| ImmunCR Id : | ICR36 |
| Chemical Name : | Rutin |
| Plant Source : | Malus domestica |
| Nutraceutical information : | Edible, found in many plants, including buckwheat, tobacco, forsythia, hydrangea, viola, tea, wine, Ruta graveolens and Morus alba. |
| Mode of administration : | Intraduodenally, oral |
| Immunomodulatory mechanism : | The reducing properties of rutin on different oxidizing species such as superoxide, peroxyl and hydroxyl radicals provide a substantial antioxidant effect (Neutralizes free radicals, Chelates transition metals), Diabetes (Enhances the release of insulin from islets of langerhans, decreases in the expression of resistin, increases in the expression of PPAR gene), hypolipidemia and different tumors, anticancer(suppressed the expression of the p38-MAP kinase and JNK of lipid peroxidation and decreased the rate of cyclooxygenase 2 inducible nitric oxide development,Inhibits cell proliferation, Removes reactive oxygen species), antimicrobial (Inhibits DNA gyrase, Prevents cytoplasmic membrane function, Inhibits energy metabolism; against Pseudomonas aeruginosa, Acinetobacterbaumannii, Candida krusei and Staphylococcus aureus have been reported compared with control drugs), antiinflammatory (Inhibits eicosanoid biosynthesis, COX, lipoxygenase and PLA2 activities), Anti-arthritic ( Inhibits nitric oxide production from macrophages and T-cells proliferation), Anti-allergic( Inhibits mast cell activation through the inhibition of Ca2+ influx, histamine, leukotrienes and prostaglandins release), Wound healing (Actions as free radical scavenging on oxidizing species like superoxide radical), treatment of cerebral ischemic in a rat model using intranasal administration using mucoadhesive polymeric nanoparticles encapsulation, inhibition of amylin-induced neurocytotoxicity and enhancement of the activity of the antioxidant enzyme in the SH-SY5Y cells |
| Description : | Rutin, a polyphenolic compound also known as Vitamin P which is a falvnoid glycoside of low molecular weight.It has been used therapeutically to decrease capillary fragility. |
| IUPAC Name | 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one |
| SMILES | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O |
| Formula | C27H30O16 |
| InchiKey | IKGXIBQEEMLURG-NVPNHPEKSA-N |
| Kingdom | Organic compounds |
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | Flavonoid glycosides |
| LogP | -1.158 |
| Molecular weight | 610.518 |
| Hydrogen Bond Acceptor | 16 |
| Hydrogen Bond Donor | 10 |
| Polar surface area | 270.106 |
| No. of rotatable bonds | 6 |
| Number of Aromatic Rings | 2 |
| Number of rings | 5 |
| Absorption level | Very low |
| Solubility level | Very Soluble |
| Blood Brain Barrier | Undefined |
| Plasma protein binding | Non-Binder |
| CYP2D6 inhibition | Non-Inhibitor |
