Scammonin

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Scammonin I

IUPAC name Hexadecanoic acid, 11-((O-(E)-6-deoxy-4-O-(2-methyl-1-oxo-2-butenyl)-β-D-glucopyranosyl-(1→4)-O-(S)-6-deoxy-2-O-(2-methyl-1-oxobutyl)-α-L-mannopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)-6-deoxy-beta-D-glucopyranosyl))
Other names Jalapin, Scammonium
Identifiers
CAS number	131747-25-6
PubChem	6444009
	Jmol-3D images	{{#if:O=C(CCCCCCCCC[C@H](CCCCC)O[C@H]1[C@@]2([H])[C@@H](O)[C@H](O)[C@@H](C)O1)O[C@H]([C@](O[C@@H]3O[C@H](C)[C@@H](OC(/C(C)=C/C)=O)[C@H](O)[C@H]3O)([H])[C@H](C)O4)[C@@H](OC([C@H](CC)C)=O)[C@@H]4O[C@@]5([H])[C@H](O2)O[C@H](CO)[C@@H](O)[C@@H]5O\|Image 1
SMILES O=C(CCCCCCCCC[C@H](CCCCC)O[C@H]1[C@@]2([H])[C@@H](O)[C@H](O)[C@@H](C)O1)O[C@H]([C@](O[C@@H]3O[C@H](C)[C@@H](OC(/C(C)=C/C)=O)[C@H](O)[C@H]3O)([H])[C@H](C)O4)[C@@H](OC([C@H](CC)C)=O)[C@@H]4O[C@@]5([H])[C@H](O2)O[C@H](CO)[C@@H](O)[C@@H]5O
Properties
Molecular formula	C₅₀H₈₄O₂₁
Molar mass	1,021.19 g mol⁻¹
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Scammonin, Jalapin or Scammonium^[1] is a glucoside derived naturally from the stems of the Jalap plant, and from Scammony. It is used in medicine as a strong cathartic.

References

↑ Noda, N; Kogetsu, H; Kawasaki, T; Miyahara, K (1990). "Scammonins I and II, the resin glycosides of radix scammoniae from Convolvulus scammonia". Phytochemistry 29 (11): 3565–9. doi:10.1016/0031-9422(90)85277-M. PMID 1367262.

External links

Look up scammonin in Wiktionary, the free dictionary.

v t e Glycosides

Bond	O-glycosidic bond N-glycosidic bond S-glycosidic bond C-glycosidic bond

Geometry	α-Glycoside β-Glycoside 1,4-Glycoside 1,6-Glycoside

Glycone	Fructoside Galactoside Glucoside Glucuronide Rhamnoside Riboside

Aglycone	Alcoholic glycoside Anthraquinone glycoside Cardiac glycoside Bufadienolide Cardenolide Coumarin glycoside Cyanogenic glycoside Flavonoid glycoside Glycosylamine Phenolic glycoside Saponin Steviol glycoside Thioglycoside

Biochemical families: carbohydrates alcohols glycoproteins glycosides lipids eicosanoids fatty acids / intermediates phospholipids sphingolipids steroids nucleic acids constituents / intermediates proteins Amino acids / intermediates tetrapyrroles / intermediates

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