68236-13-5

Basic information

• Product Name: 6-PRENYLNARINGENIN
• Synonyms: (2S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
• CAS NO: 68236-13-5
• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.37
• Product Categories: Flavanones
• Mol File: 68236-13-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 604.2°C at 760 mmHg
• Flash Point: 219°C
• Appearance: /
• Density: 1.314g/cm³
• Vapor Pressure: 3.41E-15mmHg at 25°C
• Refractive Index: 1.642
• Storage Temp.: 2-8°C
• BRN: 5766535
• CAS DataBase Reference: 6-PRENYLNARINGENIN(CAS DataBase Reference)
• NIST Chemistry Reference: 6-PRENYLNARINGENIN(68236-13-5)
• EPA Substance Registry System: 6-PRENYLNARINGENIN(68236-13-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 68236-13-5(Hazardous Substances Data)

Usage

Definition

ChEBI: A trihydroxyflavanone having a structure of naringenin prenylated at C-6.

InChI:InChI=1/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3/t17-/m0/s1

Upstream product

• 556-82-1 3-methyl-2-buten-1-ol 
• 480-41-1 naringenin 
• 569-83-5 xanthohumol 
• 1186-30-7 3,3-dimethylallyl diphosphate triammonium salt 
• 115-18-4 2-methyl-3-buten-2-ol 

Relevant articles and documents

PROCESSES FOR THE PREPARATION OF ORTHO-ALLYLATED HYDROXY ARYL COMPOUNDS

The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (I).

Complementary Flavonoid Prenylations by Fungal Indole Prenyltransferases

Flavonoids are found mainly in plants and exhibit diverse biological and pharmacological activities, which can often be enhanced by prenylations. In plants, such reactions are catalyzed by membrane-bound prenyltransferases. In this study, the prenylation of nine flavonoids from different classes by a soluble fungal prenyltransferase (AnaPT) involved in the biosynthesis of the prenylated indole alkaloid acetylaszonalenin is demonstrated. The behavior of AnaPT toward flavonoids regarding substrate acceptance and prenylation positions clearly differs from that of the indole prenyltransferase 7-DMATS. The two enzymes are therefore complementary in flavonoid prenylations.