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Rhodiolin

CAT: 0804-HY-N6841-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N6841-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Rhodiolin, a flavonoid, is an orally active glucose 6-phosphate isomerase (GPI) inhibitor. Rhodiolin inhibits papillary thyroid cancer (PTC) by targeting glycolysis enzyme glucose 6-phosphate isomerase GPI and suppressing PI3K/AKT/mTOR phosphorylation and induce apoptosis. Rhodiolin as a NS2B-NS3 protease inhibitor can disrupt dengue viral replication. Rhodiolin is also a potential candidate for developing anticancer strategies inhibiting CK1ε kinase. Rhodiolin can be used for the study of anti-tumor and anti-viral [1][2][3].
CAS Number
86831-53-0
UNSPSC
12352005
Target
Akt; Apoptosis; Casein Kinase; Flavivirus; Glucose-6-Phosphate Isomerase (GPI) ; mTOR; PI3K; Virus Protease
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; PI3K/Akt/mTOR; Stem Cell/Wnt
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/rhodiolin.html
Purity
98.92
Solubility
10 mM in DMSO
Smiles
O=C1C2=C(O)C=C(O[C@H](C3=CC(OC)=C(O)C=C3)[C@@H](CO)O4)C4=C2OC(C5=CC=C(O)C=C5)=C1O
Molecular Formula
C25H20O10
Molecular Weight
480.42
References & Citations
[1]Bo J, et al. Rhodiolin inhibits the PI3K/AKT/mTOR signaling pathway via the glycolytic enzyme GPI in human papillary thyroid cancer. Phytomedicine. 2024 Sep;132:155804.|[2]Hakami MA, et al. Identification of potential casein kinase I isoform epsilon inhibitors from phytoconstituents: implications for targeted anticancer therapeutics. J Biomol Struct Dyn. 2025 Apr 29:1-13. |[3]Purohit P, et al. Targeting the DENV NS2B-NS3 protease with active antiviral phytocompounds: structure-based virtual screening, molecular docking and molecular dynamics simulation studies. J Mol Model. 2022 Oct 24;28 (11) :365.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Akt; CK1; mTOR; PI3K

Chemical Information

Rhodiolinin

Rhodiolin has been reported in Rhodiola fastigiata and Rhodiola rosea with data available.

CAS Number86831-53-0
PubChem CID14778358
IUPAC Name(2R,3R)-6,8-dihydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-9-(4-hydroxyphenyl)-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-7-one
Molecular FormulaC25H20O10
Molecular Weight480.4
XLogP3.1
Topological Polar Surface Area155
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Heavy Atom Count35
Formal Charge0
Complexity808
SMILES
COC1=C(C=CC(=C1)[C@@H]2[C@H](OC3=C(O2)C=C(C4=C3OC(=C(C4=O)O)C5=CC=C(C=C5)O)O)CO)O
InChI
InChI=1S/C25H20O10/c1-32-16-8-12(4-7-14(16)28)22-18(10-26)34-24-17(33-22)9-15(29)19-20(30)21(31)23(35-25(19)24)11-2-5-13(27)6-3-11/h2-9,18,22,26-29,31H,10H2,1H3/t18-,22-/m1/s1
InChIKey
POVCYOFRCMBMKD-XMSQKQJNSA-N
Chemical Structure
2D Structure
2D structure of Rhodiolinin
CAS: 86831-53-0
CID: 14778358
Formula: C25H20O10
MW: 480.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight480.4
XLogP33.1
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Exact Mass480.10564683
Monoisotopic Mass480.10564683
Topological Polar Surface Area155 Ų
Heavy Atom Count35
Formal Charge0
Complexity808
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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