| ImmunCR Id : | ICR4 |
| Chemical Name : | Resveratrol |
| Plant Source : | Vaccinium sect Cyanococcus |
| Nutraceutical information : | Edible, Polygonum cuspidatum is the richest natural source, red wine, blueberries, grapes, mulberries, peanuts, groundnuts, rhubarb |
| Mode of administration : | Nasal sprays, Oral |
| Immunomodulatory mechanism : | Anticancer (increased IFN-γ, reprogramming M2 phenotype; inhibiting production of IL-10 of monocyte chemoattractant protein-1 (MCP-1) in M2 macrophages, promoted TGF β1 production), anti-inflammation (inhibit inflammatory factors by activating Sirt1; inhibition of enzymes involved in producing eicosanoids contribute to the anti-inflammation properties), anti-obesity (reducing depots of epididymal, inguinal and retroperitoneal white adipose tissue), anti-diabetic ( bind with sulfonylurea receptor (SUR), blocks pancreatic ATP-sensitive K+ channels); suppresses toll-like receptor (TLR) and pro-inflammatory genes expression; inhibit proliferation of spleen cells induced by concanavalin A (cona), interleukin-2 (IL-2), or alloantigens, prevent production of IL-2 and interferon-gamma (ifnγ) by lymphocytes and production of tumor necrosis factor alpha (TNF-α) or IL-12 by macrophages; activation of macrophage, T cell and natural killer (NK), CD4+ CD25+ regulatory T cell suppressive functions; inhibit cyclooxygenase (COX); inhibits p300 expression and promotes inhibitor protein-κbα (ikbα) degradation; inhibits TANK-binding kinase1 (TBK1) and receptor-interacting protein 1 (RIP1) in toll-interleukin-1 receptor domain; prevent increase of acetylated α-tubulin caused by mitochondrial damage in macrophages stimulated with inducers of the nod-like receptor family, pyrin domain containing 3 (NLRP3) inflammasome; prevented LPS (lipopolysacc.) Effect by decreasing CD14 and IRAK1; modulates the immune response by influencing cellular prostaglandin E2 (PGE2) levels; enhance the expression of IL-1β and IL-6 in the peripheral blood lymphocytes (pbls); targets sirtuin, adenosine monophosphate kinase, nuclear factor-κb, inflammatory cytokines, anti-oxidant enzymes. |
| Description : | Resveratrol is categorised as a stillbenoid, with a scientific name 3,5,4′-trihydroxy- trans -stilbene also a natural phenol and a phytoalexin produced by a plant under threat or injury caused by outside factors like bacteria, fungi. |
| IUPAC Name | 5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol |
| SMILES | C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O)O)O |
| Formula | C14H12O3 |
| InchiKey | LUKBXSAWLPMMSZ-OWOJBTEDSA-N |
| Kingdom | Organic compounds |
| Superclass | Phenylpropanoids and polyketides |
| Class | Stilbenes |
| Subclass | Stilbenes |
| LogP | 3.09 |
| Molecular weight | 228.243 |
| Hydrogen Bond Acceptor | 3 |
| Hydrogen Bond Donor | 3 |
| Polar surface area | 62.446 |
| No. of rotatable bonds | 2 |
| Number of Aromatic Rings | 2 |
| Number of rings | 2 |
| Absorption level | Good |
| Solubility level | Very Soluble |
| Blood Brain Barrier | Medium |
| Plasma protein binding | Binder |
| CYP2D6 inhibition | Non-Inhibitor |
