Anacrotine

CAS# 5096-49-1

Anacrotine

2D Structure

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3D structure

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Anacrotine

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Chemical Properties of Anacrotine

Cas No. 5096-49-1 SDF Download SDF
PubChem ID 5281720 Appearance Powder
Formula C18H25NO6 M.Wt 351.40
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC=C1CC(C(C(=O)OCC2=CCN3C2C(C(C3)O)OC1=O)(C)O)C
Standard InChIKey NPYPUYCITBTPSF-TZCAYXSXSA-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 Anacrotine

The herbs of Cassia fistula

Biological Activity of Anacrotine

Description1. Anacrotine produces much more severe lung damage than most other pyrrolizidine alkaloids.

Anacrotine Dilution Calculator

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Anacrotine Molarity Calculator

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Preparing Stock Solutions of Anacrotine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8458 mL 14.2288 mL 28.4576 mL 56.9152 mL 71.144 mL
5 mM 0.5692 mL 2.8458 mL 5.6915 mL 11.383 mL 14.2288 mL
10 mM 0.2846 mL 1.4229 mL 2.8458 mL 5.6915 mL 7.1144 mL
50 mM 0.0569 mL 0.2846 mL 0.5692 mL 1.1383 mL 1.4229 mL
100 mM 0.0285 mL 0.1423 mL 0.2846 mL 0.5692 mL 0.7114 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 Anacrotine

Metabolism and toxicity of anacrotine, a pyrrolizidine alkaloid, in rats.[Pubmed:3652286]

Chem Biol Interact. 1987;63(1):91-104.

The effects of Anacrotine, a pyrrolizidine alkaloid (PA) which has the structure of senecionine with an additional 6-hydroxy group, have been investigated in weanling male rats. When Anacrotine was given i.p. (100 mg/kg), pyrrolic metabolites reached a peak level in the liver during the first 0.5 h, then fell rapidly to a lower level which subsequently declined more slowly. Pyrrolic metabolites accumulated in the lungs during the first hour to a level which then remained relatively steady for at least 4 h. The lung level of pyrrolic metabolites after 2 h was about 39% of the liver level, compared with 16% in rats given senecionine. Anacrotine caused acute centrilobular necrosis and congestion of the liver when 125 mg/kg or more was given i.p., but oral doses (up to 180 mg/kg) caused relatively little liver necrosis. Enlarged hepatocytes developed during ensuing weeks, but these were moderate compared with the bizarre giant cells often associated with pyrrolizidine intoxication. In contrast, Anacrotine produced much more severe lung damage than most other pyrrolizidine alkaloids. The lungs were affected by i.p. or oral doses well below those needed to produce acute liver damage. Pulmonary congestion and oedema, extensive necrosis of the pulmonary endothelium, and thickening of alveolar septae, developed within 2 days after dosing. After single i.p. doses of 60 mg/kg or more progressive consolidation of lung tissue often led to death after 2-5 weeks. Hearts showed myocardial necrosis of the right ventricular wall. DehydroAnacrotine, the putative reactive pyrrolic metabolite of Anacrotine, given i.v. to rats, caused dose-related chronic lung and heart damage identical to that produced by Anacrotine, but after lower doses (6-27 mg/kg); larger amounts caused acute lung damage. It is suggested that the severe lung damage in animals given Anacrotine is due to dehydroAnacrotine, formed in the liver. This metabolite is more stable than the pyrrolic derivatives of most other pyrrolizidine alkaloids, and it is thus able to reach the lungs in relatively large amounts.

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