40584

Amentoflavone

≥98.0% (HPLC)

• Synonym(s): Didemethyl-ginkgetin, I3′,II8-Biapigenin, Tridemethylsciadopitysin
• Empirical Formula (Hill Notation): C₃₀H₁₈O₁₀
• CAS Number: 1617-53-4
• Molecular Weight: 538.46
• UNSPSC Code: 12352200
• NACRES: NA.47
• PubChem Substance ID: 57650005
• MDL number: MFCD00017470
• Beilstein/REAXYS Number: 380244

Properties

• Quality Segment: 100
• assay: ≥98.0% (HPLC)
• form: solid
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: 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
• InChI key: YUSWMAULDXZHPY-UHFFFAOYSA-N
• Gene Information: human ... GABRA1(2554)

Description

General description

Amentoflavone is a naturally occurring polyphenolic biflavonoid found in many plants.[1] Structurally, it has an apigenin dimer which is linked by a C3′-C8′′ covalent bond.[1]

Application

Amentoflavone has been used:

• as a chemical inhibitor to determine the selective attenuation of p-Cresol glucuronidation in HepaRG cells[2]
• 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)[3]
• 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 Actions

Amentoflavone has various pharmacological properties such as antioxidant, anti-diabetic, anti-tumor, anti-senescence, neuroprotective, and cardioprotective activities.[1]

Biflavonoid with anti-inflammatory, anti-viral and cancer chemopreventive activity. Blocks the induction of COX-2 and up-regulates PPAR-γ. It is a negative modulator of the GABA_A receptor at the benzodiazepine binding site.

Biflavonoid with anti-inflammatory, anti-viral and cancer chemopreventive activity. It inhibits vascularization of tumors by blocking the activity of angiogenic VEGFs. Blocks the induction of COX-2 and up-regulates PPAR-γ. It is a negative modulator of the GABA_A receptor at the benzodiazepine binding site.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)