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Y0001151

Hydrastine hydrochloride

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

(1R,9S)-β-Hydrastine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H21NO6 · HCl
CAS Number:
5936-28-7
Molecular Weight:
419.86
MDL number:
MFCD00058100
UNSPSC Code:
41116107
PubChem Substance ID:
329831282
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

hydrastine

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

SMILES string

Cl.COc1ccc2[C@H](OC(=O)c2c1OC)[C@@H]3N(C)CCc4cc5OCOc5cc34

InChI

1S/C21H21NO6.ClH/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;1H/t18-,19+;/m1./s1

InChI key

URBFHJWLYXILMP-VOMIJIAVSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Hydrastine hydrochloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Tyrosine hydroxylase inhibitor. Reduces dopamine content in PC12 cells.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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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
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
Keivan A Ettefagh et al.
Planta medica, 77(8), 835-840 (2010-12-16)
Goldenseal (Hydrastis canadensis L.) is used to combat inflammation and infection. Its antibacterial activity in vitRO has been attributed to its alkaloids, the most abundant of which is berberine. The goal of these studies was to compare the composition, antibacterial
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
H Abdel-Haq et al.
Pharmacology & toxicology, 87(5), 218-222 (2000-12-29)
Hydrastis or goldenseal, one of the most popular medicinal herbs in the U.S.A., is used in mild pathological conditions like cold and flu, based on the pharmacological properties of its active components, berberine (anticholinergic, antisecretory, and antimicrobial) and beta-hydrastine (astringent).
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