Skip to Content
MilliporeSigma
All Photos(1)

Documents

PHL89886

8-Prenylnaringenin

phyproof® Reference Substance

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C20H20O5
CAS Number:
Molecular Weight:
340.37
Beilstein:
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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service