Uplandicine

CAS# 74202-10-1

Uplandicine

Catalog No. BCN2055----Order now to get a substantial discount!

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Quality Control of Uplandicine

Number of papers citing our products

Chemical structure

Uplandicine

3D structure

Chemical Properties of Uplandicine

Cas No. 74202-10-1 SDF Download SDF
PubChem ID 156778 Appearance Powder
Formula C17H27NO7 M.Wt 357.40
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(7R,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
SMILES CC(C(C(=O)OCC1=CCN2C1C(CC2)OC(=O)C)(C(C)(C)O)O)O
Standard InChIKey IHRIHUJNKKMIDN-YYGKBEQOSA-N
Standard InChI InChI=1S/C17H27NO7/c1-10(19)17(23,16(3,4)22)15(21)24-9-12-5-7-18-8-6-13(14(12)18)25-11(2)20/h5,10,13-14,19,22-23H,6-9H2,1-4H3/t10-,13+,14+,17-/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 Uplandicine

The herbs of Echium rauwolfii

Biological Activity of Uplandicine

Description1. Uplandicine exhibits antibacterial effects with a MIC of 1.7 mg/ml in E. coli .
TargetsAntifection

Uplandicine Dilution Calculator

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Uplandicine Molarity Calculator

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Preparing Stock Solutions of Uplandicine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.798 mL 13.9899 mL 27.9799 mL 55.9597 mL 69.9496 mL
5 mM 0.5596 mL 2.798 mL 5.596 mL 11.1919 mL 13.9899 mL
10 mM 0.2798 mL 1.399 mL 2.798 mL 5.596 mL 6.995 mL
50 mM 0.056 mL 0.2798 mL 0.5596 mL 1.1192 mL 1.399 mL
100 mM 0.028 mL 0.1399 mL 0.2798 mL 0.5596 mL 0.6995 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 Uplandicine

Pyrrolizidine alkaloids from Echium rauwolfii and Echium horridum (Boraginaceae).[Pubmed:10431383]

Z Naturforsch C. 1999 May-Jun;54(5-6):295-300.

Echimidine was isolated from Echium rauwolfii and Echium horridum and identified by MS, 1H- and 13C NMR as a major alkaloid. In addition, structures of 12 minor alkaloids were inferred from GLC and GLC-MS analyses: 7-angeloylretronecine, 7-tigloylretronecine, lycopsamine, 7-acetyllycopsamine, Uplandicine, 7-angeloyllycopsamine, 7-tigloyllycopsamine, tigloyl isomer of echimidine, 7-angeloyl-9-(2-methylbutyryl)retronecine, 7-tigloyl-9-(2-methylbutyryl)retronecine, 7-angeloyl-9-(2,3-dihydroxybutyryl)retronecine, and 7-tigloyl-9-(2,3-dihydroxybutyryl)retronecine. Both species had similar alkaloid profiles. Alkaloid extracts exhibited antibacterial effects with a MIC of 1.7 mg/ml in E. coli. Microscopic examination of E. coli treated with different subtoxic alkaloid concentrations (13-52 micrograms/ml) revealed extensive filamentation.

Pyrrolizidine alkaloids of Echium vulgare honey found in pure pollen.[Pubmed:15686407]

J Agric Food Chem. 2005 Feb 9;53(3):594-600.

The pyrrolizidine alkaloids previously identified in floral honey attributed to Echium vulgare (Boraginaceae) have been detected (8000-14 000 ppm) in pure pollen collected from the anthers of Echium vulgare. Pyrrolizidine alkaloids and/or their N-oxides were isolated from the aqueous acid extracts of pollen by use of strong cation-exchange, solid-phase extraction and identified by liquid chromatographic/mass spectrometric (LCMS) analysis. The pyrrolizidine alkaloids in the pollen are present mainly as the N-oxides. In addition to seven previously described pyrrolizidine alkaloids and/or their N-oxides (echimidine, acetylechimidine, Uplandicine, 9-O-angelylretronecine, echiuplatine, leptanthine, and echimiplatine), one unidentified (echivulgarine), but previously found in honey, and two previously undescribed (vulgarine and 7-O-acetylvulgarine) pyrrolizidine alkaloids and/or their N-oxides were identified in the pollen. Tentative structures for these unidentified pyrrolizidine alkaloids are proposed on the basis of the mass spectrometric data and biogenetic considerations. The implications of these results for identifying the source and subsequent concentrations of pyrrolizidine alkaloids in honeys and commercial bee pollen are briefly discussed.

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