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1040683

USP

Apigenin

Name: Apigenin
Brand: USP

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₀O₅

CAS Number:

520-36-5

Molecular Weight:

270.24

UNSPSC Code:

41116107

NACRES:

NA.24

PubChem Substance ID:

329749048

MDL number:

MFCD00006831

Beilstein/REAXYS Number:

262620

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Properties

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

Description

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.

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. Inhibitory effects on tumor promotion may also be due to inhibition of kinase activity and the resulting suppression of oncogene expression. It has also been reported to inhibit topoisomerase I catalyzed DNA religation 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.

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Storage Class

11 - Combustible Solids

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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)

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)

Global Trade Item Number

SKU	GTIN
1040683-30MG	04061833840023