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About This Item
Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
Molecular Weight:
270.24
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
208-292-3
Beilstein/REAXYS Number:
262620
MDL number:
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
primary reference standard
shelf life
limited shelf life, expiry date on the label
manufacturer/tradename
HWI
mp
>300 °C (lit.)
application(s)
food and beverages
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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.
Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.
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.
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.
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
WGK 3
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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)
Griangsak Eumkeb et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 20(3-4), 262-269 (2012-12-12)
The purpose of this investigation was to examine the antibacterial and synergistic effect of naturally occurring flavonoids, apigenin, quercetin, naringenin and ceftazidime when use singly and in combination against ceftazidime-resistant Enterobacter cloacae strains by minimum inhibitory concentration (MIC), checkerboard and
Émilie C Lefort et al.
Molecular nutrition & food research, 57(1), 126-144 (2012-12-01)
Apigenin (4',5,7-trihydroxyflavone, 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one) is a flavonoid found in many fruits, vegetables, and herbs, the most abundant sources being the leafy herb parsley and dried flowers of chamomile. Present in dietary sources as a glycoside, it is cleaved in the gastrointestinal
Ding-Guo Wu et al.
Toxicology letters, 224(1), 157-164 (2013-10-24)
Apigenin is a potential chemopreventive agent for cancer prevention. Because of the central role of transcription factor nuclear factor-κB (NF-κB) in pancreatic cancer, we investigated the roles of NF-κB in apigenin-induced growth inhibition in pancreatic cancer cells. It showed that
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
Protocols
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