ImmunoCR
A repository of plant based immunomodulatory compounds
ImmunoCR
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Nutraceutical Profile

ImmunCR Id : ICR102
Chemical Name : Chavicine
Plant Source : Piper cubeba
Nutraceutical information : Edible, Black pepper
Mode of administration : Oral
Immunomodulatory mechanism : ---
Description : Chavicine is a geometric isomer of piperine, have different structure with same molecular formula. It is responsible for the sharp fragrance of fresh ground pepper. Upon storage and loss of its sharp smell, chavicine is converted to piperine.

Chemical Structure Information

IUPAC Name (2Z,4Z)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
SMILES C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3
Formula C17H19NO3
InchiKey MXXWOMGUGJBKIW-UHFFFAOYSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Alkaloids and derivatives
Class ---
Subclass ---

Physicochemical properties

LogP 2.864
Molecular weight 285.338
Hydrogen Bond Acceptor 3
Hydrogen Bond Donor 0
Polar surface area 38.513
No. of rotatable bonds 3
Number of Aromatic Rings 1
Number of rings 3

ADMET Properties

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

Other Biological Properties

  • ---

References

    1. https://doi.org/10.13040/IJPSR.0975-8232.12(10).5229-37
    2. https://www.researchgate.net/publication/236142099_Significance_of_pharmacokinetics_of_Marich_Piper_nigrum_L_as_a_possible_marker_and_bioavailability_enhancer_of_Ayurvedic_Formulations


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