ROSIRIDIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H28O7
Molecular Weight	332.3893
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)=CC[C@H](O)C(\C)=C\CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI

InChIKey=PBPYEEMQIFDGSQ-MOIFMYGASA-N

InChI=1S/C16H28O7/c1-9(2)4-5-11(18)10(3)6-7-22-16-15(21)14(20)13(19)12(8-17)23-16/h4,6,11-21H,5,7-8H2,1-3H3/b10-6+/t11-,12+,13+,14-,15+,16+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H28O7
Molecular Weight	332.3893
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11310675
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19168123

The genus Rhodiola (Crassulaceae) consists of nearly 200 species and among them Rhodiola rosea L. is the best known. The plant is indigenous to the arctic regions of eastern Siberia, but it is also found in the northern parts of Europe and Alaska. Similar to Siberian ginseng, the root of R. rosea is traditionally used as a tonic in Russia, and as an antidepressant and anti inﬂammatory drug. Rosiridin, a monoterpene, has mainly stimulant properties and elicits the greatest monoamine inhibitory effect. Rosiridin is noted as specifically inhibiting MAO-B to a significant extent (over 80%), and shows potential beneficial effect in depression and senile dementia.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Monoamine oxidase B 72 Target ID: CHEMBL2039 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19168123	Inhibitor 8297		5.38 null [pIC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Senile dementia 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19168123	Palliative		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Analysis of the marker compounds of Rhodiola rosea L. (golden root) by reversed phase high performance liquid chromatography.	2001 Apr	11310675
Monoamine oxidase inhibition by Rhodiola rosea L. roots.	2009 Mar 18	19168123
Rosenroot (Rhodiola rosea): traditional use, chemical composition, pharmacology and clinical efficacy.	2010 Jun	20378318
Mechanism of action of Rhodiola, salidroside, tyrosol and triandrin in isolated neuroglial cells: an interactive pathway analysis of the downstream effects using RNA microarray data.	2014 Sep 25	25172797

Sample Use Guides

In Vivo Use Guide

in rats: Eight rats were treated with Rhodiola rosea roots and rhizomes(28 mg/kg p.o.) containing rosavins (5.5%), salidroside (1.4%), rosin (0.8%), and rosiridin (5%).

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:46:03 GMT 2023` Edited by `admin` on `Sat Dec 16 08:46:03 GMT 2023`
Record UNII	71AL4K0H19
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ROSIRIDIN

Common Name

English

ROSIRIDIN (CONSTITUENT OF RHODIOLA ROSEA) [DSC]

Common Name

English

(-)-ROSIRIDIN

Common Name

English

ROSIRIDIN, (-)-

Common Name

English

.BETA.-D-GLUCOPYRANOSIDE, (2E,4S)-4-HYDROXY-3,7-DIMETHYL-2,6-OCTADIENYL

Systematic Name

English

(S)-ROSIRIDOL 1-O-.BETA.-D-GLUCOPYRANOSIDE

Systematic Name

English

ROSIRIDOL 1-O-.BETA.-D-GLUCOPYRANOSIDE

Systematic Name

English

6'-O-DEACETYLROSIRIDOSIDE C

Systematic Name

English

.BETA.-D-GLUCOPYRANOSIDE, (2E,4S)-4-HYDROXY-3,7-DIMETHYL-2,6-OCTADIEN-1-YL

Systematic Name

English

Code System Code Type Description

PUBCHEM

25068281