CAS 10236-47-2|Naringin
Introduction：Basic information about CAS 10236-47-2|Naringin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Naringin | ||
|---|---|---|---|
| CAS Number | 10236-47-2 | Molecular Weight | 580.53 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 928.1±65.0 °C at 760 mmHg |
| Molecular Formula | C27H32O14 | Melting Point | 166 °C |
| MSDS | ChineseUSA | Flash Point | 308.5±27.8 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | naringin |
|---|---|
| Synonym | More Synonyms |
Naringin BiologicalActivity
| Description | Naringin is a major flavanone glycoside obtained from tomatoes, grapefruits, and many other citrus fruits. Naringin exhibits biological properties such as antioxidant, anti-inflammatory, and antiapoptotic activities. |
|---|---|
| Related Catalog | Signaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Metabolic Enzyme/Protease >>Cytochrome P450Signaling Pathways >>Autophagy >>MitophagyNatural Products >>FlavonoidsResearch Areas >>Inflammation/Immunology |
| In Vitro | Naringin suppresses NF-κ B signaling pathway activation. Naringenin inhibits high glucose-induced proliferation, inflammatory reaction and oxidative stress injury in HBZY-1 cells[1]. Naringin inhibits AGS cancer cell proliferation in a dose- and time-dependent manner. Phosphorylation of PI3K and its activated downstream targets p-Akt and p-mTOR are significantly decreased at 2 mM in Naringin-treated AGS cells. Naringin induces autophagic cell death in AGS cells. Naringin activated the autophagy related protein in AGS cells[2]. Naringin protects PC12 cells from 3-NP neurotoxicity. The lactate dehydrogenase release is decreased upon naringin treatment in 3-NP-induced PC12 cells. Naringin treatment enhances the antioxidant defense by increasing the activities of enzymatic antioxidants and the level of reduced glutathione[3]. |
| In Vivo | Treatment with naringin significantly alleviates renal injury in diabetic rats and increases diabetic rats body weight significantly. Administration of naringin effectively alleviates the collagen deposition and renal interstitial fibrosis in diabetic rats. Treatment with naringin could result in decreased levels of ROS and MDA and increased activities of SOD and GSH-Px[1]. Oral administration of naringin significantly improves the learning and memory abilities. Naringin significantly enhances insulin signaling pathway[3]. |
| Cell Assay | HBZY-1 cells are plated into 96-well plates and pretreated with various concentrations(1, 5, 10, 25, 50, 100 μM) of naringin for 2 h. Then cells are treated with 30 mM glucose for 24 h. The control group is added sterile normal saline in the same volume. After treatment, all the wells are incubated with 20 μL of 5 mg/ml MTT for 4 h at 37°C. Subsequently, 100 μL of DMSO are used to dissolve the formed formazan crystals after removal of the supernatant. The result is recorded at 490 nm on a microplate reader[1]. |
| Animal Admin | Rats: The rats are randomly divided into six groups: control, naringin (80 mg/kg), STZ, STZ+naringin (20 mg/kg), STZ+naringin (40 mg/kg), STZ+naringin(80 mg/kg). The rats in the STZ and STZ+naringin groups are intraperitoneally injected with STZ (65 mg/kg). The control and naringin groups are intraperitoneally injected with 0.1 M citrate buffer of same volume. After injection of STZ for 3 and 5 days, blood glucose levels are measured by tail vein puncture blood sampling[1]. Mice: Sixty 4-week-old male mice are randomized into four groups and fed for 20 weeks with either control diet or high-fat diet chow. Mice are dosed with 100 mg/kg of naringin daily. Mice body weight and food intake are weekly measured. Following behavioral assessment, animals are deeply anesthetized with isoflurane and sacrificed by decapitation after fasting for at least 5 h. Their plasma is collected for further analysis[4]. |
