A3145

Apigenin

≥97% (TLC), from parsley, powder

• Synonym(s): 4′,5,7-Trihydroxyflavone, 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone
• Empirical Formula (Hill Notation): C₁₅H₁₀O₅
• CAS Number: 520-36-5
• Molecular Weight: 270.24
• Beilstein/REAXYS Number: 262620
• EC Number: 208-292-3
• MDL number: MFCD00006831
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278212

Properties

• biological source: parsley
• assay: ≥97% (TLC)
• form: powder
• color: yellow
• mp: >300 °C (lit.)
• solubility: DMSO: 27 mg/mL; 1 M KOH: 50 mg/mL
• storage temp.: −20°C
• SMILES string: Oc1ccc(cc1)C2=CC(=O)c3c(O)cc(O)cc3O2
• 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
• Gene Information: human ... ADORA3(140) , CDC2(983) , CDK5(1020) , CDK6(1021) , CYP1A2(1544) , ESR1(2099) , ESR2(2100) , GSK3A(2931) ; mouse ... Hexa(15211) ; rat ... Adora1(29290) , Adora2a(25369) , Il4(287287) , Tnf(24835)

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves