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Echimidine N-oxide

CAS# 41093-89-4

Echimidine N-oxide

2D Structure

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Quality Control of Echimidine N-oxide

3D structure

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Echimidine N-oxide

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Chemical Properties of Echimidine N-oxide

Cas No. 41093-89-4 SDF Download SDF
PubChem ID 134159353 Appearance White-beige powder
Formula C20H31NO8 M.Wt 413.5
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in chloroform and methan
Chemical Name [(7R,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl 2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
SMILES CC=C(C)C(=O)OC1CC[N+]2(C1C(=CC2)COC(=O)C(C(C)O)(C(C)(C)O)O)[O-]
Standard InChIKey KDJGEXAPDZNXSD-FIYUHPBMSA-N
Standard InChI InChI=1S/C20H31NO8/c1-6-12(2)17(23)29-15-8-10-21(27)9-7-14(16(15)21)11-28-18(24)20(26,13(3)22)19(4,5)25/h6-7,13,15-16,22,25-26H,8-11H2,1-5H3/b12-6-/t13-,15+,16+,20?,21?/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 Echimidine N-oxide

1 Echium sp. 2 Symphytum sp.

Echimidine N-oxide Dilution Calculator

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Echimidine N-oxide Molarity Calculator

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Preparing Stock Solutions of Echimidine N-oxide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4184 mL 12.0919 mL 24.1838 mL 48.3676 mL 60.4595 mL
5 mM 0.4837 mL 2.4184 mL 4.8368 mL 9.6735 mL 12.0919 mL
10 mM 0.2418 mL 1.2092 mL 2.4184 mL 4.8368 mL 6.0459 mL
50 mM 0.0484 mL 0.2418 mL 0.4837 mL 0.9674 mL 1.2092 mL
100 mM 0.0242 mL 0.1209 mL 0.2418 mL 0.4837 mL 0.6046 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 Echimidine N-oxide

Acetylcholinesterase inhibitory activity of pyrrolizidine alkaloids from Echium confusum Coincy.[Pubmed:27748125]

Nat Prod Res. 2017 Jun;31(11):1277-1285.

Four pyrrolizidine alkaloids, namely 7-O-angeloyllycopsamine N-oxide 1, Echimidine N-oxide 2, echimidine 3 and 7-O-angeloylretronecine 4, were isolated for the first time from the whole plant ethanolic extract of Echium confusum Coincy, through bioassay-guided approach. Their structures were determined by spectroscopic means. All the isolates compounds showed moderate activities in inhibiting AChE, with IC50 0.276-0.769.

Metabolic Profiling of Pyrrolizidine Alkaloids in Foliage of Two Echium spp. Invaders in Australia--A Case of Novel Weapons?[Pubmed:26561809]

Int J Mol Sci. 2015 Nov 6;16(11):26721-37.

Metabolic profiling allows for simultaneous and rapid annotation of biochemically similar organismal metabolites. An effective platform for profiling of toxic pyrrolizidine alkaloids (PAs) and their N-oxides (PANOs) was developed using ultra high pressure liquid chromatography quadrupole time-of-flight (UHPLC-QTOF) mass spectrometry. Field-collected populations of invasive Australian weeds, Echium plantagineum and E. vulgare were raised under controlled glasshouse conditions and surveyed for the presence of related PAs and PANOs in leaf tissues at various growth stages. Echium plantagineum possessed numerous related and abundant PANOs (>17) by seven days following seed germination, and these were also observed in rosette and flowering growth stages. In contrast, the less invasive E. vulgare accumulated significantly lower levels of most PANOs under identical glasshouse conditions. Several previously unreported PAs were also found at trace levels. Field-grown populations of both species were also evaluated for PA production and highly toxic Echimidine N-oxide was amongst the most abundant PANOs in foliage of both species. PAs in field and glasshouse plants were more abundant in the more widely invasive species, E. plantagineum, and may provide competitive advantage by increasing the plant's capacity to deter natural enemies in its invaded range through production of novel weapons.

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