Symphytine

CAS# 22571-95-5

Symphytine

Catalog No. BCN1975----Order now to get a substantial discount!

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Chemical structure

Symphytine

3D structure

Chemical Properties of Symphytine

Cas No. 22571-95-5 SDF Download SDF
PubChem ID 6435910 Appearance Powder
Formula C20H31NO6 M.Wt 381.47
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(7S,8R)-7-[(E)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate
SMILES CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)C)(C(C)O)O
Standard InChIKey MVWPTZQHBOWRTF-VJNCLFHASA-N
Standard InChI InChI=1S/C20H31NO6/c1-6-13(4)18(23)27-16-8-10-21-9-7-15(17(16)21)11-26-19(24)20(25,12(2)3)14(5)22/h6-7,12,14,16-17,22,25H,8-11H2,1-5H3/b13-6+/t14?,16-,17+,20?/m0/s1
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 Symphytine

The herbs of Symphytum peregrinum Leded.

Biological Activity of Symphytine

Description1. Symphytine and senkirkine, the pyrrolizidine alkaloids, have carcinogenicity.

Symphytine Dilution Calculator

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Symphytine Molarity Calculator

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Preparing Stock Solutions of Symphytine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6214 mL 13.1072 mL 26.2144 mL 52.4288 mL 65.536 mL
5 mM 0.5243 mL 2.6214 mL 5.2429 mL 10.4858 mL 13.1072 mL
10 mM 0.2621 mL 1.3107 mL 2.6214 mL 5.2429 mL 6.5536 mL
50 mM 0.0524 mL 0.2621 mL 0.5243 mL 1.0486 mL 1.3107 mL
100 mM 0.0262 mL 0.1311 mL 0.2621 mL 0.5243 mL 0.6554 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 Symphytine

Induction of hepatic tumors in rats by senkirkine and symphytine.[Pubmed:287835]

J Natl Cancer Inst. 1979 Aug;63(2):469-72.

The carcinogenicity of the pyrrolizidine alkaloids senkirkine and Symphytine was studied in male inbred ACI rats. Animals were divided into 3 groups: Group I received ip injections of freshly prepared senkirkine at a dose of 10% of the median lethal dose (LD50) twice weekly for 4 weeks and then once a week for 52 weeks. Group II received ip injections of Symphytine at a dose of 10% of the LD50 by the same injection schedule as in group I. The control group was given ip injections of a 0.9% NaCl solution following the same injection schedule as in experimental groups. All group I rats survived for more than 290 days after the start of injections, and 9 of 20 rats developed liver cell adenoma. All group II animals survived for more than 330 days after the start of injections. Of 20 rats, 4 had liver tumors, 3 had hemangioendothelial sarcomas, and 1 had liver cell adenoma. The hemangioendothelial sarcomas showed metastasis in the lungs of 2 rats. The control group had no liver tumors.

Analysis of herbal teas made from the leaves of comfrey (Symphytum officinale): reduction of N-oxides results in order of magnitude increases in the measurable concentration of pyrrolizidine alkaloids.[Pubmed:15482618]

Public Health Nutr. 2004 Oct;7(7):919-24.

OBJECTIVES: To determine the relative quantities of two hepatotoxic pyrrolizidine alkaloids, Symphytine and echimidine, in teas prepared from comfrey leaves (Symphytum officinale), and to determine the potential contribution of the N-oxide forms of these alkaloids to levels of the parent alkaloids. DESIGN: Comfrey leaves were purchased from three commercial sources and used to prepare tea in a manner consistent with the methods used by consumers. An extraction scheme was devised for extraction of the alkaloids, and a gas chromatographic method was developed to quantify the two major alkaloids, Symphytine and echimidine. Recognising that the N-oxide derivatives of these alkaloids have also been identified in comfrey preparations, chemical reduction was applied to determine the total quantities of the alkaloids as free bases and as N-oxide derivatives. RESULTS: The concentration of Symphytine and echimidine varied considerably between teas prepared from leaves purchased from the different vendors of plant material. Moreover, a much higher concentration of Symphytine was found in the tea when steps were included to reduce N-oxides prior to analysis. The treatment of pure Symphytine with hot water did not generate the N-oxide derivative de novo. CONCLUSIONS: Since the pyrrolizidine alkaloids are known to be hepatotoxic, consumption of herbal teas made from comfrey leaves may be ill-advised. The concentration of pyrrolizidine alkaloids in such teas may be underestimated substantially unless the concentration of N-oxides is taken into consideration.

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