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01760595

Apigenin

primary reference standard

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C15H10O5
Numéro CAS:
520-36-5
Poids moléculaire :
270.24
Numéro Beilstein :
262620
Numéro CE :
208-292-3
Numéro MDL:
MFCD00006831
Code UNSPSC :
85151701
ID de substance PubChem :
329747355
Nomenclature NACRES :
NA.24

Qualité

primary reference standard

Durée de conservation

limited shelf life, expiry date on the label

Fabricant/nom de marque

HWI

Pf

>300 °C (lit.)

Application(s)

food and beverages

Chaîne SMILES 

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

Clé InChI

KZNIFHPLKGYRTM-UHFFFAOYSA-N

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Description générale

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.
Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

It may be used as internal standard for determining peurarin and its metabolites, using LC-ESI-MS/MS, in blood and urine of rats.

Actions biochimiques/physiologiques

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.

Autres remarques

This compound is commonly found in plants of the genus: achillea mentha pimpinella primula salvia silybum thymus

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Certificats d'analyse (COA)

Lot/Batch Number
HWI00086-2
HWI00086-1
HWI00086-1
HWI00086

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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)
Melissa A Vargo et al.
Biochemical pharmacology, 72(6), 681-692 (2006-07-18)
Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. In the present study, the treatment of different cell lines with apigenin resulted in selective antiproliferative and apoptotic effect in monocytic
Sivaprakasam Balasubramanian et al.
Toxicology and applied pharmacology, 224(3), 214-219 (2007-05-12)
We have proposed that it is important to examine the impact of chemopreventive agents on the function of normal human epidermal keratinocytes since these cells comprise the barrier that protects the body from a range of environmental insults. In this
Sanjeev Shukla et al.
Pharmaceutical research, 27(6), 962-978 (2010-03-23)
Apigenin, a naturally occurring plant flavone, abundantly present in common fruits and vegetables, is recognized as a bioactive flavonoid shown to possess anti-inflammatory, antioxidant and anticancer properties. Epidemiologic studies suggest that a diet rich in flavones is related to a
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