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Scammonin I

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Scammonin I
Names
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
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • InChI=1S/C50H84O21/c1-9-12-18-21-30-22-19-16-14-13-15-17-20-23-32(52)66-43-40(69-47-38(58)37(57)39(28(7)62-47)67-45(59)25(4)10-2)29(8)63-50(44(43)68-46(60)26(5)11-3)71-42-36(56)34(54)31(24-51)65-49(42)70-41-35(55)33(53)27(6)61-48(41)64-30/h10,26-31,33-44,47-51,53-58H,9,11-24H2,1-8H3/b25-10+/t26-,27+,28+,29-,30-,31+,33+,34+,35-,36-,37+,38+,39+,40-,41+,42+,43+,44+,47-,48-,49-,50-/m0/s1Key: DGRGOOVTCYVEDQ-GHYHFUIZSA-N
SMILES
  • O=C(CCCCCCCCC(CCCCC)O12()(O)(O)(C)O1)O((O3O(C)(OC(/C(C)=C/C)=O)(O)3O)()(C)O4)(OC((CC)C)=O)4O5()(O2)O(CO)(O)5O
Properties
Chemical formula C50H84O21
Molar mass 1021.201 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Scammonin (also known as jalapin or scammonium) is a glycoside that has been isolated from the stems of Ipomoea purga (jalap plant) and from Convolvulus scammonia (scammony).

References

  1. 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. Bibcode:1990PChem..29.3565N. doi:10.1016/0031-9422(90)85277-M. PMID 1367262.

External links

Glycosides
Bond
Geometry
Glycone
Aglycone


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