Naringenin

Synonym(s):(±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;(±)-Naringenin;4′,5,7-Trihydroxyflavanone

CAS NO.：480-41-1
Empirical Formula: C15H12O5
Molecular Weight: 272.25
MDL number: MFCD00870553
EINECS: 207-550-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-21 22:41:43

What is Naringenin?

Chemical properties

beige-brown powder

The Uses of Naringenin

The aglucon of Naringin. Inhibitory mechanism of Naringenin against carcinogenic acrylamide formation and nonenzymic browning in Maillard model reactions

The Uses of Naringenin

antiulcer, antioxidant, immunomodulator, cholesterol lowering

The Uses of Naringenin

(S)-Naringenin, an active flavanone, maintains antioxidative, anti-inflammatory and antitumorigenic activities. Used in the treatment of praquat (PQ)-induced oxidative stress.

What are the applications of Application

Naringenin is the aglucon of naringin

Definition

ChEBI: (S)-naringenin is the (S)-enantiomer of naringenin. It has a role as an expectorant and a plant metabolite. It is a naringenin and a (2S)-flavan-4-one. It is a conjugate acid of a (S)-naringenin(1-). It is an enantiomer of a (R)-naringenin.

Purification Methods

Crystallise it from EtOH or aqueous EtOH. It has UV: at 290nm (EtOH). The S(-)-enantiomer (natural form) has m 255-256o (from EtOH) and [] D -28.0o (c 2, EtOH), [] D -35.2o (c 1, pyridine).

Properties of Naringenin

Melting point:	247-250 °C(lit.)
Boiling point:	335.31°C (rough estimate)
Density	1.2066 (rough estimate)
refractive index	1.6000 (estimate)
FEMA	4797 \| (+/-)-NARINGENIN
storage temp.	Inert atmosphere,Room Temperature
solubility	DMSO (Slightly), Methanol (Slightly, Sonicated)
form	Powder
pka	7.52±0.40(Predicted)
color	Beige-brown
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/t13-/m0/s1
CAS DataBase Reference	480-41-1(CAS DataBase Reference)
EPA Substance Registry System	4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)- (480-41-1)

Safety information for Naringenin

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.