echimidine

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

CAS: 520-68-3 C20 H31 N O7 MW: 397.46847000

Identification

Nameechimidine
CAS Number520-68-3
FDA UNII31NEL09379
Molecular FormulaC20 H31 N O7
Molecular Weight397.46847000
Nikkaji NumberJ867.787E

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 334.1 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for echimidine usage levels up tonot for fragrance use.
Recommendation for echimidine flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

echium amoenum

Synonyms

[(7R,8R)-7-[(Z)-2- methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate PubMed: Toxic pyrrolizidine alkaloids provide a warning sign to overuse of the ethnomedicine Arnebia benthamii. PubMed: Development and validation of a QuEChERS method coupled to liquid chromatography and high resolution mass spectrometry to determine pyrrolizidine and tropane alkaloids in honey. PubMed: A 28-day oral toxicity study of echimidine and lasiocarpine in Wistar rats. PubMed: Acetylcholinesterase inhibitory activity of pyrrolizidine alkaloids from Echium confusum Coincy. PubMed: Pyrrolizidine Alkaloids from Echium vulgare in Honey Originate Primarily from Floral Nectar. PubMed: Metabolic Profiling of Pyrrolizidine Alkaloids in Foliage of Two Echium spp. Invaders in Australia--A Case of Novel Weapons? PubMed: Quantification of pyrrolizidine alkaloids in North American plants and honey by LC-MS: single laboratory validation. PubMed: Pyrrolizidine alkaloids in food and feed on the Belgian market. PubMed: Disturbance of gene expression in primary human hepatocytes by hepatotoxic pyrrolizidine alkaloids: A whole genome transcriptome analysis. PubMed: Development of a fast isocratic LC-MS/MS method for the high-throughput analysis of pyrrolizidine alkaloids in Australian honey. PubMed: Structure-activity relationship in the passage of different pyrrolizidine alkaloids through the gastrointestinal barrier: ABCB1 excretes heliotrine and echimidine. PubMed: Pyrrolizidine alkaloids: their occurrence in Spanish honey collected from purple viper's bugloss (Echium spp.). PubMed: Dehydropyrrolizidine alkaloids in two Cryptantha species: including two new open chain diesters one of which is amphoteric. PubMed: Comparison of metabolism-mediated effects of pyrrolizidine alkaloids in a HepG2/C3A cell-S9 co-incubation system and quantification of their glutathione conjugates. PubMed: Metabolism, genotoxicity, and carcinogenicity of comfrey. PubMed: Pyrrolizidine alkaloids in honey: comparison of analytical methods. PubMed: Determination of pyrrolizidine alkaloids in comfrey by liquid chromatography-electrospray ionization mass spectrometry. PubMed: Metabolic activation of herbal and dietary constituents and its clinical and toxicological implications: an update. PubMed: Pyrrolizidine alkaloids of Echium vulgare honey found in pure pollen. PubMed: On-line structure characterization of pyrrolizidine alkaloids in Onosma stellulatum and Emilia coccinea by liquid chromatography-ion-trap mass spectrometry. PubMed: Analysis of herbal teas made from the leaves of comfrey (Symphytum officinale): reduction of N-oxides results in order of magnitude increases in the measurable concentration of pyrrolizidine alkaloids. PubMed: Isolation of symlandine from the roots of common comfrey (Symphytum officinale) using countercurrent chromatography. PubMed: Toxicity of dietary Heliotropium dolosum seed to mice. PubMed: Pyrrolizidine alkaloids from Echium rauwolfii and Echium horridum (Boraginaceae). PubMed: [II1: TLC and HPLC-Analysis of Pyrrolizidine-N-oxid Alkaloids of Symphyti Radix].