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α-chaconine

α-Chaconine is a steroidal glycoalkaloid that occurs in plants of the family Solanaceae. It is a natural toxicant produced in green potatoes and gives the potato a bitter taste. Tubers produce this glycoalkaloid in response to stress, providing the plant with insecticidal and fungicidal properties. It belongs to the chemical family of saponins. Since it causes physiological effects on individual organism, chaconine is considered to be a defensive allelochemical. Solanine, a related substance also found in potatoes, has similar properties.

Article

14 sections

Contents

Symptoms and treatment
Toxicity
Difference from solanine
Structural difference
Difference in toxicity
Ratio of ɑ-chaconine to ɑ-solanine in potato
Research on glycoalkaloids
Controlling the amount of steroidal glycoalkaloids in potatoes
Level of glycoalkaloids
Treating poisons in potato
Attempts to make toxin-free potato
See also
References
External links

{{Chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 437977784 | ImageFile = Chaconine.svg | ImageSize = | ImageFile2 = File:Chaconine1.png | ImageCaption2 = 3D model of chaconine using MolView | IUPACName = Solanid-5-en-3β-yl α--rhamnopyranosyl-(1→2)-[α--rhamnopyranosyl-(1→4)]-β--glucopyranoside | SystematicName = (2S,2′S,3R,3′R,4R,4′R,5R,5′R,6S,6′S)-2,2′-{[(2R,3S,4S,5R,6R)-4-Hydroxy-2-(hydroxymethyl)-6-{[(2S,4aR,4bS,6aS,6bR,7S,7aR,10S,12aS,13aS,13bS)-4a,6a,7,10-tetramethyl-1,3,4,4a,4b,5,6,6a,6b,7,7a,8,9,10,11,12a,13,13a,13b,14-icosahydro-2H-naphtho[2′,1′:4,5]indeno[1,2-b]indolizin-2-yl]oxy}oxane-3,5-diyl]bis(oxy)}bis(6-methyloxane-3,4,5-triol) | OtherNames = α-Chaconine, Chaconine | Section1 = | Section2 = | Section3 = }} α-Chaconine is a steroidal glycoalkaloid that occurs in plants of the family Solanaceae. It is a natural toxicant produced in green potatoes and gives the potato a bitter taste. Tubers produce this glycoalkaloid in response to stress, providing the plant with insecticidal and fungicidal properties. It belongs to the chemical family of saponins. Since it causes physiological effects on individual organism, chaconine is considered to be a defensive allelochemical. Solanine, a related substance also found in potatoes, has similar properties.

== Symptoms and treatment == Symptoms resemble those seen following solanine ingestion including abdominal pain, diarrhea, and headache.