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Merck
CN

52186

(±)-Naringenin

analytical standard

Synonym(s):

(±)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 4′,5,7-Trihydroxyflavanone

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About This Item

Empirical Formula (Hill Notation):
C15H12O5
CAS Number:
67604-48-2
Molecular Weight:
272.25
NACRES:
NA.24
PubChem Substance ID:
329757794
UNSPSC Code:
85151701
EC Number:
266-769-1
MDL number:
MFCD00006844

Key Documents

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Product Name

(±)-Naringenin, analytical standard

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

InChI key

FTVWIRXFELQLPI-UHFFFAOYSA-N

SMILES string

OC1=CC=C(C=C1)C(C2)OC3=CC(O)=CC(O)=C3C2=O

grade

analytical standard

assay

≥95% (TLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

247-250 °C (lit.)

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

(±)-Naringenin is a naturally occurring plant bioflavonoid present in orange and grape type of citrus fruit juices, which can exhibit pharmacological properties like anti-carcinogenic, estrogenic and anti-oxidative.

Other Notes

This compound is commonly found in plants of the genus: glycyrrhiza silybum thymus

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN7082
BCCL3780
BCCK3477
BCCJ9529
BCCG3820

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Plasma kinetics and urinary excretion of the flavanones naringenin and hesperetin in humans after ingestion of orange juice and grapefruit juice
Erlund I, et al.
The Journal of Nutrition, 131, 235-241 (2001)
Naringenin protects against cadmium-induced oxidative renal dysfunction in rats
Renugadevi.J and Prabhu M.S
Toxicology, 256, 128-134 (2009)
Stefany Grutzmann Arcari et al.
Electrophoresis, 41(20), 1784-1792 (2020-08-12)
This study aimed to evaluate the polyphenolic composition along with the biological activity of guabiroba (Campomanesia xanthocarpa Berg.) fruits using comprehensive two-dimensional liquid chromatography (LC × LC). A simplex centroid design comprising three solvents (methanol, 2% acetic acid, and acetonitrile) was used
Mohammad Ali Esmaeili et al.
Clinical and experimental pharmacology & physiology, 41(6), 416-422 (2014-04-02)
The possible protective effects of naringenin, a naturally occurring citrus flavonone, on carbon tetrachloride (CCl4 )-induced liver injury in rats and the mechanism underlying its effects were investigated. Forty rats were divided into five groups. Rats in Groups I and
Nada Oršolić et al.
European journal of nutrition, 53(5), 1217-1227 (2013-11-26)
Reactive oxygen species play a role in a number of degenerative conditions including osteoporosis. Flavonoids as phyto-oestrogens exert physiological effects against oxidative stress diseases. We developed a retinoic acid-induced bone loss model of rats to assess whether flavonoids and alendronate
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