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H2751

Sigma-Aldrich

(1R,9S)-(−)-β-Hydrastine

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About This Item

Empirical Formula (Hill Notation):
C21H21NO6
CAS Number:
118-08-1
Molecular Weight:
383.39
EC Number:
204-233-0
MDL number:
MFCD00152561
UNSPSC Code:
12352200
PubChem Substance ID:
24895532

storage temp.

−20°C

SMILES string

CN1CCC2=CC3=C(OCO3)C=C2[C@]1([H])[C@@]4(C(C=CC(OC)=C5OC)=C5C(O4)=O)[H]

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+/m1/s1

InChI key

JZUTXVTYJDCMDU-MOPGFXCFSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

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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
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
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
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
Paula N Brown et al.
Journal of AOAC International, 91(4), 694-701 (2008-08-30)
A multilaboratory collaborative study was conducted on a high-performance liquid chromatographic (HPLC) method utilizing UV detection, previously validated using AOAC single-laboratory validation guidelines for determination of hydrastine and berberine in goldenseal (Hydrastis canadensis L.) raw materials, extracts, and dietary supplements
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