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.)
Wenkui Li et al.
The Journal of pharmacy and pharmacology, 54(3), 435-439 (2002-03-21)
Goldenseal (Hydrastis canadensis L.) has emerged as one of the top ten herbal supplements on the worldwide market. A rapid, simple and validated high performance liquid chromatographic method, with photodiode array detection, has been developed for the analysis of commercial
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%).
Michelle L Dawes et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 880(1), 114-118 (2011-12-20)
A screening method was developed to extract and detect berberine and hydrastine alkaloids from goldenseal root powder and urine samples using HPLC with UV detection. The isocratic method was developed to detect alkaloids in 5 mL of urine prior to
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
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