Daucosterol

Daucosterol (eleutheroside A) is a natural phytosterol-like compound.[1] It is the glucoside of β-sitosterol.

Daucosterol
Names
Preferred IUPAC name
(2R,3R,4S,5S,6R)-2-({(1R,3aS,3bS,7S,9aR,9bS,11aR)-1-[(2R,5R)-5-Ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol
Other names
Lyoniside, Daucosterol, Sitogluside, Eleutheroside A, Alexandrin, Coriandrinol, Daucosterin, β-Sitosterol glucoside
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • 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/s1
    Key: NPJICTMALKLTFW-OFUAXYCQSA-N
  • CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)C
Properties
C35H60O6
Molar mass 576.859 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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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