ImmunoCR
A repository of plant based immunomodulatory compounds
ImmunoCR
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Nutraceutical Profile

ImmunCR Id : ICR40
Chemical Name : Gallocatechin
Plant Source : Punica granatum
Nutraceutical information : Edible, found in: fresh tea leaves and unfermented green tea, pomegrenate.
Mode of administration : Oral
Immunomodulatory mechanism : It protects skin from UVB-induced photodamages by improving skin elasticity and collagen fibers, and inhibiting aberrations in mitochondria and formation of melanosomes; free radical scavenging activity; antioxidant effect of GCG due to inhibition of phosphorylation of ERK (extracellular signal-regulated kinase) and JNK (c-Jun N-terminal kinases) leading to suppression of neurocytotoxicity caused by glutamate in HT22 cells, wound healing.
Description : A flavan substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7, containing d-glucopyranoside and biflavanol gallocatechin- [4-O-7]-epigallocatechin.

Chemical Structure Information

IUPAC Name (2R,3S)-2-(3,4,5-trihydroxyphenyl)-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)O
Formula C15H14O7
InchiKey XMOCLSLCDHWDHP-SWLSCSKDSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class Flavonoids
Subclass Flavans

Physicochemical properties

LogP 1.779
Molecular weight 306.267
Hydrogen Bond Acceptor 7
Hydrogen Bond Donor 6
Polar surface area 133.823
No. of rotatable bonds 1
Number of Aromatic Rings 2
Number of rings 3

ADMET Properties

Absorption level Moderate
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/10.1002/fft2.129
    2. https://doi.org/10.1038/s41598-022-05305-9
    3. https://doi:10.1179/135100002125000172
    4. https://doi.org/10.1371/journal.pone.0268505


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