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Rosavin

CAT: 0804-HY-N0507-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-N0507-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Rosavin, an orally bioactive phenylpropanoid from Rhodiola rosea L. (RRL), is an adaptogen that enhances the body’s response to environmental stress. Rosavin significantly influences bone tissue metabolism by inhibiting osteoclastogenesis and promoting osteoblast differentiation, also impacts various diseases, demonstrating antidepressant, adaptogenic, and anxiolytic effects in mouse models. Additionally, Rosavin improves survival, reducing intestinal damage in irradiated rats and Ischemia-reperfusion (I/R) -induced cerebral injury in vivo by regulating inflammation and oxidative stress, making it a promising candidate for research in radiation-induced intestinal injury, I/R-induced cerebral injury and osteoporosis[1][2][3][4].
CAS Number
84954-92-7
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Interleukin Related; TNF Receptor
Type
Natural Products
Related Pathways
Apoptosis; Immunology/Inflammation
Applications
Neuroscience-Neuromodulation
Field of Research
Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/rosavin.html
Purity
99.99
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : 50 mg/mL (ultrasonic)
Smiles
O[C@@H]([C@H](O)[C@H]1O)[C@H](O[C@H]1OC/C=C/C2=CC=CC=C2)CO[C@H](OC[C@H](O)[C@@H]3O)[C@@H]3O
Molecular Formula
C20H28O10
Molecular Weight
428.43
Precautions
H302, H315, H319, H335
References & Citations
[1]Weijie Zhou, et al. The Protective Effect of Rosavin from Rhodiola rosea on Radiation-Induced Intestinal Injury[J]. Chem. Biodiversity. 2020 October 22, 17, e2000652.|[2]Liu QH, et al. Rosavin Alleviates LPS-Induced Acute Lung Injure by Modulating the TLR-4/NF-κB/MAPK Singnaling Pathways[J]. Int J Mol Sci. 2024 Feb 3;25 (3) :1875. |[3]Zou H, et al. Rosavin protects the blood-brain barrier against ischemia/reperfusion-induced cerebral injury by regulating MAPK-mediated MMPs pathway[J]. Clin Exp Pharmacol Physiol. 2023 Aug;50 (8) :664-676.|[4]Wojdasiewicz P, et al. The Role of Rosavin in the Pathophysiology of Bone Metabolism[J]. Int J Mol Sci. 2024 Feb 9;25 (4) :2117.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Rosavin

Rosavin is an O-acyl carbohydrate.

CAS Number84954-92-7
PubChem CID9823887
IUPAC Name(2R,3R,4S,5S,6R)-2-[(E)-3-phenylprop-2-enoxy]-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
Molecular FormulaC20H28O10
Molecular Weight428.4
XLogP-2
Topological Polar Surface Area158
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Heavy Atom Count30
Formal Charge0
Complexity540
SMILES
C1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC/C=C/C3=CC=CC=C3)O)O)O)O)O)O
InChI
InChI=1S/C20H28O10/c21-12-9-28-19(17(25)14(12)22)29-10-13-15(23)16(24)18(26)20(30-13)27-8-4-7-11-5-2-1-3-6-11/h1-7,12-26H,8-10H2/b7-4+/t12-,13+,14-,15+,16-,17+,18+,19-,20+/m0/s1
InChIKey
RINHYCZCUGCZAJ-IPXOVKFZSA-N
Chemical Structure
2D Structure
2D structure of Rosavin
CAS: 84954-92-7
CID: 9823887
Formula: C20H28O10
MW: 428.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight428.4
XLogP3-2
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Exact Mass428.16824709
Monoisotopic Mass428.16824709
Topological Polar Surface Area158 Ų
Heavy Atom Count30
Formal Charge0
Complexity540
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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