ImmunoCR
A repository of plant based immunomodulatory compounds
ImmunoCR
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Nutraceutical Profile

ImmunCR Id : ICR54
Chemical Name : Ferulic acid
Plant Source : Carica papaya
Nutraceutical information : Edible, High content in Sasa albomarginata (Kumazasa a bamboo), popcorn, whole grain foods.
Mode of administration : Oral
Immunomodulatory mechanism : Antioxidant (reduced ROS production, inhibit production of ages (advanced glycation end products), xanthine oxidase, NO production, increases CAT, SOD, elevates HO-1 levels via Nrf2 pathway, activates PI3K/Akt pathway); Antidiabetic (inhibits Aldose reductase, (AR), acetylcholine (ach), downregulates TGF-β1); Anti-inflammatory (downregulates inos, IL-6, IL-8, COX-2, TNF-α, IL-1β, SCR, BUN, inhibit VCAM-1, ICAM-1 through JNK signaling pathway, inhibits Mac-1, p38 MAPK CYP2E1, TLR4, activates PPAR γ); Neuroprotective (downregulates NF-κb, NLRP3 inflammasone, upregulates Ddc, Pppp1r1b gene expression); Cardioprotective (Endothelin receptor antagonist, inactivates ERK1/2, JNK, reduced cyclin D1 expression, increase VEGF (vascular endothelial growth factor), PDGF (platelet derived growth factor), HIF-1α mrna); Anti-fibrosis (inhibits excessive collagen accumulation, TGF-β/Smad signal transduction, MMP-2, MMP-9, regulates mmps/timps pathway); Anti-apoptotic (increases Bcl-2 expression, reduced Bax, GFAP, cytochrome c, Caspase-3, tbid (BH3 death agonist), JNK expression); Anti-platelet (inhibit thrombin, arachidonic acid (AA), ADP (adenosine diphosphate),collagen, reduce P-selectin expression)
Description : A bioactive phenolic acid substance with wide abundance in the umbrella family like reed root, rhizoma spargani, etc. Occuring in both cis and trans forms with structure 4-hyroxy-3-methoxycinnamic and cross-linked with a polysaccharide and lignin to form parts of cell wall. It rarely exists freely in the enviornment.

Chemical Structure Information

IUPAC Name  (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid  
SMILES COC1=C(C=CC(=C1)/C=C/C(=O)O)O
Formula C10H10O4
InchiKey KSEBMYQBYZTDHS-HWKANZROSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class Cinnamic acids and derivatives
Subclass Hydroxycinnamic acids and derivatives

Physicochemical properties

LogP 1.669
Molecular weight 194.184
Hydrogen Bond Acceptor 4
Hydrogen Bond Donor 2
Polar surface area 67.861
No. of rotatable bonds 3
Number of Aromatic Rings 1
Number of rings 1

ADMET Properties

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

Other Biological Properties

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References

    1. https://doi.org/10.1002/fft2.129
    2. https://doi:10.1016/j.lfs.2021.119921
    3. https://doi: 10.1155/2022/8454865.  


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