Sarpagine

CAS# 482-68-8

Sarpagine

Catalog No. BCN5575----Order now to get a substantial discount!

Product Name & Size Price Stock
Sarpagine: 5mg $725 In Stock
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Quality Control of Sarpagine

Number of papers citing our products

Chemical structure

Sarpagine

3D structure

Chemical Properties of Sarpagine

Cas No. 482-68-8 SDF Download SDF
PubChem ID 12314884 Appearance Powder
Formula C19H22N2O2 M.Wt 310.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Raupin
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1S,12S,13R,14R,15E)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-ol
SMILES CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=C(C=C5)O)CO
Standard InChIKey VTVQHYQGTTVKDE-CCUKBNNFSA-N
Standard InChI InChI=1S/C19H22N2O2/c1-2-10-8-21-17-7-14-13-5-11(23)3-4-16(13)20-19(14)18(21)6-12(10)15(17)9-22/h2-5,12,15,17-18,20,22-23H,6-9H2,1H3/b10-2-/t12-,15+,17-,18-/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 Sarpagine

The roots of Alstonia yunnanensis Diels

Biological Activity of Sarpagine

Description1. Sarpagine is effective in reversing multidrug-resistance (MDR) in vincristine-resistant KB cells.

Sarpagine Dilution Calculator

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Sarpagine Molarity Calculator

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Preparing Stock Solutions of Sarpagine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2216 mL 16.1082 mL 32.2165 mL 64.433 mL 80.5412 mL
5 mM 0.6443 mL 3.2216 mL 6.4433 mL 12.8866 mL 16.1082 mL
10 mM 0.3222 mL 1.6108 mL 3.2216 mL 6.4433 mL 8.0541 mL
50 mM 0.0644 mL 0.3222 mL 0.6443 mL 1.2887 mL 1.6108 mL
100 mM 0.0322 mL 0.1611 mL 0.3222 mL 0.6443 mL 0.8054 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 Sarpagine

Enantioselective, protecting-group-free total synthesis of sarpagine alkaloids--a generalized approach.[Pubmed:25346454]

Angew Chem Int Ed Engl. 2015 Jan 2;54(1):315-7.

A generalized synthetic access to Sarpagine alkaloids through a joint synthetic sequence has been accomplished. Its applicability is showcased by the enantioselective total syntheses of vellosimine (1), N-methylvellosimine (3), and 10-methoxyvellosimine (8). The synthetic sequence is concise (eight steps) from known compound 13, and requires no protecting groups. The indole heterocycle was introduced in the last step. This strategy allows access to Sarpagine alkaloids through a shared synthetic route leading to precursor 10, which we term "privileged intermediate". Starting from this intermediate, all Sarpagine alkaloids can be synthesized using phenylhydrazines with different substitution patterns (15-17). Our approach brings about the advantage, that synthesis optimization only needs to be performed once for many natural products. The key features of the synthesis are a [5+2]-cycloaddition and a ring enlargement.

Macroline, akuammiline, sarpagine, and ajmaline alkaloids from Alstonia macrophylla.[Pubmed:24342109]

Phytochemistry. 2014 Feb;98:204-15.

A total of seventeen alkaloids, comprising six macroline (including alstofolinine A, a macroline indole incorporating a butyrolactone ring-E), two ajmaline, one Sarpagine, and eight akuammiline alkaloids, were isolated from the stem-bark and leaf extracts of the Malayan Alstonia macrophylla. The structure and relative configurations of these alkaloids were established using NMR, MS and in several instances, confirmed by X-ray diffraction analysis. Six of these alkaloids were effective in reversing multidrug-resistance (MDR) in vincristine-resistant KB cells.

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