Chaconine

Chaconine
IUPAC name beta-D-Glucopyranoside, (3beta)-solanid-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1-4))-
Identifiers
CAS number	20562-03-2
PubChem	104750
Beilstein Reference	77396
Jmol-3D images	Image 1
SMILES C[C@H]1CC[C@@H]2[C@H]([C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)C
Properties
Molecular formula	C45H73NO14
Molar mass	852.06 g mol−1
Melting point	243°C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

α-Chaconine is a steroidal glycoalkaloid chemical compound that occurs in plants of the Solanaceae family. It is a natural toxicant produced in green potatoes and gives the potato a bitter taste.^[1] Tubers produce this glycoalkaloid in response to stress, providing the plant with insecticidal and fungicidal properties.^[1]

See also

• Solamargine
• Solanine

References

1. ^ ^{a b} Kuiper-Goodman, T. and Nawrot, P.S. "Toxin profile:Solanine and Chaconine" IPCS, INCHEM