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Eleutheroside D

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Eleutheroside D
Names
IUPAC name
(2R,3R,4S,5S,6R)-2-[4-[6-[3,5-dimethoxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • 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/s1
    Key: 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/s1
    Key: FFDULTAFAQRACT-LHJOJEKWBK
  • COc1cc(cc(c1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)[C@@H]3[C@@H]4CO[C@@H]([C@H]4CO3)c5cc(c(c(c5)OC)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC
Properties
C34H46O18
Molar mass 742.72 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Eleutheroside D is an eleutheroside.[1] 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.[2] Eleutheroside D and E are thought to be the most pharmacologically active out of the eleutherosides.[3]

References

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  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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