14117-54-5

Basic information

• Product Name: 2,3-Dihydro-2α-[4-[(3-methyl-2-butenyl)oxy]phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one
• Synonyms: (-)-Selinone;[S,(-)]-2,3-Dihydro-5,7-dihydroxy-2-[4-[(3-methyl-2-butenyl)oxy]phenyl]-4H-1-benzopyran-4-one;2,3-Dihydro-2α-[4-[(3-methyl-2-butenyl)oxy]phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one;Archangelenone;Selinone
• CAS NO: 14117-54-5
• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.37
• Mol File: 14117-54-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 151-152 °C
• Boiling Point: 573.7±50.0 °C(Predicted)
• Appearance: /
• Density: 1.268±0.06 g/cm3(Predicted)
• PKA: 7.51±0.40(Predicted)
• CAS DataBase Reference: 2,3-Dihydro-2α-[4-[(3-methyl-2-butenyl)oxy]phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dihydro-2α-[4-[(3-methyl-2-butenyl)oxy]phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one(14117-54-5)
• EPA Substance Registry System: 2,3-Dihydro-2α-[4-[(3-methyl-2-butenyl)oxy]phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one(14117-54-5)

Safety Data

• Hazardous Substances Data: 14117-54-5(Hazardous Substances Data)

Usage

Definition

ChEBI: A dihydroxyflavanone that is 5,7-dihydroxyflavanone substituted by a prenyloxy group at position 4' (the 2S stereoisomer). Isolated from Selinum vaginatum and Monotes engleri, it exhibits antifungal activity.

Upstream product

• 358-72-5 dimethylallyl diphosphate 
• 480-41-1 naringenin 

Relevant articles and documents

Enzymatic O-Prenylation of Diverse Phenolic Compounds by a Permissive O-Prenyltransferase from the Medicinal Mushroom Antrodia camphorata

Prenylated compounds are pharmacologically attractive natural products that are widely distributed in nature. Prenyltransferases (PTs) could catalyze the transfer of prenyl moieties to aromatic acceptors and increase the structural diversity and biological activity of natural products. In this work, a permissive O-prenyltransferase AcaPT was discovered from Antrodia camphorata, a precious medicinal mushroom in Taiwan. AcaPT exhibited robust O-prenylation capability toward structurally diverse drug-like phenolic compounds, including antrodins, flavonoids, and coumarins. In total, 23 O-prenylated products were obtained by scaled-up enzymatic synthesis. AcaPT could be used as an efficient biocatalyst to synthesize O-prenylated derivatives for drug discovery. (Figure presented.).