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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

Molecular Formula C14H20O7
Molecular Weight 300.3044
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Separation of salidroside from Rhodiola crenulata by high-speed counter-current chromatography.
2002 Sep 20
Phenylpropanoid glycosides from Rhodiola rosea.
2003 Apr
Benzoxazinoids and iridoid glucosides from four Lamium species.
2003 Dec
High yield production of salidroside in the suspension culture of Rhodiola sachalinensis.
2003 Dec 5
Formation of benzoquinol moiety in cornoside by salidroside mono-oxygenase, a cytochrome P450 enzyme, from Abeliophyllum distichumcell suspension cultures.
2003 Jan
Determination of p-tyrosol and salidroside in three samples of Rhodiola crenulata and one of Rhodiola kirilowii by capillary zone electrophoresis.
2003 Sep
HPLC-MS/MS analysis of willow bark extracts contained in pharmaceutical preparations.
2005 Nov-Dec
Stimulating effect of adaptogens: an overview with particular reference to their efficacy following single dose administration.
2005 Oct
[Effects of salidroside on bone marrow matrix metalloproteinases of bone marrow depressed anemic mice].
2006 Dec
[Determination of salidroside and p-tyrosol in Hongjingtian for injection(freezing-dry) by SPE-HPLC].
2006 Jan
[Study on the extraction process for salidroside and p-tyrosol in Rhodiola crenulata].
2006 Nov
Adaptogenic and central nervous system effects of single doses of 3% rosavin and 1% salidroside Rhodiola rosea L. extract in mice.
2007 Jan
Salidroside production by hairy roots of Rhodiola sachalinensis obtained after transformation with Agrobacterium rhizogenes.
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
Activity of compounds from Chinese herbal medicine Rhodiola kirilowii (Regel) Maxim against HCV NS3 serine protease.
2007 Oct
Pharmacological studies on the sedative and hypnotic effect of salidroside from the Chinese medicinal plant Rhodiola sachalinensis.
2007 Sep
[Phenolic components from herbs of Dendrobium aphyllum].
2008 Dec
Salidroside protects cardiomyocyte against hypoxia-induced death: a HIF-1alpha-activated and VEGF-mediated pathway.
2009 Apr 1
Phytochemical characterization of an adaptogenic preparation from Rhodiola heterodonta.
2009 Aug
Cardioprotection of salidroside from ischemia/reperfusion injury by increasing N-acetylglucosamine linkage to cellular proteins.
2009 Jun 24
The in vitro and in vivo antiviral effects of salidroside from Rhodiola rosea L. against coxsackievirus B3.
2009 Mar
Phenolic compounds in ectomycorrhizal interaction of lignin modified silver birch.
2009 Sep 29
Protective role of salidroside against aging in a mouse model induced by D-galactose.
2010 Apr
Synergistic effects of rMSCs and salidroside on the experimental hepatic fibrosis.
2010 Aug
Iridoids from Fraxinus excelsior with adipocyte differentiation-inhibitory and PPARalpha activation activity.
2010 Jan
Salidroside induces cell-cycle arrest and apoptosis in human breast cancer cells.
2010 Jul 16
Short communication: Influence of pasteurization on the active compounds in medicinal plants to be used in dairy products.
2010 Jun
Neuroprotective effects of salidroside against beta-amyloid-induced oxidative stress in SH-SY5Y human neuroblastoma cells.
2010 Nov

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
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:45:03 GMT 2023
Edited
by admin
on Sat Dec 16 08:45:03 GMT 2023
Record UNII
M983H6N1S9
Record Status Validated (UNII)
Record Version
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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
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