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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
Y M Lu et al.
British journal of pharmacology, 104(1), 222-226 (1991-09-01)
1. The extracellular glutamate content and Ca2+ level in vivo in rat hippocampus were measured by brain microdialysis following administration of two depolarizing agents (veratridine, KCl) and quinolinic acid (Quin). 2. The two depolarizing agents increased the extracellular glutamate level
S Chen et al.
Journal of Tongji Medical University = Tong ji yi ke da xue xue bao, 20(1), 39-42 (2003-07-09)
To establish the determination method of dauricine (Dau) concentration in rats' blood and other biological samples, a reverse-phase HPLC method was adopted. Under the given condition, dauricine could be well separated. The retention time (tR) of Dau and its internal
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
Y M Lu et al.
Neuroreport, 5(12), 1489-1492 (1994-07-21)
IN looking for a structurally defined non-peptide P-channel blocker we have tested the alkaloid daurisoline which has been isolated from traditional Chinese medicinal herb (Menispermum dauricum) used for the treatment of epilepsy, hypertension and asthma. We have found that daurisoline
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