Thalictrimine

CAS# 24240-04-8

Thalictrimine

2D Structure

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Thalictrimine

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Chemical Properties of Thalictrimine

Cas No. 24240-04-8 SDF Download SDF
PubChem ID 98570 Appearance Powder
Formula C21H23NO5 M.Wt 369.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Alpha-Allocryptopine; 485-91-6; Alpha-Fagarine; Beta-Homochelidonine
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C(=C(C=C4)OC)OC)OCO3
Standard InChIKey HYBRYAPKQCZIAE-UHFFFAOYSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Thalictrimine

The herbs of Macleaya cordata

Biological Activity of Thalictrimine

Description1. Allocryptopine and protopine increase mRNA levels of cytochromes P450 1A in human hepatocytes and HepG2 cells independently of AhR. 2. Allocryptopine induces a relaxing effect on the ileum by inhibiting phosphodiesterase enzyme, and thus elevating cellular cAMP and its contractile effect on the urinary bladder by affecting alpha-adrenergic receptors in this tissue. 3. Allocryptopine and benzyltetrahydropalmatine can block human ether-a-go-go related gene (hERG) potassium channels expressed in HEK293 cells. 4. Allocryptopine has certain effects on anti-injury for hepatocyte, ameliorating liver function, and prohibiting hepatic fibrosis.
TargetscAMP | P450 (e.g. CYP17)

Thalictrimine Dilution Calculator

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Thalictrimine Molarity Calculator

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Preparing Stock Solutions of Thalictrimine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7071 mL 13.5355 mL 27.0709 mL 54.1419 mL 67.6773 mL
5 mM 0.5414 mL 2.7071 mL 5.4142 mL 10.8284 mL 13.5355 mL
10 mM 0.2707 mL 1.3535 mL 2.7071 mL 5.4142 mL 6.7677 mL
50 mM 0.0541 mL 0.2707 mL 0.5414 mL 1.0828 mL 1.3535 mL
100 mM 0.0271 mL 0.1354 mL 0.2707 mL 0.5414 mL 0.6768 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Thalictrimine

Allocryptopine and benzyltetrahydropalmatine block hERG potassium channels expressed in HEK293 cells.[Pubmed:23524574]

Acta Pharmacol Sin. 2013 Jun;34(6):847-58.

AIM: Allocryptopine (ALL) is an alkaloid extracted from Corydalis decumbens (Thunb) Pers. Papaveraceae, whereas benzyltetrahydropalmatine (BTHP) is a derivative of tetrahydropalmatine extracted from Corydalis ambigua (Pall) Cham et Schlecht. The aim of this study was to investigate the effects of ALL and BTHP on the human ether-a-go-go related gene (hERG) current expressed in HEK293 cells. METHODS: Cultured HEK293 cells were transiently transfected with hERG channel cDNA plasmid pcDNA3.1 using Lipofectamine. The whole-cell current IHERG was evoked and recorded using Axon MultiClamp 700B amplifier. The drugs were applied via supserfusion. RESULTS: Both ALL and BTHP reversibly suppressed the amplitude and density of IHERG in concentration- and voltage-dependent manners (the respective IC50 value was 49.65 and 22.38 mumol/L). BTHP (30 mumol/L) caused a significant negative shift of the steady-state inactivation curve of IHERG, while ALL (30 mumol/L) did not affect the steady-state inactivation of IHERG. Furthermore, BTHP, but not ALL, shortened the time constants of fast inactivation and slow time constants of deactivation of IHERG. But both the drugs markedly lengthened the time constants for recovery of IHERG from inactivation. Using action potential waveform pulses, it was found that both the drugs at 30 mumol/L significantly suppressed the current densities in the late phase of action potential, but did not significantly affect the current densities in the early phase of action potential. CONCLUSION: Both ALL and BTHP derived from Chinese herbs potently block hERG current.

Effect of alpha-Allocryptopine on Delayed Afterdepolarizations and Triggered Activities in Mice Cardiomyocytes Treated with Isoproterenol.[Pubmed:26557861]

Evid Based Complement Alternat Med. 2015;2015:634172.

Objective. To investigate the effect of alpha-allocryptopine (ALL) on delayed afterdepolarization (DAD) incidence and triggered activity (TA) in mice administered isoproterenol (ISO). Methods. Mouse ventricular myocytes were isolated. And the cellular electrophysiological properties of ventricular myocytes were investigated. Results. We found that the incidences of DADs and TA in mouse myocytes were increased by ISO treatment. In sharp contrast, triggered arrhythmia events were rarely observed in myocytes with 10 muM ALL treatment. Transient inward current (I ti) was reduced significantly with ALL treatment, which contributed to DAD-related triggered arrhythmia. Compared to Iso-treated group, the L-type calcium current (I Ca,L) densities were decreased after exposure to ALL, along with slower activation, quicker inactivation, and longer time constant of recovery from inactivation kinetics. Conclusion. There is less triggered arrhythmia events in ventricular myocytes treated with ALL. This effect may be associated with the inhibition of I ti and I Ca,L.

Effects of allocryptopine, an alkaloid isolated from Glaucium arabicum on rat isolated ileum and urinary bladder.[Pubmed:9352312]

Gen Pharmacol. 1997 Oct;29(4):621-3.

1. The alkaloid, allocryptopine, was isolated from the chloroform extract of Glaucium arabicum. 2. The effect of allocryptopine on urinary bladder and ileal smooth muscles was investigated in this study. 3. Allocryptopine, in concentrations from 1 x 10(-5) to 3 x 10(-3) M caused a concentration-dependent contraction of rat isolated urinary bladder and a concentration-dependent relaxation of rat ileal smooth muscles. 4. Theophylline (10(-5) M) shifted to the left the allocryptopine concentration-effect curve on ileum and increased the maximum inhibitory effect of allocryptopine. 5. Methylene blue (10(-3) M) had no significant effect on the concentration-effect curve of allocryptopine of the ileum. 6. Phentolamine (10(-6) M) shifted to the right the allocryptopine concentration-effect curve of urinary bladder. 7. These observations suggest that allocryptopine induces a relaxing effect on the ileum by inhibiting phosphodiesterase enzyme, and thus elevating cellular cAMP and its contractile effect on the urinary bladder by affecting alpha-adrenergic receptors in this tissue.

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