Syrosingopine

CAS# 84-36-6

Syrosingopine

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Quality Control of Syrosingopine

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Chemical structure

Syrosingopine

3D structure

Chemical Properties of Syrosingopine

Cas No. 84-36-6 SDF Download SDF
PubChem ID 6769 Appearance Powder
Formula C35H42N2O11 M.Wt 666.71
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (1R,15S,17R,18R,19S,20S)-17-(4-ethoxycarbonyloxy-3,5-dimethoxybenzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
SMILES CCOC(=O)OC1=C(C=C(C=C1OC)C(=O)OC2CC3CN4CCC5=C(C4CC3C(C2OC)C(=O)OC)NC6=C5C=CC(=C6)OC)OC
Standard InChIKey ZCDNRPPFBQDQHR-SSYATKPKSA-N
Standard InChI InChI=1S/C35H42N2O11/c1-7-46-35(40)48-31-26(42-3)12-18(13-27(31)43-4)33(38)47-28-14-19-17-37-11-10-22-21-9-8-20(41-2)15-24(21)36-30(22)25(37)16-23(19)29(32(28)44-5)34(39)45-6/h8-9,12-13,15,19,23,25,28-29,32,36H,7,10-11,14,16-17H2,1-6H3/t19-,23+,25-,28-,29+,32+/m1/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 Syrosingopine

The roots of Rauvolfia yunnanensis Tsiang

Biological Activity of Syrosingopine

Description1. Syrosingopine has selective depleting effect on brain amines is potentiated by combined treatment with disulfiram or fusaric acid, a dopamine beta-hydroxylase inhibitor. 2. Syrosingopine can sensitize cancer cells to metformin and its more potent derivative phenformin far below the individual toxic threshold of each compound, thus, combining syrosingopine and codrugs is a promising therapeutic strategy for clinical application for the treatment of cancer. 3. Syrosingopine has hypotensive properties.
TargetsHCV | Antifection | Androgen Receptor | Histone Methyltransferase | NF-kB | Mdm2

Syrosingopine Dilution Calculator

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Syrosingopine Molarity Calculator

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Preparing Stock Solutions of Syrosingopine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.4999 mL 7.4995 mL 14.999 mL 29.9981 mL 37.4976 mL
5 mM 0.3 mL 1.4999 mL 2.9998 mL 5.9996 mL 7.4995 mL
10 mM 0.15 mL 0.75 mL 1.4999 mL 2.9998 mL 3.7498 mL
50 mM 0.03 mL 0.15 mL 0.3 mL 0.6 mL 0.75 mL
100 mM 0.015 mL 0.075 mL 0.15 mL 0.3 mL 0.375 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 Syrosingopine

Syrosingopine sensitizes cancer cells to killing by metformin.[Pubmed:28028542]

Sci Adv. 2016 Dec 23;2(12):e1601756.

We report that the anticancer activity of the widely used diabetic drug metformin is strongly potentiated by Syrosingopine. Synthetic lethality elicited by combining the two drugs is synergistic and specific to transformed cells. This effect is unrelated to Syrosingopine's known role as an inhibitor of the vesicular monoamine transporters. Syrosingopine binds to the glycolytic enzyme alpha-enolase in vitro, and the expression of the gamma-enolase isoform correlates with nonresponsiveness to the drug combination. Syrosingopine sensitized cancer cells to metformin and its more potent derivative phenformin far below the individual toxic threshold of each compound. Thus, combining Syrosingopine and codrugs is a promising therapeutic strategy for clinical application for the treatment of cancer.

The effect of reserpine, syrosingopine, and guanethidine on the retention of discriminated escape reversal: peripherally administered catecholamines cannot reverse the reserpine amnesia in this situation.[Pubmed:6138025]

Behav Neural Biol. 1983 May;38(1):120-6.

In a series of experiments, the effects of reserpine, Syrosingopine, and guanethidine on retention of a discriminated escape reversal training were investigated in mice. The peripherally and centrally acting reserpine produced amnesia while the primarily peripherally acting compounds, Syrosingopine or guanethidine, did not produce amnesia even when given in high dosages or when training was given with low footshock. Unlike in the passive avoidance situation, peripherally administered norepinephrine or dopamine was not able to attenuate the reserpine-induced amnesia. The results were discussed in terms of the role of biogenic amines in memory formation.

Selective depleting effect of syrosingopine on brain catecholamine levels with relation to morphine analgesia in the rat.[Pubmed:6976]

Pharmacol Biochem Behav. 1976 Apr;4(4):419-25.

Reserpine was the most potent, rescinnamine the next and Syrosingopine the weakest in the depleting effects on brain amines of rauwolfia alkaloids. After Syrosingopine, brain dopamine (DA) was decreased to a smaller degree and with a shorter duration as compared with norepinephrine (NE) and serotonin (5-HT), whereas reserpine elicited a marked and long lasting reduction in these amines. Accordingly, Syrosingopine induced a depletion of brain NE and 5-HT without alteration in brain DA content 2-4 days after administration. Repeated administrations of Syrosingopine, 2 mg/kg daily for 2 or 4 days, resulted in similar alterations in brain amine levels. This selective depleting effect of Syrosingopine on brain amines was potentiated by combined treatment with disulfiram or fusaric acid, a dopamine beta-hydroxylase inhibitor. Under the condition of selective depletion of brain amines induced by repeated administrations of Syrosingopine, 2 mg/kg daily for 2 days, the analgesic action of morphine was not affected, whereas reserpine and tetrabenazine antagonized morphine analgesia, concomitant with inducing a depletion of all brain amines. The results suggest that brain DA may be more important than brain NE or 5-HT with regard to the mechanisms by which morpine produces analgesia.

Effects of amnesic doses of reserpine or syrosingopine on mouse brain acetylcholine levels.[Pubmed:2873591]

Pharmacol Biochem Behav. 1986 May;24(5):1457-9.

The effects of reserpine and Syrosingopine on mouse whole brain acetylcholine levels were examined. At 2 or 24 hr following injection, the brains were removed and analyzed by mass spectrometry. No differences were found between drug-treated and control mice in the acetylcholine content of the brain at either time interval. The results suggest that whole brain acetylcholine levels do not predict the amnesic effects of either reserpine or Syrosingopine.

Description

Syrosingopine (Su 3118) is an antihypertensive agent. Syrosingopine can decrease brain dopamine levels.

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