ImmunCR Id : | ICR15 |
Chemical Name : | Punicalagin |
Plant Source : | Punica granatum |
Nutraceutical information : | Edible, Highest occurance in Punica granatum, Terminalia catappa, fruits, peel (pericarp), seeds, flowers, leaves and bark, as well as in the fruits of myrobalan (Terminalia chebula), leaves of yellow wood (Terminalia oblongata) |
Mode of administration : | Orally |
Immunomodulatory mechanism : | Antiproliferative activity against tumor cells through inhibition of cell proliferation and induction of apoptosis via upregulation of Bax; Casp-3 and 9; cytochrome C; ROS; cytosolic STAT-3, p53; cytosolic NF-κb-p65, downregulation of Bcl-2; Jak-1; nuclear STAT-3, nuclear NF-κb-p65; Induction of apoptosis-independent cell death via autophagy through the activation of MAPK and inhibition of mtor signaling via upregulating LC3-II conversion, beclin-1; phosphorylated ERK 1/2 and p38 and downregulating p62; phosphorylated p70, S6, and 4E-BP1 ; anti-inflammatory action through inhibiting the production of tumor necrosis factor alpha (TNF)-α and interleukin (IL)-1β or IL-6 by macrophages in primary human chondrocytes; suppresses NF-kb and MAPK signaling pathways to suppress NO, TNF-α and IL-6; suppresses various signaling pathways, including NF-kβ, MAPK, Bcl-XL and LKB1-AMPK-p27 |
Description : | It is an ellagitannin polyphenolic compound existing as alpha and beta forms in pomegranate, Indian Almond capable of immunosuppresive actions and anti-cancer abilities through different signalling pathways. |
IUPAC Name | (1R,35R,38R,55S)-6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.04,9.010,19.013,18.016,25.017,22.026,31.038,55.041,46.047,52]pentapentaconta-4,6,8,10,12,16,18,22,24,26,28,30,41,43,45,47,49,51-octadecaene-3,15,20,32,40,53-hexon |
SMILES | C1C2C(C3C(C(O2)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O3)O)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C8C9=C7C(=O)OC2=C(C(=C(C3=C(C(=C(C=C3C(=O)O1)O)O)O)C(=C92)C(=O)O8)O)O)O)O)O)O)O |
Formula | C48H28O30 |
InchiKey | ZJVUMAFASBFUBG-UHFFFAOYSA-N |
Kingdom | Organic compounds |
Superclass | Phenylpropanoids and polyketides |
Class | Tannins |
Subclass | Hydrolyzable tannins |
LogP | 3.405 |
Molecular weight | 1084.72 |
Hydrogen Bond Acceptor | 30 |
Hydrogen Bond Donor | 17 |
Polar surface area | 520.179 |
No. of rotatable bonds | 0 |
Number of Aromatic Rings | 6 |
Number of rings | 11 |
Absorption level | Very low |
Solubility level | Very Soluble |
Blood Brain Barrier | Undefined |
Plasma protein binding | Non-Binder |
CYP2D6 inhibition | Non-Inhibitor |