H8645
(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:
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
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.)
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
Shou Yu Yin et al.
European journal of pharmacology, 488(1-3), 71-77 (2004-03-27)
(1R,9S)-beta-Hydrastine in lower concentrations of 10-50 microM inhibits dopamine biosynthesis in PC12 cells. In this study, the effects of (1R,9S)-beta-hydrastine on L-DOPA (L-3,4-dihydroxyphenylalanine)-induced cytotoxicity in PC12 cells were investigated. (1R,9S)-Hydrastine at concentrations up to 250 microM did not reduce cell
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
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
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