01760595

Apigenin

primary reference standard

• 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: 262620
• EC Number: 208-292-3
• MDL number: MFCD00006831
• UNSPSC Code: 85151701
• PubChem Substance ID: 329747355
• NACRES: NA.24

Properties

• grade: primary reference standard
• shelf life: limited shelf life, expiry date on the label
• manufacturer/tradename: HWI
• mp: >300 °C (lit.)
• application(s): food and beverages
• 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

Description

General description

Flavonoids belong to polyphenolic class of compounds. They play crucial role in biological activities which include tumor growth inhibition and chemoprevention. Apigenin is a plant flavonoid mostly used to inhibit ornithine decarboxylase activity and skin tumor.

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

It may be used as internal standard for determining peurarin and its metabolites, using LC-ESI-MS/MS, in blood and urine of rats.

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.

Other Notes

This compound is commonly found in plants of the genus: achillea mentha pimpinella primula salvia silybum thymus

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3