Skip to Content
MilliporeSigma
All Photos(1)

Documents

SML1843

Sigma-Aldrich

Kurarinone

≥98% (HPLC)

Synonym(s):

(-)-Kurarinone, (2S)-2-(2,4-Dihydroxyphenyl)-2,3-dihydro-7-hydroxy-5-methoxy-8-[(2R)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-4H-1-benzopyran-4-one, Marini

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C26H30O6
CAS Number:
Molecular Weight:
438.51
UNSPSC Code:
12352200
NACRES:
NA.77

biological source

(isolated from Caragana sinica)

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

CC([C@H](CC=C(C)C)CC1=C2C(C(C[C@@H](C3=CC=C(O)C=C3O)O2)=O)=C(OC)C=C1O)=C

InChI

1S/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3

InChI key

XRYVAQQLDYTHCL-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Biochem/physiol Actions

Kurarinone, a flavanone from Sophora flavescens roots, is a potent activator of the large-conductance calcium-activated potassium channel (BKCa channel). Kurarinone exhibits strong preference to potentiate the homomeric BKCa channel composed only of the α subunits. Kurarinone reduces acetylcholine induced contraction of rat urinary bladder strips and decreased the voiding frequency in a rat OAB model. Kurarinone exhibits cytotoxic and antiinflamatory activity. Kurarinone sensitizes TRAIL-induced tumor cell apoptosis via suppression of NF-KB-dependent cFLIP expression.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ok Won Seo et al.
Experimental & molecular medicine, 44(11), 653-664 (2012-08-31)
This study was designed to investigate the effects of the prenylated flavonoid kurarinone on TNF-related apoptosis inducing ligand (TRAIL)-induced apoptosis and its underlying mechanism. A low dose of kurarinone had no significant effect on apoptosis, but this compound markedly promoted
Sojung Lee et al.
Molecular pharmacology, 90(2), 140-150 (2016-06-03)
The large-conductance calcium-activated potassium channel (BKCa channel) plays critical roles in smooth muscle relaxation. In urinary bladder smooth muscle, BKCa channel activity underlies the maintenance of the resting membrane potential and repolarization of the spontaneous action potential triggering the phasic

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service