyms
LM ID
LMPK12112983
Formula
C15H10O8
Exact Mass
Calculate m/z
318.03757
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Flavones and Flavonols [PK1211]

Biological Context

Quercetagetin is a flavonol that inhibits Pim-1 with an IC50 value of 0.34 µM.1 It is selective for Pim-1, inhibiting Pim-2, PKA, RSK2, and JNK with IC50 values of 3.45, 21.2, 2.82, and 4.6 µM, respectively.1,2 Quercetagetin has been shown to inhibit Pim-1 activity in intact RWPE2 prostate cancer cells with an ED50 value of 5.5 µM, which led to significant growth inhibition.1 It can also inhibit the growth of additional prostate epithelial cell lines at a potency proportionate to their respective level of Pim-1 protein.1

This information has been provided by Cayman Chemical

References

1. Baek, S., Kang, N.J., Popowicz, G.M., et al. Structural and functional analysis of the natural JNK1 inhibitor quercetagetin. J. Mol. Biol. 425(2), 411-423 (2013).
2. Holder, S., Zemskova, M., Zhang, C., et al. Characterization of a potent and selective small-molecule inhibitor of the PIM1 kinase. Mol. Cancer Ther. 6(1), 163-172 (2007).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/

String Representations

InChiKey (Click to copy)
ZVOLCUVKHLEPEV-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)15-14(22)13(21)10-9(23-15)4-8(18)11(19)12(10)20/h1-4,16-20,22H
SMILES (Click to copy)
C1(O)=CC2OC(C3C=C(O)C(O)=CC=3)=C(O)C(=O)C=2C(O)=C1O

Other Databases

Wikipedia
Quercetagetin
KEGG ID
C10122
HMDB ID
HMDB0126560
CHEBI ID
8695
METABOLOMICS ID
FL5FECNS0002
PubChem CID
5281680
Cayman ID
18645
PDB ID
MYU

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 3
Aromatic Rings 3
Rotatable Bonds 1
Van der Waals Molecular Volume 247.48
Topological Polar Surface Area 151.59
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 2.59
Molar Refractivity 78.02

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Updated at
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