(?)-Naringenin

Chemodex
Product Code: CDX-N0206
Supplier: Chemodex
CodeSizePrice
CDX-N0206-G0055 g£65.00
Quantity:
CDX-N0206-G02525 g£145.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Host Type: Plant
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
+4°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/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
Appearance:
Off-white to beige powder.
CAS:
67604-48-2
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H315-H319-H335
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
InChiKey:
FTVWIRXFELQLPI-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 67604-48-2. Formula: C15H12O5. MW: 272.25. 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.
MDL:
MFCD00006844
Molecular Formula:
C15H12O5
Molecular Weight:
272.25
Package Type:
Vial
Precautions:
P261-P305 + P351 + P338
Product 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.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
OC1=CC(O)=C2C(OC(C3=CC=C(O)C=C3)CC2=O)=C1
Solubility Chemicals:
Soluble in DMSO (5mg/ml), DMF (10mg/ml) or ethanol (2mg/ml).
Source / Host:
Plant
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

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) | Anti-estrogenic and anti-aromatase activities of citrus peels major compounds in breast cancer: D.M. El-Kersh, et al.; Nature Sci. Rep. 11, 7121 (2021)