Apigenin

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Structural formula
Structure of apigenin
General
Surname Apigenin
other names
  • 5,7-dihydroxy-2- (4-hydroxyphenyl) -4 H -chromen-4-one ( IUPAC )
  • 5,7-dihydroxy-2- (4-hydroxyphenyl) -4 H -1-benzopyran-4-one
  • 4 ', 5,7-trihydroxyflavone
  • APIGENIN ( INCI )
Molecular formula C 15 H 10 O 5
Brief description

yellow needles

External identifiers / databases
CAS number 520-36-5
EC number 208-292-3
ECHA InfoCard 100.007.540
PubChem 5280443
ChemSpider 4444100
DrugBank DB07352
Wikidata Q424567
properties
Molar mass 270.24 g mol −1
Physical state

firmly

Melting point

352 ° C

solubility
  • almost insoluble in water
  • moderately in hot ethanol
  • poor in DMSO (27 mg ml −1 )
safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 280-305 + 351 + 338-337 + 313
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Apigenin is a light yellow plant pigment from the group of flavones .

Occurrence

Apigenin is including in the celery , the chamomile in dahlias and henna before.

effect

Although apigenin has cytostatic activity in some cell cultures of malignant tumor cells in the laboratory by stopping the cell cycle in the G 2 / M phase ( mitotic phase ), there is no study on the effect on tumors outside the laboratory no approval for the treatment of cancer. Apigenin is also an inhibitor of estrogen - synthetase of the people, even for this but there is no clinical trial and not scientifically based treatment recommendations.

In animal models, apigenin has a calming and anxiety-relieving effect because it interacts with the benzodiazepine receptor in the brain, but there are also no clinical studies on its effects in humans.

Related links

The glucoside of apigenin is apiin .

Individual evidence

  1. ↑ Entry on APIGENIN in the CosIng database of the EU Commission, accessed on March 23, 2020.
  2. ↑ a b c Entry on apigenin. In: Römpp Online . Georg Thieme Verlag, accessed on September 3, 2019.
  3. ↑ a b c data sheet apigenin (PDF) from Carl Roth , accessed on September 3, 2019.
  4. ↑ Apigenin data sheet from Sigma-Aldrich , accessed on September 3, 2019 ( PDF ).
  5. ↑ RR Ruela-de-Sousa, GM Fuhler and a .: Cytotoxicity of apigenin on leukemia cell lines: implications for prevention and therapy. In: Cell death & disease. Volume 1, 2010, p. E19, doi : 10.1038 / cddis.2009.18 . PMID 21364620 . PMC 3032507 (free full text).
  6. ↑ H. Viola, C. Wasowski, M. Levi de Stein, C. Wolfman, R. Silveira, F. Dajas, JH Medina, AC Paladini: Apigenin, a component of Matricaria recutita flowers, is a central benzodiazepine receptors-ligand with anxiolytic effects. In: Planta medica. Volume 61, Number 3, June 1995, pp. 213-216, doi : 10.1055 / s-2006-958058 , PMID 7617761 .