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Merck

42251

Apigenin

analytical standard

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C15H10O5
Numéro CAS:
Poids moléculaire :
270.24
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
208-292-3
Beilstein/REAXYS Number:
262620
MDL number:
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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

SMILES string

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

InChI key

KZNIFHPLKGYRTM-UHFFFAOYSA-N

grade

analytical standard

assay

≥99% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

>300 °C (lit.)

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

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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.

Apigenin can be found in a wide range of medicinal plants such as Achillea sp., Chamomilla sp., Equisetum sp., Mentha sp., Salix sp., Salvia sp., Silybum sp., Thymus sp., Verbascum sp.

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.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

Classe de stockage

11 - Combustible Solids

wgk

WGK 3


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Consulter la Bibliothèque de documents

Urmila Maitra et al.
Neurotoxicology, 96, 1-12 (2023-02-24)
Nature-derived bioactive compounds have emerged as promising candidates for the prevention and treatment of diverse chronic illnesses, including neurodegenerative diseases. However, the exact molecular mechanisms underlying their neuroprotective effects remain unclear. Most studies focus solely on the antioxidant activities of
Determination of the metabolite content of Brassica juncea cultivars using comprehensive two-dimensional liquid chromatography coupled with a photodiode array and mass spectrometry detection
Arena K, et al.
Molecules (Basel), 25(5), 1235-1235 (2020)
Lingling Pang et al.
International journal of clinical and experimental pathology, 12(10), 3700-3709 (2020-01-15)
The purpose of this study was to investigate the anti-inflammatory potential of the natural flavonoid apigenin to mitigate the airway inflammation in asthmatic mice exposed to particulate matter (PM) 2.5, and examine the possible mechanisms involved. BALB/c mice were sensitized
Eric Jaziel Medrano-Sánchez et al.
Plants (Basel, Switzerland), 12(13) (2023-07-14)
The genus Cecropia is used in the traditional medicine of Tabasco, Mexico, in diabetes and hypertension treatments, mainly without distinction of the species. This contribution aimed to carry out the metabolic analysis and Proton Nuclear Magnetic Resonance (1H-NMR) spectroscopy-based fingerprinting
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)

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