Apigenin
SIGMA/SMB00702 - ≥97% (TLC), from citrus
Synonym: 4′,5,7-Trihydroxyflavone; 5,7-
CAS Number: 520-36-5
Empirical Formula (Hill Notation): C15H10O5
Molecular Weight: 270.24
EC Number: 208-292-3
MDL Number: MFCD00006831
Linear Formula: C15H10O5
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: SMB00702-100MG
This image depicts SKU: SMB00702-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: SMB00702-25MG
This image depicts SKU: SMB00702-25MG
| 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. 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. |
| 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 |