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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:
Molecular Weight:
272.25
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
EC Number:
266-769-1
MDL number:
Technical Service
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grade

analytical standard

Quality Level

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

SMILES string

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

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

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.

Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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


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pictograms

Exclamation mark

signalword

Warning

hcodes

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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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)
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



Global Trade Item Number

SKUGTIN
52186-50MG04061832547411