| Stereochemistry | ACHIRAL |
| Molecular Formula | C16H12O5 |
| Molecular Weight | 284.2635 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(O)C=C3O
InChI
InChIKey=DANYIYRPLHHOCZ-UHFFFAOYSA-N
InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3
Acacetin is an O-methylated flavone that exhibits anti-inflammatory, anti-nociceptive, neuroprotective, and anti-aromatase properties. It is a naturally occurring plant metabolite which can be found in Robinia pseudoacacia, Turnera diffusa, Betula pendula, and Asplenium normale. Acacetin has been investigated in a number of in-vitro and animal models for various cancers, and neurological disorders including Alzheimer's disease.
CNS Activity
Originator
Approval Year
PubMed
Sample Use Guides
Male Swiss albino mice were subcutaneously injected with 500 micro-L of Matrigel alone or with VEGF (50 ng/mL) and/or acacetin (25 or 50 mg/kg bw). Mice were sacrificed 14 days later and the Matrigel plugs were removed, weighed and measured. Acacetin strongly suppressed VEGF-induced angiogenic growth into the Matrigel plugs after two weeks of treatment.
Route of Administration:
Other
Aromatase was isolated from HepG2 cell lysates and prepared in a reaction mixture consisting of 5 l of 50 mM NADPH, 5 l [1-3H]-androst-4-ene-3,17-dione and 80 micro-L cell lysate (100 - 200 micro-g/mL of protein) with 10 microL of purified acacetin (1 - 50 micro-M). The reaction was initiated at 37 ◦C by addition of NADPH to the reaction mixtures and the incubation was continued for 1 h. The enzyme reaction was terminated by adding 500 l of chloroform. The mixture was immediately centrifuged and the aqueous layer extracted for scintillation counting. Acacetin showed potent inhibition of aromatase with an IC50 of 18.7 micro-M.
SUBSTANCE RECORD
