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H8645

Sigma-Aldrich

(1S,9R)-(+)-β-Hydrastine

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About This Item

Empirical Formula (Hill Notation):
C21H21NO6
CAS Number:
29617-43-4
Molecular Weight:
383.39
MDL number:
MFCD00132881
UNSPSC Code:
12352200
PubChem Substance ID:
24278171

storage temp.

−20°C

SMILES string

[H][C@]1(OC(=O)c2c(OC)c(OC)ccc12)[C@@]3([H])N(C)CCc4cc5OCOc5cc34

InChI

1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m0/s1

InChI key

JZUTXVTYJDCMDU-RBUKOAKNSA-N

Gene Information

human ... GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562)

Biochem/physiol Actions

Potent competitive GABAA receptor antagonist which is more potent than bicuculline; isolated from Corydalis stricta.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
110H0191

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J H Huang et al.
British journal of pharmacology, 99(4), 727-730 (1990-04-01)
1. (+)-Hydrastine is a phthalide isoquinoline alkaloid, isolated from Corydalis stricta. It has the same 1S,9R configuration as the competitive GABAA receptor antagonist bicuculline and is the enantiomer of the commercially available (-)-hydrastine. 2. (+)-Hydrastine (CD50 0.16 mg kg-1, i.v.)
Shou Yu Yin et al.
Archives of pharmacal research, 30(1), 109-113 (2007-03-03)
(1R,9S)-beta-Hydrastine (BHS), at 100 microM, has been shown to mainly reduce the K+-induced dopamine release and Ca2+ influx by blocking the L-type Ca2+ channel and inhibit the caffeine activated store-operated Ca2+ channels, but not those activated by thapsigargin, in PC12
Holly A Weber et al.
Sheng wu gong cheng xue bao = Chinese journal of biotechnology, 20(2), 306-308 (2005-06-23)
An ambient extraction of goldenseal root powder followed by HPLC analysis of the alkaloids on a Zorbax Rapid Resolution Eclipse XDB-C18 column provides an accurate method for the determination of key alkaloids in goldenseal, including berberine and hydrastine. The extraction
Prem K Gupta et al.
Journal of pharmaceutical and biomedical analysis, 49(4), 1021-1026 (2009-03-10)
A high throughput liquid chromatography/tandem mass spectrometry (LC-MS/MS) method for the simultaneous determination of berberine and hydrastine in human serum, after oral administration of goldenseal (Hydrastis canadensis L.), was developed using simple acetonitrile treatment of serum samples. Noscapine served as
W H M W Herath et al.
Natural product research, 17(4), 269-274 (2003-06-26)
The phthalideisoquinoline alkaloid (-)-beta-hydrastine is one of the main active constituents of the medicinal plant, Hydrastis canadensis, which is used in many dietary supplements intended to enhance the immune system. Treatment of hydrastine with the fermentation broth of Polyporous brumalis
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