UplandicineCAS# 74202-10-1 |
2D Structure
Quality Control & MSDS
3D structure
Package In Stock
Number of papers citing our products
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. |
Description | 1. Uplandicine exhibits antibacterial effects with a MIC of 1.7 mg/ml in E. coli . |
Targets | Antifection |
Uplandicine Dilution Calculator
Uplandicine Molarity Calculator
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. |
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- Doxazosin
Catalog No.:BCC4218
CAS No.:74191-85-8
- Cyclokievitone
Catalog No.:BCC8159
CAS No.:74175-82-9
- Haginin A
Catalog No.:BCN6861
CAS No.:74174-29-1
- R547
Catalog No.:BCC3927
CAS No.:741713-40-6
- 2,3-Dehydrokievitone
Catalog No.:BCN4294
CAS No.:74161-25-4
- Pimobendan
Catalog No.:BCC2294
CAS No.:74150-27-9
- Bisdethiobis(methylthio)gliotoxin
Catalog No.:BCN7351
CAS No.:74149-38-5
- DSC
Catalog No.:BCC2800
CAS No.:74124-79-1
- Norjuziphine
Catalog No.:BCN3367
CAS No.:74119-87-2
- SKF 83822 hydrobromide
Catalog No.:BCC7252
CAS No.:74115-10-9
- Ketorolac tromethamine salt
Catalog No.:BCC4431
CAS No.:74103-07-4
- Ketorolac
Catalog No.:BCC5190
CAS No.:74103-06-3
- 3-Bromo-7-nitroindazole
Catalog No.:BCC6770
CAS No.:74209-34-0
- Vintafolide
Catalog No.:BCC5265
CAS No.:742092-03-1
- Carbenoxolone disodium
Catalog No.:BCC3745
CAS No.:7421-40-1
- OSU-03012 (AR-12)
Catalog No.:BCC1255
CAS No.:742112-33-0
- Doronenine
Catalog No.:BCN2066
CAS No.:74217-57-5
- Baogongteng A
Catalog No.:BCN1874
CAS No.:74239-84-2
- p-Chlorophenylalanine
Catalog No.:BCC5689
CAS No.:7424-00-2
- 7-Acetylintermedine
Catalog No.:BCN1998
CAS No.:74243-01-9
- 12-Oxograndiflorenic acid
Catalog No.:BCN7624
CAS No.:74284-42-7
- Triptophenolide
Catalog No.:BCN2546
CAS No.:74285-86-2
- Sinapine thiocyanate
Catalog No.:BCN2765
CAS No.:7431-77-8
- Quercetin-3-gentiobioside
Catalog No.:BCN3878
CAS No.:7431-83-6
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.