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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H20O7
Molecular Weight 300.3044
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SALIDROSIDE

SMILES

OC[C@H]1O[C@@H](OCCC2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=ILRCGYURZSFMEG-RKQHYHRCSA-N
InChI=1S/C14H20O7/c15-7-10-11(17)12(18)13(19)14(21-10)20-6-5-8-1-3-9(16)4-2-8/h1-4,10-19H,5-7H2/t10-,11-,12+,13-,14-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/18515456

Salidroside (Rhodioloside) is a glucoside which was isolated in 1926 from Salix triandra L. (Salicaceae). It is thought to be one of the compounds responsible for the antidepressant and anxiolytic actions of this plant, along with rosavin. Also was investigated that salidroside may be a promising candidate for the treatment of inflammatory liver injury and promotes skeletal regeneration in cell-autonomous and cell-non-autonomous ways and might be a potential therapy for accelerating fracture healing.

CNS Activity

Curator's Comment: Known to be CNS penetrant in mouse, rat. Human data not available

Originator

Curator's Comment: Salidroside was first isolated in 1926 from Salix triandra L. (Salicaceae).

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Lignan and phenylpropanoid glycosides from Phillyrea latifolia and their in vitro anti-inflammatory activity.
2001 Apr
Analysis of the marker compounds of Rhodiola rosea L. (golden root) by reversed phase high performance liquid chromatography.
2001 Apr
Prolyl endopeptidase inhibitors from the underground part of Rhodiola sachalinensis.
2001 Apr
Salidroside from Rhodiola sachalinensis protects neuronal PC12 cells against cytotoxicity induced by amyloid-beta.
2003 Aug
Phenolic components of Olea europaea--isolation of tyrosol derivatives.
2004 Feb
[Protective effects of salidroside on injury induced by hypoxia/hypoglycemia in cultured neurons].
2004 May
[Effects of salidroside on carbohydrate metabolism and differentiation of 3T3-L1 adipocytes].
2004 May
Use of apple seed meal as a new source of beta-glucosidase for enzymatic glucosylation of 4-substituted benzyl alcohols and tyrosol in monophasic aqueous-dioxane medium.
2004 May 3
[Effects of plant growth substances on induction and culture of callus from Rhodiola quadrifida].
2005 Aug
Kinetic study of the physicochemical and microbiological changes in "seasoned" olives during the shelf-life period.
2005 Jun 29
Stimulating effect of adaptogens: an overview with particular reference to their efficacy following single dose administration.
2005 Oct
The effect of salidroside on cell damage induced by glutamate and intracellular free calcium in PC12 cells.
2006 Jan-Mar
Evaluation of biologically active compounds in roots and rhizomes of Rhodiola rosea L. cultivated in Lithuania.
2007
Effect of different preparation methods on physicochemical properties of salidroside liposomes.
2007 Apr 18
Development of an HPLC method for the determination of salidroside in beagle dog plasma after administration of salidroside injection: application to a pharmacokinetics study.
2007 Dec
X-ray crystal structure and antioxidant activity of salidroside, a phenylethanoid glycoside.
2007 Mar
Simultaneous determination of salidroside and tyrosol in extracts of Rhodiola L. by microwave assisted extraction and high-performance liquid chromatography.
2007 Nov 5
Rhodiola rosea L. extract reduces stress- and CRF-induced anorexia in rats.
2007 Sep
Neuroprotective effects of salidroside in the PC12 cell model exposed to hypoglycemia and serum limitation.
2008 Dec
Salidroside attenuates glutamate-induced apoptotic cell death in primary cultured hippocampal neurons of rats.
2008 Oct 31
Salidroside inhibits H2O2-induced apoptosis in PC12 cells by preventing cytochrome c release and inactivating of caspase cascade.
2008 Sep
Salidroside protects cardiomyocyte against hypoxia-induced death: a HIF-1alpha-activated and VEGF-mediated pathway.
2009 Apr 1
Total peroxynitrite scavenging capacity of phenylethanoid and flavonoid glycosides from the flowers of Buddleja officinalis.
2009 Dec
Adaptogens exert a stress-protective effect by modulation of expression of molecular chaperones.
2009 Jun
Production of Th1- and Th2-dependent cytokines induced by the Chinese medicine herb, Rhodiola algida, on human peripheral blood monocytes.
2009 Jun 22
Effects of Radix et Rhizoma Rhodiolae Kirilowii on expressions of von Willebrand factor, hypoxia-inducible factor 1 and vascular endothelial growth factor in myocardium of rats with acute myocardial infarction.
2009 May
Salidroside, the main active compound of Rhodiola plants, inhibits high glucose-induced mesangial cell proliferation.
2009 Sep
Biosynthesis of acteoside in cultured cells of Olea europaea.
2010 Apr
Salidroside induces cell-cycle arrest and apoptosis in human breast cancer cells.
2010 Jul 16

