ImmunoCR
A repository of plant based immunomodulatory compounds
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Nutraceutical Profile

ImmunCR Id : ICR44
Chemical Name : Catechin
Plant Source : Pericarpium
Nutraceutical information : Edible, apples, blueberries, gooseberries, grape seeds, kiwi, strawberries, green tea, red wine, beer, cacao liquor, chocolate, cocoa
Mode of administration : ---
Immunomodulatory mechanism : Antioxidant (electron/proton donating capacity in (1)-catechin and its radical scavenging antioxidant activity influencing the deprotonation of the catechol group; inhibiting major enzymes involved in lipid biosynthesis, reducing intestinal lipid absorption, activates endothelial nitric oxide, regulating of vascular tone), ROS scavenger, anti inflammatory (significantly decreased the levels of nitric oxide (NO), TNF-α, and IL-1β mrna; prevention of atherosclerosis progression due to vascular anti-inflammatory action, and the inhibition of vascular cell growth factors involved in atherosclerosis; decreased production of malondialdehyde activity (MDA) of the platelets), , protects against ulcerative colitis, neuroprotective; receptor tyrosine kinase inhibition; Inhibition of thrombogenesis by suppressing platelet adhesion.
Description : A flavan-3-ol, secondary metabolite, possessing two benzene rings, a C ring with hydroxyl on carbon 3.

Chemical Structure Information

IUPAC Name  (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 
SMILES C1[C@@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O
Formula C15H14O6
InchiKey PFTAWBLQPZVEMU-DZGCQCFKSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class Flavonoids
Subclass Flavans

Physicochemical properties

LogP 2.021
Molecular weight 290.268
Hydrogen Bond Acceptor 6
Hydrogen Bond Donor 5
Polar surface area 113.007
No. of rotatable bonds 1
Number of Aromatic Rings 2
Number of rings 3

ADMET Properties

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

Other Biological Properties

  • Anticarcinogenic, antitumorigenic, antimutagenic, chemopreventive, antiproliferative, antidiabetic, anti-allergic, antihypertensive, antiplatelet, anti-obesity, hypocholesterolemic.

References

    1. https://doi.org/10.1002/fft2.129
    2. https://doi.org/10.3390/molecules24030528
    3. https://doi.org/10.1016/B978-0-12-398456-2.00021-9


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