Retusamine

CAS# 6883-16-5

Retusamine

Catalog No. BCN2122----Order now to get a substantial discount!

Product Name & Size Price Stock
Retusamine: 5mg Please Inquire In Stock
Retusamine: 10mg Please Inquire In Stock
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Quality Control of Retusamine

Number of papers citing our products

Chemical structure

Retusamine

3D structure

Chemical Properties of Retusamine

Cas No. 6883-16-5 SDF Download SDF
PubChem ID 165551 Appearance Cryst.
Formula C19H25NO7 M.Wt 379.41
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CCC12C(C(C(=O)OCC3=CC[N+]4(C3(C(CC4)OC1=O)O)C)(OC2=O)C)C
Standard InChIKey ZNDNHSZHGPQSBN-UHFFFAOYSA-N
Standard InChI InChI=1S/C19H26NO7/c1-5-18-11(2)17(3,27-16(18)23)14(21)25-10-12-6-8-20(4)9-7-13(19(12,20)24)26-15(18)22/h6,11,13,24H,5,7-10H2,1-4H3/q+1
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.

Biological Activity of Retusamine

DescriptionRetusamine is a natural product from Crotalaria pallida.
In vitro

Hepato- and pneumotoxicity of pyrrolizidine alkaloids and derivatives in relation to molecular structure.[Pubmed: 1253333]

Chem Biol Interact. 1976 Mar;12(3-4):299-324.


METHODS AND RESULTS:
The following compounds are readily converted by rat liver microsomes in vitro into dehydroheliotridine (or dehydroretronecine): 7- and 9-angelyheliotridine, 7- and 9-angelylretronecine, 7,9-dipivalylheliotridine and otosenine. 7,9-Divalerylheliotridine, the alpha- and beta-epoxides of monocrotaline, and Retusamine yield pyrrolic metabolites more slowly. The preparation and characterisation of several alkaloid derivatives are described. Chronic lung lesions were produced by most compounds which gave chronic liver lesions, although a higher dose was required in some instances.
CONCLUSIONS:
This requirement may sometimes mean that chronic lung lesions cannot be induced because of the intervention of acute or peracute deaths. Apart from this factor, structure activity requirements for pneumotoxicity are the same as for hepatotoxicity, consistent with their being both caused by the same toxic metabolites.

Retusamine Dilution Calculator

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Retusamine Molarity Calculator

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Preparing Stock Solutions of Retusamine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6357 mL 13.1784 mL 26.3567 mL 52.7134 mL 65.8918 mL
5 mM 0.5271 mL 2.6357 mL 5.2713 mL 10.5427 mL 13.1784 mL
10 mM 0.2636 mL 1.3178 mL 2.6357 mL 5.2713 mL 6.5892 mL
50 mM 0.0527 mL 0.2636 mL 0.5271 mL 1.0543 mL 1.3178 mL
100 mM 0.0264 mL 0.1318 mL 0.2636 mL 0.5271 mL 0.6589 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 Retusamine

Hepato- and pneumotoxicity of pyrrolizidine alkaloids and derivatives in relation to molecular structure.[Pubmed:1253333]

Chem Biol Interact. 1976 Mar;12(3-4):299-324.

62 pyrrolizidine alkaloids and derivatives have been screened for acute and chronic hepato- and pneumotoxicity by the single dose method previously described. This procedure is satisfactory for the compounds of medium to high hepatotoxicity but failed to detect toxicity in certain other compounds of known, low hepatotoxicity. New findings significant in relation to hepatotoxicity are as follows: (i) On a molar basis, diesters of heliotridine and retronecine are about 4 times as toxic as the respective mono-esters and heliotridine esters are 2-4 times as toxic as retronecine esters. (ii) Crotanecine esters are less toxic than retronecine esters, and the 6,9-diester madurensine, 2-4 times less toxic than the 7,9-diester anacrotine (the difference being ascribed to there being only one reactive alkylating centre in the toxic metabolite from madurensine). (iii) Hepatotoxicity was confirmed for 7-angelylheliotridine but not observed for 9-angelyheliotridine and 7- and 9-angelylretronecine. (iv) Other significant compounds failing to induce hepatotoxicity were 9-pivalyl- and 7,9-dipivalyheliotridine, the alpha- and beta-epoxides of monocrotaline, 7-angelyl-1-methylenepyrrolizidine and the methiodides of monocrotaline and senecionine. The following compounds are readily converted by rat liver microsomes in vitro into dehydroheliotridine (or dehydroretronecine): 7- and 9-angelyheliotridine, 7- and 9-angelylretronecine, 7,9-dipivalylheliotridine and otosenine. 7,9-Divalerylheliotridine, the alpha- and beta-epoxides of monocrotaline, and Retusamine yield pyrrolic metabolites more slowly. The preparation and characterisation of several alkaloid derivatives are described. Chronic lung lesions were produced by most compounds which gave chronic liver lesions, although a higher dose was required in some instances. This requirement may sometimes mean that chronic lung lesions cannot be induced because of the intervention of acute or peracute deaths. Apart from this factor, structure activity requirements for pneumotoxicity are the same as for hepatotoxicity, consistent with their being both caused by the same toxic metabolites.

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