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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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

Certificates of Analysis (COA)

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J J Inbaraj et al.
Chemical research in toxicology, 19(6), 739-744 (2006-06-20)
Goldenseal is an herb that is widely used in dietary supplements, eye washes, and skin lotions. The presence of Goldenseal root powder in dietary supplements and the topical application of Goldenseal preparations raise the possibility that an adverse phototoxic reaction
David J Edwards et al.
Journal of the American Pharmacists Association : JAPhA, 43(3), 419-423 (2003-07-03)
To determine the concentration of hydrastine and berberine, the primary alkaloids in herbal products containing goldenseal. Descriptive comparison of 20 products purchased at local pharmacies or health food stores; 17 products were labeled as containing goldenseal root and 3 products
Shou Yu Yin et al.
Neuropharmacology, 47(7), 1045-1052 (2004-11-24)
The inhibitory effects of (1R,9S)- and (1S,9R)-enantiomers of beta-hydrastine (BHS) on dopamine biosynthesis in PC12 cells were investigated. (1R,9S)-BHS decreased the intracellular dopamine content with the IC50 value of 14.3 microM at 24 h, but (1S,9R)-BHS did not. (1R,9S)-BHS was
Matthias Unger et al.
Electrophoresis, 26(12), 2430-2436 (2005-05-25)
The root extracts of goldenseal (Hydrastis canadensis L.) are popular phytomedicines for the treatment of gastrointestinal disorders and upper respiratory tract infections. Here we describe a simple and fast capillary zone electrophoresis (CZE) method with ultraviolet detection at 225 nm
Catherine E McNamara et al.
Journal of natural products, 67(11), 1818-1822 (2004-12-01)
A new compound, 5-O-(4'-[beta-d-glucopyranosyl]-trans-feruloyl)quinic acid (GPFQ, 10), is reported from the medicinal plant goldenseal (Hydrastis canadensis). A new HPLC method is described and used to show that GPFQ is a potential marker for goldenseal roots (1.0% w/w) and rhizomes (2.3%).
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