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Merck
CN

H8645

Sigma-Aldrich

(1S,9R)-(+)-β-Hydrastine

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About This Item

Empirical Formula (Hill Notation):
C21H21NO6
CAS Number:
Molecular Weight:
383.39
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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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

Biochem/physiol Actions

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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.)
M Goel et al.
Folia microbiologica, 48(3), 363-368 (2003-07-26)
(+/-)-alpha-Hydrastine and (+/-)-beta-hydrastine were isolated from Corydalis longipes; both exhibited considerable efficacy against spore germination of some saprophytic and phytopathogenic fungi. While (+/-)-alpha-hydrastine was effective against most of the fungi, Helminthosporium echinoclova was least affected even at the highest dose
Shou Yu Yin et al.
Biological & pharmaceutical bulletin, 30(8), 1547-1550 (2007-08-02)
(1R,9S)-beta-hydrastine (BHS) decreases the basal intracellular Ca(2+) concentration ([Ca(2+)](i)) in PC12 cells.(5) This study examined the effects of (1R,9S)-BHS on [Ca(2+)](i) in PC12 cells. (1R,9S)-BHS at 10-100 microM in combination with a high extracellular K+ level (56 mM) inhibited the
Alex D Bain et al.
Magnetic resonance in chemistry : MRC, 48(8), 630-641 (2010-07-01)
The INADEQUATE experiment can provide unequalled, detailed information about the carbon skeleton of an organic molecule. However, it also has the reputation of requiring unreasonable amounts of sample. Modern spectrometers and probes have mitigated this problem, and it is now
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

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