Solasodine

Solasodine

Names
IUPAC name (3β,22α,25R)-Spirosol-5-en-3-ol
Other names Purapuridine; Solancarpidine; Solanearpidine; Solanidine-S
Identifiers
CAS Number	126-17-0
ChEBI	CHEBI:CHEBI:565242
ChEMBL	ChEMBL514596
ChemSpider	391288
EC Number	204-774-2
Jmol interactive 3D	Image
KEGG	C10822
PubChem	442985
InChI InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-29H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1 Key: KWVISVAMQJWJSZ-VKROHFNGSA-N
SMILES O[C@@H]6C/C5=C/C[C@@H]1[C@H](CC[C@]3([C@H]1C[C@@H]4O[C@@]2(NC[C@H](C)CC2)[C@H]([C@H]34)C)C)[C@@]5(C)CC6
Properties
Chemical formula	C27H43NO2
Molar mass	413.65 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Solasodine is a poisonous alkaloid chemical compound that occurs in plants of the Solanaceae family.^[1] Solasonine and solamargine are glycoalkaloid derivatives of solasodine.^[1] Solasodine is teratogenic.^[2]

Uses

It is commercially used as a precursor for the production of complex steroidal compounds such as contraceptive pills.^[1]

See also

• Solanum mauritianum

References

1. Everist, S.L., Poisonous Plants of Australia, Angus & Robertson, revised edition 1981, ISBN 0-207-14228-9
2. Kinghorn, A.D., Toxic plants, Society for Economic Botany (U.S.), pp75-76