ImmunoCR
A repository of plant based immunomodulatory compounds
ImmunoCR
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Nutraceutical Profile

ImmunCR Id : ICR65
Chemical Name : Artemisinin
Plant Source : Artemisia annua L
Nutraceutical information : ---
Mode of administration : Oral, intramuscular, Rectal
Immunomodulatory mechanism : Anti-cancer (inhibits NF-κb, Wnt/β-catenin pathway, downregulates VEGF (vascular endothelial growth factor), upregulates ROS, caspase 3, 9 and 8, Bak, Smac, AIF, reduced LMVD (lymphatic microvessel density)); Anti-proliferative (G1, G2/M cell cycle arrest, downregulate p-Akt, GSK3β (p-glycogen synthase kinase 3 beta), downregulates protein and mrna expression of PCNA(proliferating cell nuclear antigen)); Anti-inflammatory (downregulates ige, IL-10,4,5, IL-1β, TNF, ifnγ, histamine, upregulates Treg (regulatory T))
Description : Artemisinin, a sesquiterpene lactone having an endoperoxide moeity that reacts with heme acting against malaria parasites by forming free radicals.

Chemical Structure Information

IUPAC Name (1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one  
SMILES CC1CCC2C(C(=O)OC3C24C1CCC(O3)(OO4)C)C
Formula C15H22O5
InchiKey BLUAFEHZUWYNDE-UHFFFAOYSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Terpene lactones

Physicochemical properties

LogP 1.998
Molecular weight 282.332
Hydrogen Bond Acceptor 5
Hydrogen Bond Donor 0
Polar surface area 53.021
No. of rotatable bonds 0
Number of Aromatic Rings 0
Number of rings 4

ADMET Properties

Absorption level Good
Solubility level Very Soluble
Blood Brain Barrier Medium
Plasma protein binding Non-Binder
CYP2D6 inhibition Non-Inhibitor

Other Biological Properties

  • ---

References

    1. https://doi: 10.1016/B978-0-12-394591-4.00004-0
    2. https://doi.org/10.1016/j.phrs.2020.104901
    3. https://doi.org/10.1007/s10637-012-9873-z


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