ImmunoCR
A repository of plant based immunomodulatory compounds
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Nutraceutical Profile

ImmunCR Id : ICR138
Chemical Name : Astaxanthin
Plant Source : Algae, yeast, salmon, trout, krill, shrimp and crayfish
Nutraceutical information : Used as a dieatry supplement
Mode of administration : Tablet, Liquid
Immunomodulatory mechanism : Astaxanthin modulates the production of T helper 1 cytokines, such as IL-2, as well as IFN-γ, without causing significant cytotoxic effects in primary cultured lymphocytes. In addition, astaxanthin enhanced LPS- induced immune responses by stimulating production of cytokines, as well as enhancing Con A-induced IL-2 production
Description : Astaxanthin is a natural and synthetic xanthophyll and nonprovitamin A carotenoid, with potential antioxidant, anti-inflammatory and antineoplastic activities. Upon administration, astaxanthin may act as an antioxidant and reduce oxidative stress, thereby preventing protein and lipid oxidation and DNA damage. By decreasing the production of reactive oxygen species (ROS) and free radicals, it may also prevent ROS-induced activation of nuclear factor-kappa B (NF-kB) transcription factor and the production of inflammatory cytokines such as interleukin-1beta (IL-1b), IL-6 and tumor necrosis factor-alpha (TNF-a). In addition, astaxanthin may inhibit cyclooxygenase-1 (COX-1) and nitric oxide (NO) activities, thereby reducing inflammation. Oxidative stress and inflammation play key roles in the pathogenesis of many diseases, including cardiovascular, neurological, autoimmune and neoplastic diseases.

Chemical Structure Information

IUPAC Name (6S)-6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxocyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethylcyclohex-2-en-1-one
SMILES CC1=C(C(C[C@@H](C1=O)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(C(=O)[C@H](CC2(C)C)O)C)C)C)/C)/C
Formula C40H52O4
InchiKey MQZIGYBFDRPAKN-UWFIBFSHSA-N

Chemical Classification

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

Physicochemical properties

LogP 8.421
Molecular weight 596.838
Hydrogen Bond Acceptor 4
Hydrogen Bond Donor 2
Polar surface area 76.232
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

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References

    1. https://doi.org/10.3390/ijms17010044


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