ImmunoCR
A repository of plant based immunomodulatory compounds
ImmunoCR
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Nutraceutical Profile

ImmunCR Id : ICR18
Chemical Name : Oleanolic acid 3-O-glucuronides
Plant Source : Calendula officinalis
Nutraceutical information : ---
Mode of administration : ---
Immunomodulatory mechanism : Antipruritic effect, Immunomodulatory activity Improve cytokine production, antifungal, antibacterial
Description : Saponins of oleanolic acid with different constituents of glucose or xylose containing acetal and dioxolane-type substituents

Chemical Structure Information

IUPAC Name 6-[(8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES O=C(O)C12CCC(C)(C)CC2C2=CCC3C(C)(CCC4C(C)(C)C(OC5OC(C(O)C(O)C5O)C(=O)O)CCC34C)C2(C)CC1
Formula C36H56O9
InchiKey IUCHKMAZAWJNBJ-UHFFFAOYSA-N

Chemical Classification

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Terpene glycosides

Physicochemical properties

LogP 4.828
Molecular weight 632.824
Hydrogen Bond Acceptor 9
Hydrogen Bond Donor 5
Polar surface area 156.539
No. of rotatable bonds 4
Number of Aromatic Rings 0
Number of rings 6

ADMET Properties

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

Other Biological Properties

  • Cytotoxic, antitumor, antioxidant, anti-inflamatory, anti-HIV, acetyl cholinesterase, alpha-glucosidase, antimicrobial, hepatoprotective, anti-inflammatory, antipruritic, spasmolytic activity, anti-angiogenic, antiallergic, antiviral and immunomodulatory activities

References

    1. https://doi.org/10.1016/j.biopha.2020.110959
    2. https://doi.org/10.1080/14756360701633187
    3. https://doi.org/10.1021/jf303952x
    4. https://doi.org/10.1016/j.biopha.2020.110959


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