ImmunoCR
A repository of plant based immunomodulatory compounds
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Nutraceutical Profile

ImmunCR Id : ICR109
Chemical Name : Myricetin
Plant Source : Carica papaya L.
Nutraceutical information : Edible, Berries, honey, red wine
Mode of administration : ---
Immunomodulatory mechanism : Antioxidant (inhibits hydroxyl free radicals, DNA strand breakage via SIN-1 pathway, peroxyl radicals, activates P13K/Akt, MAPK pathways, upregulates SOD (superoxide dismutase), CAT (catalase), glutathione, regulates Nrf-2 pathway, downregulates galvinoxyl radicals, malondialdehyde ); Apoptosis (activates LATS1/2, downregulates YAP expression, downregulates Bcl-2, Bcl-xl, upregulates Bad, Bax, NDPK (nucleoside diphophate kinase)); Anti-photoaging (downregulates Raf-kinase, MMP-9, COX-2, phophorylation of MEK and ERK, inhibits JNK signaling pathway, NF-kb pathway, AP-1 (activator protein-1); Anti-cancer (downregulates MEK, MKK4, Akt, JNK1 kinases, MMP-9, MMP-14, VEGF, MMP-2, VEGFR2, inhibits JAK1/STAT3 signaling pathway, STAT3 phosphorylation, upregulates CYP1A1, G2/M phase cell cycle (arrest via increase of GADD45β, 14-3-3σ and decrease of cyclin dependent kinase cdc, cyclin B1)); Anti-inflammatory (inhibits NF-kb activation, IL-8, IL-6, MMP-3, COX-2, inos, PGE2, AKT, ERK-1/2, p38, TNF-α, IL-1β, csrc signaling); Anti-diabetic (inhibits α-Amy (alpha-amylase), α-Gls (alpha-glucosidase), CDK5-p66Shc signaling, ERS); Neuroprotective (inhibits ache (acetylcholinestrase), NO, TNF-α, upregulates brdu (5-bromo-2′-deoxyuridine)/neun (neuron nuclei), BDNF (brain-derived neurotropic factor), mtorc1, TH (tyrosine hydroxylase), 6-OHDA (6-hydroxydopamine), downregulates ACTH (adrenocorticotropic hormone))
Description : MYR, 3, 5, 7, 3′, 4′, 5′-hexahydroxyflavonol is a polyhydroxyflavanol compound soluble in polar solvents like methanol, acetonitrile with yellow crystalline presence. It can be found abundantly in Myricaeae, Leguminosae family.

Chemical Structure Information

IUPAC Name 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
SMILES C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
Formula C15H10O8
InchiKey IKMDFBPHZNJCSN-UHFFFAOYSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class Flavonoids
Subclass Flavones

Physicochemical properties

LogP 1.388
Molecular weight 318.235
Hydrogen Bond Acceptor 8
Hydrogen Bond Donor 6
Polar surface area 151.123
No. of rotatable bonds 1
Number of Aromatic Rings 2
Number of rings 3

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

  • Anti-microbial, anti-obesity, gastroprotective, anti-pulmonary

References

    1. https://doi.org/10.13040/IJPSR.0975-8232.12(10).5229-37
    2. https://doi.org/10.1016/j.biopha.2020.111017
    3. https://doi.org/10.3390/nu8020090


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