Apigenin
SIGMA/SMB00702 - ≥97% (TLC), from citrus
Synonym: 4′,5,7-Trihydroxyflavone; 5,7-
Empirical Formula (Hill Notation): C15H10O5
Molecular Weight: 270.24
EC Number: 208-292-3
MDL Number: MFCD00006831
Linear Formula: C15H10O5
Product Type: Chemical
application(s) | metabolomics vitamins, nutraceuticals, and natural products |
assay | ≥97% (TLC) |
form | powder |
InChI | 1S/C15H10O5/c16-9-3-1-8(2 |
InChI key | KZNIFHPLKGYRTM-UHFFFAOYSA |
mp | >300 °C (lit.) |
Quality Level | 200 |
SMILES string | Oc1ccc(cc1)C2=CC(=O)c3c(O |
solubility | 1 M KOH: 50 mg/mL |
DMSO: 27 mg/mL | |
storage temp. | −20°C |
Application: | Apigenin has been used: • to test its anti-cancer effects as a reference agent to treat various digestive track and liver cancer cells in in vitro studies • as stimuli and inhibitor to test its anti-inflammatory effects on in vitro inflammatory responses due to dietary and metabolic changes of rural- and urban-living Tanzanians • as a reference standard to identify the phenolic compounds in olive mill wastewater and pomace |
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. |
Biochem/physiol Actions: | Apigenin (ApI) blocks the development of thyroid cancer cells by attenuating epidermal growth factor receptor (EGF-R) tyrosine phosphorylation and phosphorylation of ERK mitogen-activated protein (MAP) kinase. Apigenin participates in the modulation of different signaling cascades. It possesses several functions such as, antiapoptosis, anti-inflammation, anticancer, antibacterial and antioxidant effects. |
General description: | Apigenin (ApI) is also called as 5,7,4′-trihydroxyflavone. It is a natural compound, found in several fruits and herbs, like, oranges, onions and parsley. |
Packaging: | 25, 100 mg in poly bottle |
Packaging: | 5 mg in glass bottle |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Purity | ≥97% (TLC) |
mp | >300 °C (lit.) |
Storage Temp. | −20°C |
UNSPSC | 12352212 |