ImmunoCR
A repository of plant based immunomodulatory compounds
ImmunoCR
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Nutraceutical Profile

ImmunCR Id : ICR113
Chemical Name : Phloridzin
Plant Source : Malus domestica
Nutraceutical information : Edible, Highest content found in dried Mexican oregano, Apple, strawberry, pomegranate juice
Mode of administration : ---
Immunomodulatory mechanism : Anti-diabetic (inhibits Na/glucose cotransporter 1, SGLT1 (sodium glucose cotransporter 1), SGLT2, PTP-MEG2 (megakaryocyte protein kinase phosphatase 2), upregulates phosphorylation of Akt, MAPK); Antioxidant (inhibits ROS, upregulates SOD); Antiaging (upregulates SIRT1); Hepatoprotective (downregulates LDH (lactate dehydrogenase), AST, ALT, TNF-ꭤ, COX-2, nitrite, TBARS (thiobarbituric acid reactive substance), caspase-3, upregulates GSH, TAC (total antioxidant capacity), CAT, GST (glutathione S-transferase), SOD)
Description : Phloridzin, phloretin-2′-β-d-glucopyranoside is a polyphenolic secondary metabolite and is a dihydrochalcone phloretin glucoside with a solid white presence.

Chemical Structure Information

IUPAC Name 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one  
SMILES C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)O
Formula C21H24O10
InchiKey IOUVKUPGCMBWBT-UHFFFAOYSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class Flavonoids
Subclass Flavonoid glycosides

Physicochemical properties

LogP 0.827
Molecular weight 436.409
Hydrogen Bond Acceptor 10
Hydrogen Bond Donor 7
Polar surface area 180.869
No. of rotatable bonds 7
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

  • ---

References

    1. https://doi.org/10.4103/2225-4110.139111
    2. https://doi:10.1017/S0007114520000033
    3. https://doi:10.1271/bbb.100774 


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