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Merck

PHL89886

8-Prenylnaringenin

phyproof® Reference Substance

Sinónimos:

2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one

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About This Item

Fórmula empírica (notación de Hill):
C20H20O5
Número de CAS:
Peso molecular:
340.37
Beilstein/REAXYS Number:
5611472
MDL number:
UNSPSC Code:
41116107
NACRES:
NA.24

grade

primary reference standard

product line

phyproof® Reference Substance

assay

≥95.0% (HPLC)

manufacturer/tradename

PhytoLab

application(s)

food and beverages

format

neat

storage temp.

2-8°C

SMILES string

OC1=C(C(CC(C2=CC=C(O)C=C2)O3)=O)C3=C(CC=C(C)C)C(O)=C1

InChI

1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1

InChI key

LPEPZZAVFJPLNZ-SFHVURJKSA-N

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General description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Application

<ul>
<li><strong>Regulation of lipid metabolism by 8-Prenylnaringenin:</strong> 8-Prenylnaringenin, regulates lipid metabolism through the LXR alpha;/RXR-ANGPTL3-LPL axis in hepatic cell lines and zebrafish models, providing insights into its potential therapeutic applications (Gao et al., 2024).</li>
<li><strong>Safety assessment in cosmetics:</strong> 8-Prenylnaringenin, examined its use in cosmetics, focusing on its low-risk profile and potential benefits as a bioactive flavonoid (Becker et al., 2024).</li>
<li><strong>Antiviral properties of hop compounds:</strong>8-Prenylnaringenin, was found to inhibit SARS-CoV-2 protease and virus replication, indicating its potential in treating viral infections (Herzog et al., 2024).</li>
</ul>

Analysis Note

For this product we use the non-stereospecific CAS number. It is expected that the natural enantiomer is predominant, however the substance is prone to racemization in solution. The product is therefore not specified stereospecifically and is only recommended to be used for non-stereospecific analysis.

Other Notes

This compound is commonly found in plants of the genus: humulus

Legal Information

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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