Echiumine N-oxide – CAS 685554-68-1

Abstract

Echiumine N-oxide (CAS 685554-68-1) is the oxidized form the alkaloid Echmidine, which is one of 3 C-7 isomers that coeluted in a cluster that was previously incorrectly assumed to comprise only Echimidine. Echimidine and its isomers are pyrrolizidine alkaloids isolated from Viper’s Bugloos (Echium plantagineum). The alkaloids exist in both their reduced and oxidized form in the plant.

Pyrrolizidine alkaloids (PAs) are a class of naturally occurring plant toxins that contain a pyrrolizidine structure. PAs are produced by plants as a defense mechanism against herbivores. They make up the largest class of naturally occurring alkaloids and are found in a vast number of plant species. PAs may cause adverse health effects when consumed at high levels, with indications for hepatoxicity.

Echiumine N-oxide is part of a set of pyrrolizidine alkaloid standards. Take a look at the rest of the pyrrolizidine alkaloid reference standards we have in stock.

 

 

Compound Details

CAS

685554-68-1

Molecular Weight

397.5

Chemical Formula

C20H31NO7

IUPAC

[(7R,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate

Synonyms

NA

SMILES

CC=C(C)C(=O)OC1CC[N+]2(C1C(=CC2)COC(=O)C(C(C)C)(C(C)O)O)[O-]

Purity

95%+

Storage Temperature

Below -18 degrees C

Storage Conditions

Dry, freezer

Product Documents

Certificates of Analysis

Safety Data Sheets

Product Use Disclaimer

Products are sold as laboratory reference materials, to be used for diagnostic and in vivo testing. The samples are not certified for veterinary or human use. 

$33.00 - $49.00 / milligram

Range (milligram)Price ($/milligram)
5 - 24 milligram$49.00 / milligram
25 - 99 milligram$45.00 / milligram
100 - 249 milligram$41.00 / milligram
250 - 499 milligram$37.00 / milligram
500 - 1000 milligram$33.00 / milligram
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Technical Support

Product information is from published literature. Due to the nature of scientific experimentation, results or specific product application may vary (e.g., selectivity, detector response). If you have questions about the product, its application, and associated analytics, please contact our technical support team.

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