Chemistry:Bryoamaride

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Bryoamaride
Bryoamaride.svg
Names
IUPAC name
2-(β-D-Glucopyranosyloxy)-16,20,25-trihydroxy-9-methyl-19-nor-9β,10α-lanosta-1,5-diene-3,11,22-trione
Systematic IUPAC name
(1R,2R,3aS,3bS,9aR,9bR,11aR)-1-[(2R)-2,6-Dihydroxy-6-methyl-3-oxoheptan-2-yl]-2-hydroxy-3a,6,6,9b,11a-pentamethyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3,3a,3b,4,6,9a,9b,11,11a-decahydro-1H-cyclopenta[a]phenanthrene-7,10-dione
Other names
Cucurbitacin L 2-O-β-D-glucopyranoside
Identifiers
3D model (JSmol)
ChemSpider
Properties
C36H54O12
Molar mass 678.816 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
Tracking categories (test):

Bryoamaride is a chemical compound isolated from certain plants, notably Bryonia dioica. It can be seen as a derivative of the triterpene hydrocarbon cucurbitane (C30H54), more specifically from cucurbitacin L or 23,24-dihydrocucurbitacin I.[1]:65

The derivative 25-O-acetylbryoamaride is found in Trichosanthes tricuspidata.[1]:66

References

  1. 1.0 1.1 Jian Chao Chen, Ming Hua Chiu, Rui Lin Nie, Geoffrey A. Cordell and Samuel X. Qiu (2005), "Cucurbitacins and cucurbitane glycosides: structures and biological activities" Natural Product Reports, volume 22, pages 386-399 doi:10.1039/B418841C