(1R,9S)-(-)-β-Hydrastine - CAS 118-08-1
Catalog number: 118-08-1
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C21H21NO6
Molecular Weight:
383.39
COA:
Inquire
Targets:
Others
Description:
Hydrastine, a natural alkaloid compound, could be used as a dopamine biosynthesis inhibitor.
Publictions citing BOC Sciences Products
  • >> More
Purity:
99%
Appearance:
Powder
Synonyms:
(1R,9S)-(-)-beta-Hydrastine;Hydrastine base
Solubility:
10 mM in H2O (free soluble)
Storage:
-20ºC Freeze
MSDS:
Inquire
Application:
Hydrastine could be used as a dopamine biosynthesis inhibitor.
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Milligrams-Grams
Boiling Point:
548.8ºC at 760mmHg
Melting Point:
132ºC
Density:
1.339g/cm3
InChIKey:
ZCTQGTTXIYCGGC-UHFFFAOYSA-N
InChI:
InChI=1S/C14H12O3/c15-13-9-5-4-8-12(13)14(16)17-10-11-6-2-1-3-7-11/h1-9,15H,10H2
Canonical SMILES:
C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2O
1.Enantio-selective inhibition of (1R,9S)- and (1S,9R)-beta-hydrastines on dopamine biosynthesis in PC12 cells.
Yin SY1, Kim YM, Lee JJ, Jin CM, Yang YJ, Ma JJ, Kang MH, Kai M, Lee MK. Neuropharmacology. 2004 Dec;47(7):1045-52.
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 not cytotoxic at concentrations up to 250 microM towards PC12 cells. In these conditions, (1R,9S)-BHS inhibited tyrosine hydroxylase (TH) activity mainly in a concentration-dependent manner (33% inhibition at 20 microM) and decreased TH mRNA level in PC12 cells. The inhibitory patterns of dopamine content and TH activity by (1R,9S)-BHS showed similar behavioral curves. (1R,9S)-BHS at 10-50 microM also reduced the intracellular cyclic AMP level and Ca2+ concentration. In addition, treatment of L-DOPA at 20-50 microM for 24 h increased the intracellular dopamine content to 198-251% compared with the control in PC12 cells. However, the increase in dopamine levels induced by L-DOPA (20-50 microM) was reduced when L-DOPA was combined with (1R,9S)-BHS (10-50 microM).
2.Effects of hydrastine derivatives on dopamine biosynthesis in PC12 cells.
Kim SH1, Shin JS, Lee JJ, Yin SY, Kai M, Lee MK. Planta Med. 2001 Oct;67(7):609-13.
The effects of hydrastine derivatives on dopamine biosynthesis in PC12 cells were investigated. Treatments of PC12 cells with (1R,9S)-beta-hydrastine hydrochloride [(+)-beta-hydrastine HCl] and (1R,9S)-beta-hydrastine [(-)-beta-hydrastine] showed 50.6 % and 33.1 % inhibition of dopamine content at a concentration of 10 microM for 48 h. However, (1S,9R)-beta-hydrastine [(+)-beta-hydrastine] and hydrastinine hydrochloride did not reduce dopamine content. The IC(50) values of (1R,9S)-beta-hydrastine hydrochloride and (1R,9S)-beta-hydrastine were 9.3 microM and 20.7 microM , respectively. Next, the intracellular mechanisms of (1R,9S)-beta-hydrastine hydrochloride in PC12 cells were investigated. Dopamine content decreased at 6 h and reached a minimal level at 24 h after the exposure of PC12 cells to 20 microM (1R,9S)-beta-hydrastine hydrochloride. Tyrosine hydroxylase (TH) activity was inhibited at 6 h following the treatment with (1R,9S)-beta-hydrastine hydrochloride, and was maintained at a reduced level for up to 36 h in PC12 cells (17 - 27 % inhibition at 20 microM), whereas TH mRNA level was not found to alter for 24 h.
3.Effects of (1R,9S)-beta-hydrastine on l-DOPA-induced cytotoxicity in PC12 cells.
Yin SY1, Lee JJ, Kim YM, Jin CM, Yang YJ, Kang MH, Kai M, Lee MK. Eur J Pharmacol. 2004 Mar 19;488(1-3):71-7.
(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 viability. However, at concentrations higher than 500 microM it caused cytotoxicity in PC12 cells, as determined with the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay, TUNEL (terminal deoxynucleotidyltransferase dUTP nick-end labeling) method and flow cytometry. Exposure of PC12 cells to cytotoxic concentrations of (1R,9S)-beta-hydrastine (500 and 750 microM) in combination with L-DOPA (20, 50 and 100 microM) after 24 or 48 h resulted in a significant decrease in cell viability compared with the effects of (1R,9S)-beta-hydrastine or L-DOPA alone, and apoptotic cell death was observed.
4.Effects of (1R,9S)-beta-hydrastine on intracellular calcium concentration in PC12 ce
Yin SY1, Kim YM, Lee JJ, Jin CM, Yang YJ, Park SK, Yoo SK, Lee MK. Biol Pharm Bull. 2007 Aug;30(8):1547-50.
(1R,9S)-beta-hydrastine (BHS) decreases the basal intracellular Ca(2+) concentration ([Ca(2+)](i)) in PC12 cells.(5) This study examined the effects of (1R,9S)-BHS on [Ca(2+)](i) in PC12 cells. (1R,9S)-BHS at 10-100 microM in combination with a high extracellular K+ level (56 mM) inhibited the release of dopamine in a concentration-dependent manner with an IC(50) value of 66.5 microM. BHS at 100 microM inhibited the sustained increase in [Ca(2+)](i) induced by a high K+ level (56 mM), and had an inhibitory effect on the 2 microM nifedipine-induced blockage of the K+ -stimulated sustained increase in [Ca(2+)](i). In addition, (1R,9S)-BHS at 100 microM prevented the rapid and sustained increase in [Ca(2+)](i) elicited by 20 mM caffeine, but did not have an effect on the increase induced by 1 microM thapsigargin, in the presence of external Ca(2+). These results suggest that the active sites of (1R,9S)-BHS are mainly L-type Ca(2+) channels and caffeine-sensitive Ca(2+)-permeable channels in PC12 cells.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related Products


13-Oxyingenol Dodecanoate
(CAS: 54706-70-6)

13-Oxyingenol Dodecanoate is a derivative of Ingenol acts as a diterpene compound with antinematodal activity.

