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
• Empirical Formula (Hill Notation): C₂₀H₂₀O₅
• CAS Number: 68682-02-0
• Molecular Weight: 340.37
• Beilstein: 5611472
• MDL number: MFCD21364781
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 + H312 + H332
• Precautionary Statements: P280 - P301 + P312 + P330 - P302 + P352 + P312 - P304 + P340 + P312
• 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