134955-26-3

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 6-[(2E)-3,7-dimethyl-2,6-octadienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-
• CAS NO: 134955-26-3
• Molecular Formula: C25H26O5
• Molecular Weight: 406.478
• Mol File: 134955-26-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 6-[(2E)-3,7-dimethyl-2,6-octadienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 6-[(2E)-3,7-dimethyl-2,6-octadienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-(134955-26-3)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 6-[(2E)-3,7-dimethyl-2,6-octadienyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-(134955-26-3)

Safety Data

• Hazardous Substances Data: 134955-26-3(Hazardous Substances Data)

Upstream product

• 6138-90-5 trans-geranyl bromide 
• 763-10-0 geranyl diphosphate 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 134955-30-9 4',5,7-tris(methoxymethyloxy)flavanone 
• 134955-29-6 2′,4,4′-trimethoxymethoxy-6′-hydroxychalcone 
• 134955-46-7 5-hydroxy-7-(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)-4H-chromen-4-one 
• 134955-37-6 7,4'-dimethoxymethyl-6-geranylapigenin 

Relevant articles and documents

Chemoenzymatic syntheses of prenylated aromatic small molecules using Streptomyces prenyltransferases with relaxed substrate specificities

NphB is a soluble prenyltransferase from Streptomyces sp. strain CL190 that attaches a geranyl group to a 1,3,6,8-tetrahydroxynaphthalene-derived polyketide during the biosynthesis of anti-oxidant naphterpin. Here we report multiple chemoenzymatic syntheses of various prenylated compounds from aromatic substrates including flavonoids using two prenyltransferases NphB and SCO7190, a NphB homolog from Streptomyces coelicolor A3(2), as biocatalysts. NphB catalyzes carbon-carbon-based and carbon-oxygen-based geranylation of a diverse collection of hydroxyl-containing aromatic acceptors. Thus, this simple method using the prenyltransferases can be used to explore novel prenylated aromatic compounds with biological activities. Kinetic studies with NphB reveal that the prenylation reaction follows a sequential ordered mechanism.