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Eleutheroside D

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Eleutheroside D
Names
IUPAC name (2R,3R,4S,5S,6R)-2-oxyphenyl]-1,3,3a,4,6,6a-hexahydrofurofuran-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16+,21-,22-,23-,24-,25+,26+,27-,28-,29-,30-,33+,34+/m1/s1Key: FFDULTAFAQRACT-LHJOJEKWSA-N
  • InChI=1/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16+,21-,22-,23-,24-,25+,26+,27-,28-,29-,30-,33+,34+/m1/s1Key: FFDULTAFAQRACT-LHJOJEKWBK
SMILES
  • COc1cc(cc(c1O2((((O2)CO)O)O)O)OC)34CO(4CO3)c5cc(c(c(c5)OC)O6((((O6)CO)O)O)O)OC
Properties
Chemical formula C34H46O18
Molar mass 742.72 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Eleutheroside D is an eleutheroside. An eleutheroside is a compound found in Eleutherococcus senticosus, the Siberian ginseng. Chemically, it is a dimer of sinapyl alcohol glucoside, and is an optical isomer of Eleutheroside E. Eleutheroside D and E are thought to be the most pharmacologically active out of the eleutherosides.

References

  1. Wang, Z.; Zhang, L.; Sun, Y. (2005). "Semipreparative separation and determination of eleutheroside E in Acanthopanax giraldii Harms by high-performance liquid chromatography". Journal of Chromatographic Science. 43 (5): 249–52. doi:10.1093/chromsci/43.5.249. PMID 15975243.
  2. Bone, Kerry; Simon Mills, Mcpp (2013). "How to use the monographs". Principles and Practice of Phytotherapy. pp. 353–961. doi:10.1016/B978-0-443-06992-5.00010-4. ISBN 9780443069925.
  3. Ovodov, Yu. "Eleutheroside D". NCATS Inxight Drugs.

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