CAS 20562-03-2: α-Chaconine
Description:α-Chaconine is a glycoalkaloid primarily found in potatoes, particularly in the green parts and sprouts. It is a naturally occurring toxic compound that belongs to the solanine family, which also includes solanine itself. α-Chaconine is characterized by its bitter taste and is known for its potential toxic effects when consumed in large quantities. The chemical structure of α-chaconine includes a steroidal alkaloid backbone with a sugar moiety, contributing to its solubility and biological activity. It exhibits antifungal and insecticidal properties, which may serve as a natural defense mechanism for the potato plant. While low levels of α-chaconine are generally considered safe for consumption, higher concentrations can lead to symptoms of poisoning, such as nausea, vomiting, and neurological disturbances. It is important to monitor and manage the levels of glycoalkaloids in potatoes to ensure food safety. Overall, α-chaconine serves as an interesting subject of study in both toxicology and agricultural science due to its dual role as a natural pesticide and potential health hazard.
Formula:C45H73NO14
InChI:InChI=1S/C45H73NO14/c1-19-7-10-28-20(2)31-29(46(28)17-19)16-27-25-9-8-23-15-24(11-13-44(23,5)26(25)12-14-45(27,31)6)57-43-40(60-42-37(53)35(51)33(49)22(4)56-42)38(54)39(30(18-47)58-43)59-41-36(52)34(50)32(48)21(3)55-41/h8,19-22,24-43,47-54H,7,9-18H2,1-6H3/t19-,20+,21-,22-,24-,25+,26-,27-,28+,29-,30+,31-,32-,33-,34+,35+,36+,37+,38-,39+,40+,41-,42-,43+,44-,45-/m0/s1
InChI key:InChIKey=TYNQWWGVEGFKRU-AJDPQWBVSA-N
SMILES:OCC1OC(OC2CC3=CCC4C(CCC5(C)C4CC6N7CC(C)CCC7C(C)C65)C3(C)CC2)C(OC8OC(C)C(O)C(O)C8O)C(O)C1OC9OC(C)C(O)C(O)C9O
- Synonyms:
- (3β)-Solanid-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→4)]-β-D-glucopyranoside
- 1H-Naphth[2′,1′:4,5]indeno[1,2-b]indolizine, β-D-glucopyranoside deriv.
- α-Chaconine
- β-D-Glucopyranoside, (3β)-solanid-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→4)]-
- Solanidane, β-D-glucopyranoside deriv.
