ImmunoCR
A repository of plant based immunomodulatory compounds
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Nutraceutical Profile

ImmunCR Id : ICR48
Chemical Name : Β-Cryptoxanthin
Plant Source : Actinidia deliciosa
Nutraceutical information : Edible, tangerines, red peppers, and pumpkin
Mode of administration : ---
Immunomodulatory mechanism : Anti-obesity (downregulates mrna expression of peroxisome proliferator-activated receptor gamma (pparγ) through retinoic acid receptor (RAR) activation); Anti-inflammatory (supress tnfα, IL-1β, and IL-6, and reduced expression tgfβ1, collagen type Iα1, and plasminogen activator inhibitor-1, ); Anti-cancer (lung Sirtuin 1 (SIRT1), p53, and rarβ reduced expression); Bone Health (express insulin-like growth factor 1 and transforming growth factor β1, transcription factor 2 (Runx2))
Description : It is a polar oxygenated carotenoid constituting one hydroxyl group at carbon-3 of the β ring with high abundance in serum and tissue having structure similarity to β-carotene, absorbed in the intestine through facilitative transport with assistance from enzyme scavenger receptor class B type 1 (SR-B1). They have high absorbance than other carotenoids. It is also by other names such as (3R)-β, β-caroten-3-ol, 3-hydroxy-β-carotene, physoxanthin, cryptoxanthol, cryptoxanthin, or cryptoxanthene

Chemical Structure Information

IUPAC Name (1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-3-en-1-ol
SMILES CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)O)C)C)C
Formula C40H56O
InchiKey DMASLKHVQRHNES-UHFFFAOYSA-N

Chemical Classification

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

Physicochemical properties

LogP 10.761
Molecular weight 552.872
Hydrogen Bond Acceptor 1
Hydrogen Bond Donor 1
Polar surface area 20.815
No. of rotatable bonds 10
Number of Aromatic Rings 0
Number of rings 2

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

  • Antioxidant

References

    1. https://doi.org/10.1002/fft2.129
    2. https://doi:10.1007/s40495-019-00168-7
    3. https://doi.org/10.1093/nutrit/nuv064


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