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Daucosterol

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Daucosterol
Names
Preferred IUPAC name (2R,3R,4S,5S,6R)-2-({(1R,3aS,3bS,7S,9aR,9bS,11aR)-1--9a,11a-dimethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopentaphenanthren-7-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol
Other names Lyoniside, Daucosterol, Sitogluside, Eleutheroside A, Alexandrin, Coriandrinol, Daucosterin, β-Sitosterol glucoside
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1Key: NPJICTMALKLTFW-OFUAXYCQSA-N
SMILES
  • CC(CC(C)1CC21(CC32CC=C43(CC(C4)O5((((O5)CO)O)O)O)C)C)C(C)C
Properties
Chemical formula C35H60O6
Molar mass 576.859 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Daucosterol (eleutheroside A) is a natural phytosterol-like compound. It is the glucoside of β-sitosterol.

References

  1. Xie, Jingxi; Ji, Zheng (1981). "Zhōngyào yādǎnzǐ huàxué chéngfèn de yánjiū: I. Yādǎnzǐ jiǎ, yǐ hé bǐng sù de fēnlí yǔ jiàndìng" [The chemical constituents of the Chinese drug "Yadanzi" I. Isolation and identification of daucosterol, brucein D and brucein E]. Yàoxué Xuébào [Acta Pharmaceutica Sinica] (in Chinese). 16 (1): 53–55. PMID 7246155. S2CID 43437861.


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