Direkt zum Inhalt
Merck

40584

Sigma-Aldrich

Amentoflavon

≥98.0% (HPLC)

Synonym(e):

Didemethyl-ginkgetin, I3′,II8-Biapigenin, Tridemethylsciadopitysin

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About This Item

Empirische Formel (Hill-System):
C30H18O10
CAS-Nummer:
Molekulargewicht:
538.46
Beilstein:
380244
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.47

Qualitätsniveau

Assay

≥98.0% (HPLC)

Form

solid

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

2-8°C

SMILES String

Oc1ccc(cc1)C2=CC(=O)c3c(O)cc(O)c(c3O2)-c4cc(ccc4O)C5=CC(=O)c6c(O)cc(O)cc6O5

InChI

1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H

InChIKey

YUSWMAULDXZHPY-UHFFFAOYSA-N

Angaben zum Gen

human ... GABRA1(2554)

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Allgemeine Beschreibung

Amentoflavone is a naturally occurring polyphenolic biflavonoid found in many plants. Structurally, it has an apigenin dimer which is linked by a C3′-C8′′ covalent bond.

Anwendung

Amentoflavone has been used:
  • as a chemical inhibitor to determine the selective attenuation of p-Cresol glucuronidation in HepaRG cells
  • as a reference standard for qualitative and quantitative analyses of phenolic compounds of Juniperus foetidissima Willd. and Juniperus sabina L. using reverse phase- high-performance liquid chromatography- diode array detector (RP-HPLC-DAD)
  • as a reference standard to analyze and standardize the methanol extract process of Juniperus drupacea Labill. phenolic compounds using reverse phase- high-performance liquid chromatography - diode array detector (RP-HPLC-DAD)

Biochem./physiol. Wirkung

Biflavonoid mit entzündungshemmender, anti-viraler und chemopreventiver Wirkung. Es hemmt die Vaskularisation von Tumoren durch die Blockierung der Aktivität von angiogenen VEGFs. Blockiert die Induktion von COX-2 und reguliert PPAR-γ. Ein negativer Modulator ders GABAA-Rezeptors an der Benzodiazepin-Bindungsstelle.
Amentoflavone has various pharmacological properties such as antioxidant, anti-diabetic, anti-tumor, anti-senescence, neuroprotective, and cardioprotective activities.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Scott Baggett et al.
Journal of natural products, 68(3), 354-360 (2005-03-25)
A MeOH extract of Garcinia xanthochymus fruits was subjected to activity-guided fractionation, yielding two new benzophenones, guttiferone H (1) and gambogenone (2). Compound 1 contains a seven-membered ring attached to the bicyclo[3.3.1]nonane system at positions 7 and 8 and displayed
Sheng Yu et al.
Molecules (Basel, Switzerland), 22(2) (2017-02-18)
Amentoflavone (C30H18O10) is a well-known biflavonoid occurring in many natural plants. This polyphenolic compound has been discovered to have some important bioactivities, including anti-inflammation, anti-oxidation, anti-diabetes, and anti-senescence effects on many important reactions in the cardiovascular and central nervous system
Hiroaki Sasaki et al.
Bioorganic & medicinal chemistry letters, 20(15), 4558-4560 (2010-07-06)
Here, we describe amentoflavone-type biflavonoids, which were isolated from natural sources and were found to inhibit beta-secretase (BACE-1). The structure-activity relationship was studied, and compounds 1-8, 10, 17, and 18 showed BACE-1 inhibitory activity. Among these compounds, 2,3-dihydroamentoflavone 17 and
A A Kaikabo et al.
Journal of ethnopharmacology, 138(1), 253-255 (2011-09-17)
Amentoflavone and 4' monomethoxy amentoflavone were previously isolated from Garcinia livingstonei leaves. These compounds had good activities (MIC 6 and 8 μg/ml) against some nosocomial bacteria. In this study, the activity of these purified compounds were tested against fast-growing non-pathogenic
Ismail O Ishola et al.
Pharmacology, biochemistry, and behavior, 103(2), 322-331 (2012-09-05)
The root decoction of Cnestis ferruginea (CF) Vahl DC (Connaraceae) is used in traditional African medicine in the management of psychiatric disorders. This study presents the antidepressant and anxiolytic effects of amentoflavone (CF-2) isolated from the root extract of C.

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