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N5893

(±)-Naringenin

≥95%

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.22
PubChem Substance ID:
57654457
UNSPSC Code:
12352100
EC Number:
266-769-1
MDL number:
MFCD00006844
Assay:
≥95%
Form:
powder
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Quality Level

100

assay

≥95%

form

powder

mp

247-250 °C (lit.)

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

Gene Information

human ... CYP1A2(1544)

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.

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG7419
BCCD8095
BCBZ4109
BCBX0396
BCBT8724

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Articles

膳食抗氧化剂

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子（如铁、铜和镉）引起的氧化损伤。

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Related Content

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)
Hypochlorite scavenging activity of flavonoids
Firuzi O, et al.
The Journal of Pharmacy and Pharmacology, 56(6), 801-807 (2004)
View All Related Papers

Global Trade Item Number

SKUGTIN
N5893-1G04061834117261
N5893-25G04061834117278
N5893-5G04061834117285