| References | [1]. Chen F, et al. Naringin Alleviates Diabetic Kidney Disease through Inhibiting Oxidative Stress and Inflammatory Reaction. PLoS One. 2015 Nov 30;10(11):e0143868. [2]. Raha S, et al. Naringin induces autophagy-mediated growth inhibition by downregulating the PI3K/Akt/mTOR cascade via activation of MAPK pathways in AGS cancer cells. Int J Oncol. 2015 Sep;47(3):1061-9. [3]. Kulasekaran G, et al. Neuroprotective efficacy of naringin on 3-nitropropionic acid-induced mitochondrial dysfunction through the modulation of Nrf2 signaling pathway in PC12 cells. Mol Cell Biochem. 2015 Nov;409(1-2):199-211. [4]. Wang D, et al. Naringin Improves Neuronal Insulin Signaling, Brain Mitochondrial Function, and Cognitive Function in High-Fat Diet-Induced Obese Mice. Cell Mol Neurobiol. 2015 Oct;35(7):1061-71. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 928.1±65.0 °C at 760 mmHg |
| Melting Point | 166 °C |
| Molecular Formula | C27H32O14 |
| Molecular Weight | 580.53 |
| Flash Point | 308.5±27.8 °C |
| PSA | 225.06000 |
| LogP | -0.18 |
| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
| Index of Refraction | 1.564 |
| InChIKey | DFPMSGMNTNDNHN-ZPHOTFPESA-N |
| SMILES | CC1OC(OC2C(Oc3cc(O)c4c(c3)OC(c3ccc(O)cc3)CC4=O)OC(CO)C(O)C2O)C(O)C(O)C1O |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- EKMMA8 Eksperimentalna Meditsina i Morfologiya. (Hemus, Blvd. Russki 6, Sofia, Bulgaria) V.1- 1962- Volume(issue)/page/year: 19,207,1980
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - guinea pig
- DOSE/DURATION :
- 2 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- EKMMA8 Eksperimentalna Meditsina i Morfologiya. (Hemus, Blvd. Russki 6, Sofia, Bulgaria) V.1- 1962- Volume(issue)/page/year: 19,207,1980
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi |
| Risk Phrases | R22 |
| Safety Phrases | S22-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | QN6340000 |
Articles87
More Articles| Preconditioning L6 Muscle Cells with Naringin Ameliorates Oxidative Stress and Increases Glucose Uptake. PLoS ONE 10 , e0132429, (2015) Enhanced oxidative stress contributes to pathological changes in diabetes and its complications. Thus, strategies to reduce oxidative stress may alleviate these pathogenic processes. Herein, we have i... | |
| Pseudomonas aeruginosa Biofilm Formation and Persistence, along with the Production of Quorum Sensing-Dependent Virulence Factors, Are Disrupted by a Triterpenoid Coumarate Ester Isolated from Dalbergia trichocarpa, a Tropical Legume. PLoS ONE 10 , e0132791, (2015) Recently, extracts of Dalbergia trichocarpa bark have been shown to disrupt P. aeruginosa PAO1 quorum sensing (QS) mechanisms, which are key regulators of virulence factor expression and implicated in... | |
| The antioxidant and antigenotoxic properties of citrus phenolics limonene and naringin. Food Chem. Toxicol. 81 , 160-70, (2015) Phenolic compounds not only contribute to the sensory qualities of fruits and vegetables but also exhibit several health protective properties. Limonene and naringin are the most popular phenolics fou... |
Synonyms
| 2,6-Dimethylpyrimidin-4(1H)-one |
| 2,6-Dimethylpyrimidin-4-ol |
| Naringenin 7-neohesperidoside |
| MFCD00148888 |
| 2,6-Dimethyl-4(1H)-pyrimidinone |
| T6N CNJ B1 DQ F1 |
| T6VM DNJ C1 E1 |
| EINECS 233-566-4 |
| 2,6-Dimethyl-4(3H)-pyrimidinone |
| Naringenin 7-Rhamnoglucoside Hydrate |
| Naringenoside |
| Nobiletin |
| Naringin Hydrate |
| 2,6-Dimethylpyrimidin-4(3H)-one |
| 4(3H)-Pyrimidinone, 2,6-dimethyl- |
| 4-pyrimidinol, 2,6-dimethyl- |