CAS 36341-25-0 YL-109

YL-109
(CAS: 36341-25-0)

Mice treated with vehicle showed significantly enlarged tumors, whereas mice treated with YL-109 showed attenuated tumor growth using MCF-7 cells. Interestingly...

CAS 23887-46-9 Cinepazide

Cinepazide
(CAS: 23887-46-9)

Cinepazide is a vasodilator. Cinepazide (30 mg/kg, i.v.) potentiated the vertebral vasodilator response of dogs to intravertebral adenosine and cyclic AMP, Intr...

Hoechst 33342 trihydrochloride
(CAS: 875756-97-1)

Hoechst 33342 trihydrochloride is a cell-permeable, benzimidazole dye that stains DNA by binding to the minor groove of adenine and thymine-rich sequences. It e...

Pentosan Polysulfate
(CAS: 37300-21-3)

Pentosan polysulfate is a semi-synthetic polysulfated xylan as a a sulfated pentosyl polysaccharide with heparin-like properties.

T-3364366
(CAS: 1356354-09-0)

T-3364366 is a reversible and slow-binding Delta-5 desaturase (D5D) inhibitor. Ki is less than 2.7 nM and a dissociation half-life is more than 2.0 h. D5D is an...

CAS 39236-46-9 Imidazolidinyl Urea

Imidazolidinyl Urea
(CAS: 39236-46-9)

Imidazolidinyl urea is an antimicrobial preservative acts as a formaldehyde releaser.

MMV390048
(CAS: 1314883-11-8)

MMV390048 is a novel antimalarial compound and it can competitively inhibit the binding of only a single protein, P. falciparum PI4 kinase, to the beads. MV3900...

Ombrabulin hydrochloride
(CAS: 253426-24-3)

Ombrabulin hydrochloride is the hydrochloride salt form of Ombrabulin. Ombrabulin, also called as AVE8062, a synthetic water-soluble analogue of CA-4-P, binds t...

CAS 1334719-95-7 Q203

Q203
(CAS: 1334719-95-7)

Q203, also known as IAP6, was active against the reference strain M. tuberculosis H37Rv at a minimum concentration required to inhibit the growth of 50% of orga...

CAS 130273-87-9 15(R)-17-phenyl trinor Prostaglandin F2α isopropyl ester

15(R)-17-phenyl trinor Prostaglandin F2α
(CAS: 130273-87-9)

15(R)-17-phenyl trinor Prostaglandin F2α isopropyl ester is a potential impurity in most commercial preparations of the latanoprost bulk drug product. The IC50 ...

CAS 87096-84-2 Neuromedin B

Neuromedin B
(CAS: 87096-84-2)

Neuromedin B (NMB), an endogenous activator for the neuromedin B receptor (NMBR), is a member of Bombesin (BN)-like peptide family in mammals.

CAS 65513-72-6 Glafenine hydrochloride

Glafenine hydrochloride
(CAS: 65513-72-6)

Glafenine hydrochloride, an anthranilic acid derivative, is a non-narcotic analgesic and non-steroidal anti-inflammatory drug. It is an ABCG2 inhibitor (IC50= 3...

CAS 13189-98-5 Fudosteine

Fudosteine
(CAS: 13189-98-5)

Fudosteine is a novel mucoactive agent and a MUC5AC mucin hypersecretion inhibitor.

CAS 153381-68-1 7-Epi-docetaxel

7-Epi-docetaxel
(CAS: 153381-68-1)

An isomer of Docetaxel (D494420). Docetaxel injection impurity C.

CAS 2185-98-0 Ocaphane Hydrochloride

Ocaphane Hydrochloride
(CAS: 2185-98-0)

Ocaphane Hydrochloride is a strong antitumor agent used on a number of animal tumors such as Brown-Pearce carcinoma but is fairly toxic to hemopoietic organs.

CAS 918407-35-9 Avoralstat

Avoralstat
(CAS: 918407-35-9)

Avoralstat, also known as BCX-4161, is an oral plasma kallikrein (PKK) inhibitor and Bradykinin inhibitor, used to treat hereditary angioedema.

CAS 599-79-1 Sulfasalazine

Sulfasalazine
(CAS: 599-79-1)

Sulfasalazine (brand name Azulfidine in the U.S., Salazopyrin and Sulazine in Europe and Hong Kong) was developed in the 1950s specifically to treat rheumatoid ...

Sortin1
(CAS: 503837-98-7)

Sortin1 is a synthetic chemical ats as a Sorting inhibitor, redirecting the vacuolar destination of plant carboxypeptidase Y and other proteins in Arabidopsis.

CAS 1083-57-4 Bucetin

Bucetin
(CAS: 1083-57-4)

Bucetin, a phenacetin analog, has antipyretic and analgesic effect. It has been discontinued for showing renal toxicity.

Chemical Structure

CAS 118-08-1 (1R,9S)-(-)-β-Hydrastine

Quick Inquiry

Verification code

Featured Items