Sample Use Guides

in mice: C57BL/6 mice were orally administrated salidrosid for continuous 5 days, followed by three gavages of ethanol every 30 min
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: Pretreatment of the human umbilical vein endothelial cells (HUVECs) with Salidroside (SAL) significantly reduced the cell damage effects brought by homocysteine (Hcy) in a dose-dependent manner. Functional studies on the HUVECs found that SAL rescued the endoplasmic reticulum stress induced by Hcy. The underlying mechanisms involve the inhibition of Hcy-induced activation of binding protein (Bip) and C/EBP homologous protein (CHOP), as well as the phosphorylation of protein kinase RNA-like ER kinase (PERK) or inositol-requiring enzyme 1 alpha (IRE1α).
Unknown
Name Type Language
SALIDROSIDE
USP-RS  
Common Name English
2-(4-HYDROXYPHENYL)ETHYL-.BETA.-D-GLUCOPYRANOSIDE
Systematic Name English
TYROSOL .ALPHA.-(.BETA.-D-GLUCOPYRANOSIDE)
Common Name English
SALLIDROSIDE
Common Name English
.BETA.-D-GLUCOPYRANOSIDE, 2-(4-HYDROXYPHENYL)ETHYL-
Systematic Name English
RHODIOLOSIDE
Common Name English
SALIDROSIDE [USP-RS]
Common Name English
SALIDROSIDE, (-)-
Common Name English
SALIDROSIDE (CONSTITUENT OF RHODIOLA ROSEA) [DSC]
Common Name English
RHODOSIN
Common Name English
NSC-741643
Code English
Code System Code Type Description
RS_ITEM_NUM
1609534
Created by admin on Sat Dec 16 08:45:04 GMT 2023 , Edited by admin on Sat Dec 16 08:45:04 GMT 2023
PRIMARY
NSC
741643
Created by admin on Sat Dec 16 08:45:04 GMT 2023 , Edited by admin on Sat Dec 16 08:45:04 GMT 2023
PRIMARY
CAS
10338-51-9
Created by admin on Sat Dec 16 08:45:04 GMT 2023 , Edited by admin on Sat Dec 16 08:45:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID4049034
Created by admin on Sat Dec 16 08:45:04 GMT 2023 , Edited by admin on Sat Dec 16 08:45:04 GMT 2023
PRIMARY
FDA UNII
M983H6N1S9
Created by admin on Sat Dec 16 08:45:04 GMT 2023 , Edited by admin on Sat Dec 16 08:45:04 GMT 2023
PRIMARY
WIKIPEDIA
Rhodioloside
Created by admin on Sat Dec 16 08:45:04 GMT 2023 , Edited by admin on Sat Dec 16 08:45:04 GMT 2023
PRIMARY
PUBCHEM
159278
Created by admin on Sat Dec 16 08:45:04 GMT 2023 , Edited by admin on Sat Dec 16 08:45:04 GMT 2023
PRIMARY