Solanocapsine is a toxic steroidal alkaloid from Solanum pseudocapsicum (Jerusalem cherry).
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IUPAC name
3β-Amino-16,23-epoxy-16α,28-seco-5α-solanidan-23β-ol
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Systematic IUPAC name
(2S,4aS,3bS,6aS,6bR,7S,7aR,10R,11aS,12aR,13aS,13bR,15aS)-2-Amino-4a,6a,7,10-tetramethyldocosahydronaphtho[2′′,1′′:4′,5′]indeno[1′,2′:5,6]pyrano[3,2-b]pyridin-11a(1H)-ol | |
Other names
3β-Amino-22,26-epimino-16α,23-epoxy-5α,22αH,25βH-cholestan-23β-ol; (3β,5α,16α,22α,23β,25β)-3-Amino-16,23-epoxy-16,28-secosolanidan-23-ol
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C27H46N2O2 | |
Molar mass | 430.666 |
Appearance | long flat colorless prisms (ethanol-H2O)[1] |
Melting point | 222 °C (432 °F; 495 K)[1] 216-217 °C [2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References
edit- ^ a b Barger, L. G.; Fraenkel-Conrat, H. L. (1936). "337. Alkaloids from Solanum pseudocapsicum, L.". Journal of the Chemical Society. 1936: 1537–1542. doi:10.1039/JR9360001537.
- ^ Schlittler, E.; Uehlinger, H. (1952). "Über das Sterinalkaloid Solanocapsin". Helvetica Chimica Acta (in German). 35 (6): 2034–2044. doi:10.1002/hlca.19520350633.