Synonym: 4′,5,7-Trihydroxyflavone; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone
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
| assay |
≥95.0% (HPLC) |
| impurities |
~2% water |
| 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 |
| mp |
>300 °C (lit.) |
| Quality Level |
100  |
| SMILES string |
Oc1ccc(cc1)C2=CC(=O)c3c(O)cc(O)cc3O2 |
| storage temp. |
−20°C |
| Application: |
Apigenin has been used as a calibration standard for the quantification of Hieracium pannosum Boiss, Juniperus sp, using high-performance liquid chromatography (HPLC) with Diode-Array Detection (DAD). It has been used to study effect on hormone secretion in the human adrenocortical H295R cells. |
| 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 is a class II pharmaceutical drug and highly intestine permeable. It has antioxidant, anti-inflammatory and antitumorigenic functionality. It is a potent inhibitor of the cluster of differentiation 38 (CD30) nucleotide adenine dinucleotide (NAD+) nucleosidase and could be used to suppress CD30 mediated metabolic syndrome. |
| General description: |
Apigenin is a 270 Da flavonoid, which belongs to the flavone group of glycosides. It is synthesized by a wide variety of plants including cereals, grains, tea and oranges. |
| Other Notes: |
Inhibitor of human estrogen synthetase |
| Packaging: |
Bottomless glass bottle. Contents are inside inserted fused cone. |
| Hazard Codes |
Xi |
| Risk Statements |
36/37/38 |
| Safety Statements |
26 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Purity |
≥95.0% (HPLC) |
| mp |
>300 °C (lit.) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352202 |
