Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- Off-white to beige powder
- Identity
- 1H-NMR
Properties
- Solvents
- DMSO (5 mg/ml), DMF (10 mg/ml), ethanol (2 mg/ml)
- Melting Point
- 247-250 °C (lit.)
Available from stock
(±)-Naringenin
- SKU
- N0206
Category: Phytochemicals
- Synonyms
- (±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one , 4',5,7-Trihydroxyflavanone , S-Dihydrogenistein , NSC 11855 , NSC 34875 , Salipurol
- 67604-48-2
- CAS-Number
- C15H12O5
- Molecular Formula
- 272.25
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- +4°C
- Long Term Storage
- +4°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at +4°C.
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305 + P351 + P338
- GHS Symbol
- GHS07
- Signal word
- Warning
- Transportation
- Not dangerous goods
- Description
- Naringenin is a citrus-derived flavonoid that inhibits CYP3A4 activity in human liver microsomes. It has a broad panel of properties, including antibacterial, antiviral, antifungal, anti-inflammatory, antioxidant, anticancer, antidiabetic, cardioprotective and neuroprotective activities. Naringenin activity is primarily attributed to its anti-inflammatory (via inhibiting recruitment of cytokines and inflammatory transcription factors) and antioxidant (via scavenging of free radicals, bolstering of endogenous antioxidant defense system and metal ion chelation) effects. Naringenin exerts its anti-diabetic effects by inhibition of gluconeogenesis through upregulations of AMPK, leading to its lipid lowering and insulin-like properties.
- Smiles
- OC1=CC(O)=C2C(OC(C3=CC=C(O)C=C3)CC2=O)=C1
- InChi Key
- FTVWIRXFELQLPI-UHFFFAOYSA-N
- References
- (1) U. Fuhr, et al., Br. J. Clin. Pharmacol. 35, 431 (1993) , (2) N. Rani, et al., Curr. Pharm. Des. 22, 4341 (2016) (Review) , (3) N.A. Nyane, et al., Eur. J. Pharmacol. 803, 103 (2017) (Review) , (4) N.H. Zaidun, et al., Life Sci. 208, 111 (2018) (Review) , (5) W. Zeng, et al., Pharmacol. Res. 135, 122 (2018) (Review) , (6) Z. Nouri, et al., Biomolecules 9, E690 (2019) (Review)
- InChi
- InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2
Naringenin is a citrus-derived flavonoid that inhibits CYP3A4 activity in human liver microsomes. It has a broad panel of properties, including antibacterial, antiviral, antifungal, anti-inflammatory, antioxidant, anticancer, antidiabetic, cardioprotective and neuroprotective activities. Naringenin activity is primarily attributed to its anti-inflammatory (via inhibiting recruitment of cytokines and inflammatory transcription factors) and antioxidant (via scavenging of free radicals, bolstering of endogenous antioxidant defense system and metal ion chelation) effects. Naringenin exerts its anti-diabetic effects by inhibition of gluconeogenesis through upregulations of AMPK, leading to its lipid lowering and insulin-like properties.
Additional information
| Synonyms | (±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 4',5,7-Trihydroxyflavanone, S-Dihydrogenistein, NSC 11855, NSC 34875, Salipurol |
|---|---|
| Purity | ≥98% (HPLC) |
| Appearance | Off-white to beige powder |
| CAS-Number | 67604-48-2 |
| Molecular Formula | C15H12O5 |
| Molecular Weight | 272.25 |
| Identity | 1H-NMR |
| Solvents | DMSO (5 mg/ml), DMF (10 mg/ml), ethanol (2 mg/ml) |
| Melting Point | 247-250 °C (lit.) |
| Smiles | OC1=CC(O)=C2C(OC(C3=CC=C(O)C=C3)CC2=O)=C1 |
| InChi Key | FTVWIRXFELQLPI-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305 + P351 + P338 |
| GHS Symbol | GHS07 |
| Signal word | Warning |
| Transportation | Not dangerous goods |
| References | (1) U. Fuhr, et al., Br. J. Clin. Pharmacol. 35, 431 (1993), (2) N. Rani, et al., Curr. Pharm. Des. 22, 4341 (2016) (Review), (3) N.A. Nyane, et al., Eur. J. Pharmacol. 803, 103 (2017) (Review), (4) N.H. Zaidun, et al., Life Sci. 208, 111 (2018) (Review), (5) W. Zeng, et al., Pharmacol. Res. 135, 122 (2018) (Review), (6) Z. Nouri, et al., Biomolecules 9, E690 (2019) (Review) |
| InChi | InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2 |
| Quantity | 5 g, 25 g, Bulk |
