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Key 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

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5 MG
$179.00
25 MG
$718.00

$179.00


Availability

Available to ship onJanuary 10, 2025Details



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5 MG
$179.00
25 MG
$718.00

About This Item

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

$179.00


Availability

Available to ship onJanuary 10, 2025Details


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

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Show Differences

1 of 4

This Item
SMB00422SML0947PZ0037
YN1 ≥98% (HPLC)

SML0947

YN1

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

room temp

storage condition

protect from light

storage condition

-

storage condition

desiccated

storage condition

-

solubility

DMSO: 20 mg/mL, clear

solubility

-

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: 10 mg/mL, clear

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


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    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
    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

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