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Solasodine

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Solasodine
Names
IUPAC name
(3β,22α,25R)-Spirosol-5-en-3-ol
Other names
Purapuridine; Solancarpidine; Solanearpidine; Solanidine-S
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.341 Edit this at Wikidata
EC Number
  • 204-774-2
KEGG
  • 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 checkY
    Key: KWVISVAMQJWJSZ-VKROHFNGSA-N checkY
  • 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
C27H43NO2
Molar mass 413.646 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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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

References

  1. ^ a b c 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 [1]