Skip to Content
Merck

N5893

(±)-Naringenin

≥95%

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C15H12O5
CAS Number:
67604-48-2
Molecular Weight:
272.25
NACRES:
NA.22
PubChem Substance ID:
57654457
UNSPSC Code:
12352100
EC Number:
266-769-1
MDL number:
MFCD00006844

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

(±)-Naringenin, ≥95%

InChI key

FTVWIRXFELQLPI-UHFFFAOYSA-N

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

SMILES string

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

assay

≥95%

form

powder

mp

247-250 °C (lit.)

Quality Level

100

Gene Information

human ... CYP1A2(1544)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

(±)-Naringenin, a polyphenolic material, is used to prepare nickel(II) naringenin-oxime complex, which can be used as a catalyst for Mizoroki−Heck cross-coupling reaction. It has been used as a hypochlorite scavenger to prevent the formation of chloramines from oxidation of hypochlorite in the human serum albumin. It induces apoptosis in human pancreatic cancer SNU-213 cells. It also shows cytotoxic effects on various human cancer cells such as breast, cervix, stomach, colon and liver cancer cells.

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCG7419
BCCD8095
BCBZ4109
BCBX0396
BCBT8724

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Naringenin causes ASK1-induced apoptosis via reactive oxygen species in human pancreatic cancer cells
Park HJ, et al.
Food And Chemical Toxicology, 99(6), 1-8 (2017)
Inhibitory effects of naringenin on tumor growth in human cancer cell lines and sarcoma S-180-implanted mice
Kanno S, et al.
Biological & Pharmaceutical Bulletin, 28(3), 527-530 (2005)
Efficient nickel (ii) naringenin-oxime complex catalyzed Mizoroki-Heck cross-coupling reaction in the presence of hydrazine hydrate
Song JY, et al.
New. J. Chem., 41(20), 12288-12292 (2017)
Hypochlorite scavenging activity of flavonoids
Firuzi O, et al.
The Journal of Pharmacy and Pharmacology, 56(6), 801-807 (2004)
Amy C Burke et al.
Journal of lipid research, 59(9), 1714-1728 (2018-07-17)
Obesity and its associated metabolic dysfunction and cardiovascular disease risk represent a leading cause of adult morbidity worldwide. Currently available pharmacological therapies for obesity have had limited success in reversing existing obesity and metabolic dysregulation. Previous prevention studies demonstrated that
View All Related Papers

Related Content

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service