ImmunoCR
A repository of plant based immunomodulatory compounds
ImmunoCR
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Nutraceutical Profile

ImmunCR Id : ICR117
Chemical Name : Cyanidin
Plant Source : Vaccinium myrtillus
Nutraceutical information : Edible, Blackberry, cabbage, black grapes
Mode of administration : Oral
Immunomodulatory mechanism : Bone protective (inhibits RANKL (receptor activator of nuclear factor-kb ligand) for osteoclastogenesis in a dose dependent manner via upregulating LXR-β, JAK/STAT signaling, upregulates Sirt6 expression, collagen II protein expression, downregulates ADAMTS5, p38 MAPK, p-HSP27, CXCR4, MMP13, CCR7, IL-17); Antioxidant (inhibits NO, inos); Anti-inflammatory (inhibits COX-2, PGE2, IL-1β, NF-kb p65, TNF-α, iκbα downregulates IL-6); Anti-cancer (upregulates caspase-3 cleavage, G0/G1 phase cell cycle arrest, EGR1, inhibits E-cadherin, downregulates SPEW1, HIF2A, Ki67); Antioxidant (inhibits ROS generation); Anti-apoptosis (downregulates Bax, Nrf2/ARE signaling pathway, caspase-3,-9 expression, ERK phosphorylation, upregulates Bcl-2, inhibits Bak)
Description : Cyanidin is an anthocyanin with potential therapeutic effects.

Chemical Structure Information

IUPAC Name 2-(3,4-dihydroxyphenyl)chromenylium-3,5,7-triol  
SMILES C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2O)O)O)O)O
Formula C15H11O6+
InchiKey VEVZSMAEJFVWIL-UHFFFAOYSA-O

Chemical Classification

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class Flavonoids
Subclass Hydroxyflavonoids

Physicochemical properties

LogP 3.038
Molecular weight 287.244
Hydrogen Bond Acceptor 5
Hydrogen Bond Donor 5
Polar surface area 116.631
No. of rotatable bonds 1
Number of Aromatic Rings 3
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

  • Neuroprotective

References

    1. https://doi.org/10.4103/2225-4110.139111
    2. https://doi.org/10.1002/jcp.24916
    3. https://doi:10.1039/c9fo00742c 


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