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Details

Stereochemistry ABSOLUTE
Molecular Formula C34H46O18
Molecular Weight 742.7182
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ELEUTHEROSIDE D

SMILES

[H][C@@]12CO[C@H](C3=CC(OC)=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(OC)=C3)[C@@]1([H])CO[C@@H]2C5=CC(OC)=C(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(OC)=C5

InChI

InChIKey=FFDULTAFAQRACT-LHJOJEKWSA-N
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

HIDE SMILES / InChI
Eleutheroside D is an eleutheroside, a compound found in roots and stems of Eleutherococcus senticosus, the Siberian ginseng. Eleutheroside D and its diastereoisomer Eleutheroside E thought to be the most pharmacologically active eleutherosides. Placebo-controlled trial tested the effect of eleuthero extract (eleutheroside B in combination with eleutheroside B) on maximal working capacity by bicycle ergometry. Total work and time to exhaustion were significantly greater after eleuthero, compared with placebo phase and baseline.

Originator

Sources: DOI: 10.1007/BF01171733

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effect of Eleutherococcus senticosus extract on human physical working capacity.
1986 Jun
Application of bioreactor system for large-scale production of Eleutherococcus sessiliflorus somatic embryos in an air-lift bioreactor and production of eleutherosides.
2005 Nov 4
Reduction of urate crystal-induced inflammation by root extracts from traditional oriental medicinal plants: elevation of prostaglandin D2 levels.
2007
HPLC method for preliminary analysis of constituents in rat blood after oral administration of the extract of Acanthopanax senticosus.
2007 Dec
Pharmacokinetics of isofraxidin in rat plasma after oral administration of the extract of Acanthopanax senticosus using HPLC with solid phase extraction method.
2007 Sep
Protective effect of extract of Acanthopanax senticosus Harms on dopaminergic neurons in Parkinson's disease mice.
2012 May 15
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: in combination with eleutheroside B
Two ml of Eleutherococcus ethanol extract (0.24 mg of Eleutheroside D) once in the morning and again in the evening (0.5 h before meal) for 8 consecutive days
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
ELEUTHEROSIDE D
Common Name English
4-((1S,3AR,4S,6AS)-4-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3,5-DIMETHOXYPHENYL)TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1-YL)-2,6-DIMETHOXYPHENYL .BETA.-D-GLUCOPYRANOSIDE
Systematic Name English
ELEUTHEROSIDE D:1-EPIMER
Common Name English
ELEUTHEROSIDE D:1-EPIMER (CONSTITUENT OF ELEUTHERO) [DSC]
Common Name English
Code System Code Type Description
FDA UNII
WVS8LR64R4
Created by admin on Sat Dec 16 09:12:01 UTC 2023 , Edited by admin on Sat Dec 16 09:12:01 UTC 2023
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WIKIPEDIA
Eleutheroside D
Created by admin on Sat Dec 16 09:12:01 UTC 2023 , Edited by admin on Sat Dec 16 09:12:01 UTC 2023
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EPA CompTox
DTXSID001030486
Created by admin on Sat Dec 16 09:12:01 UTC 2023 , Edited by admin on Sat Dec 16 09:12:01 UTC 2023
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PUBCHEM
91827226
Created by admin on Sat Dec 16 09:12:01 UTC 2023 , Edited by admin on Sat Dec 16 09:12:01 UTC 2023
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CAS
79484-75-6
Created by admin on Sat Dec 16 09:12:01 UTC 2023 , Edited by admin on Sat Dec 16 09:12:01 UTC 2023
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