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10236-47-2

10236-47-2 structure
10236-47-2 structure
  • Name: Naringin
  • Chemical Name: naringin
  • CAS Number: 10236-47-2
  • Molecular Formula: C27H32O14
  • Molecular Weight: 580.53
  • Catalog: Biochemical Carbohydrate Double sugar
  • Create Date: 2018-02-05 08:00:00
  • Modify Date: 2024-01-01 23:01:27
  • 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.
Name naringin
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-
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
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.
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

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QN6340000
CHEMICAL NAME :
Naringin
CAS REGISTRY NUMBER :
10236-47-2
LAST UPDATED :
199701
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C27-H32-O14
MOLECULAR WEIGHT :
580.59

HEALTH HAZARD DATA

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
Symbol GHS07
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

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