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. 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 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 |
