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Key Documents

SML0597

Sigma-Aldrich

Daurisoline

≥98% (HPLC)

Synonym(s):

(-)-Daurisoline, (1R)-1,2,3,4-Tetrahydro-1-[[4-hydroxy-3-[4-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-7-isoquinolinol, (R,R)-Daurisoline, O7-Demethyldauricine

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About This Item

Empirical Formula (Hill Notation):
C37H42N2O6
CAS Number:
70553-76-3
Molecular Weight:
610.74
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

−20°C

SMILES string

N1([C@@H](c6c(cc(c(c6)OC)OC)CC1)Cc2ccc(cc2)Oc3c(ccc(c3)C[C@H]4N(CCc5c4cc(c(c5)OC)O)C)O)C

InChI

1S/C37H42N2O6/c1-38-15-13-26-20-36(43-4)37(44-5)22-29(26)30(38)16-23-6-9-27(10-7-23)45-35-18-24(8-11-32(35)40)17-31-28-21-33(41)34(42-3)19-25(28)12-14-39(31)2/h6-11,18-22,30-31,40-41H,12-17H2,1-5H3/t30-,31-/m1/s1

InChI key

BURJAQFYNVMZDV-FIRIVFDPSA-N

Biochem/physiol Actions

Daurisoline alkaloid isolated from the rhizomes of Menispermum dauricum that exhibit varies pharmacological activities including antiplatelet aggregation, anti-inflammatory, neuron-protective properties, and antiarrhythmic effect. It appears that antiarrhythmic effect of daurisoline is maintained through blockade of hERG channels.
Daurisoline is antiarrythmic, anti-inflammatory, neuron-protective; and blocks hERG channels.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
083M4706V

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Y M Lu et al.
British journal of pharmacology, 101(1), 45-48 (1990-09-01)
1. The effects of (-)-daurisoline on 45Ca2+ uptake and [3H]-gamma-aminobutyric acid ([3H]-GABA) release from synaptosomes of rat cerebral cortex and on contractile activity of rat aorta were examined. 2. Application of (-)-daurisoline (1-100 microM) produced concentration-related inhibition of high K(+)-stimulated
K Lingenhöhl et al.
Neuropharmacology, 36(1), 107-113 (1997-01-01)
We investigated the neuroprotective efficacy of the P-type Ca2+ channel antagonist daurisoline against electroshock-induced convulsions in rats and mice, hypoxic/hypoglycemic-induced damage in rat hippocampal slices and brain damage induced by occlusion of the middle cerebral artery (MCA) in rats. Daurisoline
Xiang-Ying Kong et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 40(10), 916-919 (2006-01-18)
To observe the effect of phenolic alkaloids of Menispermum dauricum (PAMD) on thrombosis and platelet aggregation, and to explore its mechanism of action. Thrombosis was observed with arteriovenous shunt thrombus model in rat; platelet aggregation was determined by Born's method;
J Che et al.
Chinese medical journal, 108(4), 265-268 (1995-04-01)
Cytosolic free Ca2+ ([Ca2+]i) was measured in dissociated cerebral cells isolated from fetal rats with the fluorescent indicater fura-2. Increase in [Ca2+]i occurred rapidly following exposure of the cells to 50 mmol/L KCl, 10(-7) mol/L Bay K 8644 or 200
Xiao-juan Zhang et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 39(8), 661-665 (2004-11-26)
To study the protective effects of phenolic alkaloids from Menispermum dauricum (PAMd) on inflammatory injury following focal cerebral ischemia-reperfusion in rats. The right middle cerebral artery of the rat was occluded by inserting a nylon suture through the internal carotid
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