42251
Apigenin
analytical standard
Synonym(s):
4′,5,7-Trihydroxyflavone, 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
Molecular Weight:
270.24
Beilstein/REAXYS Number:
262620
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24
grade
analytical standard
Quality Level
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
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.
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.
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.
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
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
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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
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)
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)
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)
Yingying Meng et al.
The Plant cell, 31(11), 2751-2767 (2019-09-19)
Carotenoids are a group of natural tetraterpenoid pigments with indispensable roles in the plant life cycle and the human diet. Although the carotenoid biosynthetic pathway has been well characterized, the regulatory mechanisms that control carotenoid metabolism, especially in floral organs
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