Heliosupine

CAS# 32728-78-2

Heliosupine

2D Structure

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Heliosupine

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Chemical Properties of Heliosupine

Cas No. 32728-78-2 SDF Download SDF
PubChem ID 5317993 Appearance Colorless viscous oil
Formula C20H31NO7 M.Wt 397.47
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Cyanoglossophine
Solubility Soluble in chloroform
Chemical Name [7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2,3-dihydroxy-2-(1-hydroxyethyl)-3-methylbutanoate
SMILES CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)O)(C(C)(C)O)O
Standard InChIKey HRSGCYGUWHGOPY-SDQBBNPISA-N
Standard InChI InChI=1S/C20H31NO7/c1-6-12(2)17(23)28-15-8-10-21-9-7-14(16(15)21)11-27-18(24)20(26,13(3)22)19(4,5)25/h6-7,13,15-16,22,25-26H,8-11H2,1-5H3/b12-6-
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 Heliosupine

1 Heliotropium sp. 2 Rindera sp.

Biological Activity of Heliosupine

Description1. Heliosupine, heliosupine N-oxide, 3 ′-O-acetylheliosupine N-oxide,and 7-O- angeloylechinatine N-oxide show inhibition activity against the acetylcholinesterase(AChE), with IC50 0.53-0.60 mM. 2. Heliosupine can deter feeding by the polyphagous larvae of Spodoptera exigua.
TargetsAChR | Antifection

Heliosupine Dilution Calculator

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Heliosupine Molarity Calculator

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Preparing Stock Solutions of Heliosupine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.5159 mL 12.5796 mL 25.1591 mL 50.3183 mL 62.8978 mL
5 mM 0.5032 mL 2.5159 mL 5.0318 mL 10.0637 mL 12.5796 mL
10 mM 0.2516 mL 1.258 mL 2.5159 mL 5.0318 mL 6.2898 mL
50 mM 0.0503 mL 0.2516 mL 0.5032 mL 1.0064 mL 1.258 mL
100 mM 0.0252 mL 0.1258 mL 0.2516 mL 0.5032 mL 0.629 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 Heliosupine

Pyrrolizidine alkaloids from Solenanthus lanatus DC. with acetylcholinesterase inhibitory activity.[Pubmed:26735939]

Nat Prod Res. 2016 Nov;30(22):2567-2574.

The whole plant ethanolic extract of Solenanthus lanatus was used for the isolation of acetylcholinesterase inhibitors. A new pyrrolizidine alkaloid, 7-O-angeloylechinatine N-oxide, 1, was isolated together with three known compounds of the same class (3'-O-acetylHeliosupine N-oxide, 2, Heliosupine N-oxide, 3, and Heliosupine, 4), by bioassay-guided approach. Their structures were elucidated by spectroscopic methods. All the isolated compounds showed inhibition activity against the AChE, with IC50 0.53-0.60 mM.

Phytotoxic and antimicrobial activity of 5,7-dihydroxychromone from peanut shells.[Pubmed:24234013]

J Chem Ecol. 1995 Feb;21(2):107-15.

A flavonoid decomposition product that is present in peanut (Arachis hypogaea) shells, 5,7-dihydroxychromone (DHC), was found to inhibit the radial growth of cultures of the soil pathogenic fungiRhizoctonia solani andSclerotium rolfsii with I50 (the concentrations of DHC required to inhibit growth 50%) values of 18 and 26microM, respectively. Radicle elongation of velvetleaf, corn, peanut, and wheat was inhibited by DHC with I50 values of 30, 50, 65 and 200microM, respectively. DHC had no effect on the growth ofBradyrhizobium sp. at 10microM in medium containing low (1.0 g/liter) mannitol as the carbon source, although the related flavones luteolin and chrysin each promoted bacterial growth at 10microM 48 hr after inoculation. When tested in high (10.0 g/liter) mannitol medium, DHC initially inhibited growth ofBradyrhizobium sp., but 120 hr after inoculation the growth of all treatments were similar. These results suggest a role for DHC released from peanut shells in suppressing pathogenic fungal infection and competing plant growth but not forBradyrhizobium growth promotion.

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