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W530098

Sigma-Aldrich

Naringenin

natural (US), 98%

Synonym(s):

(±)-Naringenin, (±)-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
FEMA Number:
4797
EC Number:
266-769-1
MDL number:
MFCD00006844
UNSPSC Code:
12164502
PubChem Substance ID:
329830749
NACRES:
NA.21

biological source

Citrus paradisi Macf.

Quality Level

400

grade

natural (US)

Assay

98%

mp

247-250 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

faint

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

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General description

Naringenin is a bioactive flavonoid found in citrus and grapefruit.

Application

Naringenin has been used in a study to compare its antigenotoxic and antioxidative activity with that of naringenin-oxime.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Naringin analytical standard

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91842

Naringin

Hesperetin analytical standard

Supelco

H4125

Hesperetin

Hesperidin ≥80% (HPLC)

Sigma-Aldrich

H5254

Hesperidin

Apigenin ≥97% (TLC), from citrus

Sigma-Aldrich

SMB00702

Apigenin

Tangeretin ≥95% (HPLC)

Sigma-Aldrich

T8951

Tangeretin

Narirutin phyproof® Reference Substance

PHL83339

Narirutin

Antigenotoxic and antioxidant potentials of newly derivatized compound naringenin-oxime relative to naringenin on human mononuclear cells
Kocyigit A, et al
Drug and Chemical Toxicology, 39(1), 66-73 (2016)
Xingyuan Shi et al.
Journal of cellular and molecular medicine, 25(5), 2563-2571 (2021-02-02)
Lung cancer is one of the major cause for high-death rate all over the world, due to increased metastasize and difficulties in diagnosis. Naringenin is naturally occurring flavonoid found in various fruits including tomatoes, citrus fruit and figs. Naringenin is
Ruibing Chen et al.
Frontiers in plant science, 9, 789-789 (2018-07-18)
Scutellarin, a flavonoid 7-O-glucuronide, is an essential bioactive compound of Erigeron breviscapus (Vaniot) Hand.-Mazz. used for the treatment of cerebrovascular diseases. However, due to overexploitation and overuse, E. breviscapus is facing the problems of extinction and habitat degradation. In this
Senem Kamiloglu et al.
Journal of the science of food and agriculture, 94(11), 2225-2233 (2014-01-01)
In order to investigate the effect of home processing on the bioaccessibility of health-related constituents of tomatoes, total lycopene, phenolics, flavonoids and antioxidant capacity were determined from seven different tomato products using an in vitro gastrointestinal digestion model. Additionally, the
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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