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Merck

1040683

USP

Apigenin

United States Pharmacopeia (USP) Reference Standard

Sinónimos:

4′,5,7-Trihydroxyflavone, 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone

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About This Item

Fórmula empírica (notación de Hill):
C15H10O5
Número de CAS:
Peso molecular:
270.24
Beilstein/REAXYS Number:
262620
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

apigenin

manufacturer/tradename

USP

mp

>300 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

SMILES string

Oc1ccc(cc1)C2=CC(=O)c3c(O)cc(O)cc3O2

InChI

1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H

InChI key

KZNIFHPLKGYRTM-UHFFFAOYSA-N

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General description

Flavonoids belong to polyphenolic class of compounds. They play crucial role in biological activities which include tumor growth inhibition and chemoprevention. Apigenin is a plant flavonoid mostly used to inhibit ornithine decarboxylase activity and skin tumor.

Application

Apigenin USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Powdered Soy Isoflavones Extract
  • Soy Isoflavones Capsules
  • Soy Isoflavones Tablets

Biochem/physiol Actions

A plant flavonoid that has been found to inhibit cell proliferation by arresting the cell cycle at the G2/M phase. Inhibition of growth through cell cycle arrest and induction of apoptosis appear to be related to induction of p53. Inhibits PMA-mediated tumor promotion by inhibiting protein kinase C and the resulting suppression of oncogene expression. It has also been reported to inhibit topoisomerase I-catalyzed DNA re-ligation and enhance gap junctional intercellular communication.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

related product

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


Certificados de análisis (COA)

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Los clientes también vieron

Identification of puerarin and its metabolites in rats by liquid chromatography-tandem mass spectrometry.
Prasain JK
Journal of Agricultural and Food Chemistry, 52(12), 3708-3712 (2004)
Flavonoids apigenin and quercetin inhibit melanoma growth and metastatic potential.
Caltagirone S
International Journal of Cancer. Journal International Du Cancer, 87(4), 595-600 (2000)
Inhibition of ultraviolet light induced skin carcinogenesis in SKH-1 mice by apigenin, a plant flavonoid.
Birt DF
Anticancer Research, 17(1A), 85-91 (1997)

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