ImmunoCR
A repository of plant based immunomodulatory compounds
ImmunoCR
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Nutraceutical Profile

ImmunCR Id : ICR103
Chemical Name : Mangiferin
Plant Source : Mangifera indica L.
Nutraceutical information : Edible, Mango, honeybush tea
Mode of administration : Intravenous, Oral
Immunomodulatory mechanism : Antioxidant (inhibits lipid peroxidation, 2-deoxyribose, upregulates superoxide radical scavenging); Anti-inflammatory (upregulates TNF-α, NO, downregulates NF-kb, JAK-STAT1/3 pathway) Anti-Alzheimer (inhibits ache, 5-LOX enzyme); Brain ischemia (upregulates SOD, GSH, IL-10, downregulates malondialdehyde, IL-1β, TNF-α); Hepatoprotective (activates Nrf2, inhibits NLRP3 activation); Anti-Diabetic (inhibits protein tyrosine phosphatase 1B, isomaltase, glucoside anzyme, sucrase, maltase); Anti-cancer (inhibits COX-2, VEGF-A, phosphorylation of (mapks 38, ERK (Extracellular signal-Regulated kinase), JNK), upregulates pparү mrna expression, TGF-β, igm, igg, cytochrome C release, FADD (FAS associated Death Domain), Bax, caspase-3,-6,-8,-9, PARP (poly (ADP-ribose) polymerase), G2/M phase cell cycle arrest, downregulates iga, β-catenin pathway, MMP-7, MMP-9, Bcl-2, XIAP, Bcl-xl)
Description : Magniferin, 1,3,6,7-tetrahydroxyxanthone-C2-β-d glucoside is a poyphenolic secondary metabolite from class xanthone of Gentianaceae family, potential ability to pave way for modification of other drugs following Lipinki's rule . It comprises of two rings, the ring A is acetate derived and ring B is shikimate derived. It has a presence of solid yellow crystalline with poor solubility, thus, limiting its usage as a potential therapeutic in clinical use.

Chemical Structure Information

IUPAC Name 1,3,6,7-tetrahydroxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one  
SMILES C1=C2C(=CC(=C1O)O)OC3=C(C2=O)C(=C(C(=C3)O)C4C(C(C(C(O4)CO)O)O)O)O
Formula C19H18O11
InchiKey AEDDIBAIWPIIBD-UHFFFAOYSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Benzopyrans
Subclass 1-benzopyrans

Physicochemical properties

LogP -0.396
Molecular weight 422.34
Hydrogen Bond Acceptor 11
Hydrogen Bond Donor 8
Polar surface area 201.684
No. of rotatable bonds 2
Number of Aromatic Rings 2
Number of rings 4

ADMET Properties

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

Other Biological Properties

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References

    1. https://doi.org/10.13040/IJPSR.0975-8232.12(10).5229-37
    2. https://doi:10.1002/biof.1308 
    3. https://doi.org/10.3390/nu8070396


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