495-32-9

Basic information

• Product Name: NODAKENETIN
• Synonyms: NODAKENETIN;(-)-Prangeferol;(R)-2,3-Dihydro-2-(1-hydroxy-1-methylethyl)-7H-furo[3,2-g][1]benzopyran-7-one;Prangeferol;Nodakenitin
• CAS NO: 495-32-9
• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.25856
• Mol File: 495-32-9.mol
• Article Data: 20

Chemical Properties

• Melting Point: 186.5-187 °C(Solv: benzene (71-43-2))
• Boiling Point: 434°Cat760mmHg
• Flash Point: 168°C
• Appearance: /
• Density: 1.334g/cm³
• PKA: 14.34±0.29(Predicted)
• CAS DataBase Reference: NODAKENETIN(CAS DataBase Reference)
• NIST Chemistry Reference: NODAKENETIN(495-32-9)
• EPA Substance Registry System: NODAKENETIN(495-32-9)

Safety Data

• Hazardous Substances Data: 495-32-9(Hazardous Substances Data)

Usage

Description

NODAKENETIN is a chemical compound that serves as a precursor in the biosynthesis of psoralen and linear furanocoumarins. It has been demonstrated to exhibit antifouling activities, making it a potential candidate for various applications.

Uses

Used in Marine Applications:
NODAKENETIN is used as an antifouling agent for preventing the growth of marine organisms on submerged surfaces, such as ship hulls and underwater equipment. Its antifouling properties help reduce drag, improve fuel efficiency, and minimize the environmental impact of biofouling.
Used in Pharmaceutical Applications:
NODAKENETIN is used as a precursor in the synthesis of psoralen and linear furanocoumarins, which have potential applications in the development of new drugs and therapies. Its role in biosynthesis makes it a valuable compound for research and pharmaceutical development.
Used in Chemical Synthesis:
NODAKENETIN is used as a starting material for the synthesis of various chemical compounds, including psoralen and linear furanocoumarins. Its unique structure and properties make it a useful building block for creating new molecules with potential applications in various industries.

Upstream product

• 13209-79-5 (-)-prantschimgin 
• 125497-23-6 Marmesinin-tetraacetat 
• 52085-14-0 4-benzoxy-salicylaldehyde 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 27421-19-8 7-(2-methylbut-3-en-2-yloxy)-2H-chromen-2-one 
• 27421-18-7 7-((2-methylbut-3-yn-2-yl)oxy)-2H-chromen-2-one 
• 1356928-62-5 7-p-methoxybenzyloxy-6-prenylcoumarin 
• 1356928-61-4 4-p-methoxybenzyloxy-o-prenyloxycinnamic acid methyl ester 
• 1356928-60-3 4-p-methoxybenzyloxy-o-hydroxycinnamic acid methyl ester 
• 374768-02-2 7-[(4-methoxybenzyl)oxy]-2H-chromen-2-one 
• 107052-29-9 methyl 4'-benzyloxy-2'-(3-methylbut-2-enyloxy)cinnamate 
• 107052-38-0 7-(benzyloxy)-6-(3-methylbut-2-enyl)-2H-chromen-2-one 
• 107052-26-6 (E)-3-(4-Benzyloxy-2-hydroxy-phenyl)-acrylic acid methyl ester 

Downstream Products

• 64-19-7 acetic acid 
• 108-46-3 recorcinol 
• 53106-45-9 secorin 
• 66-97-7 psoralen 

Relevant articles and documents

A simple and efficient approach for the preparation of dihydroxanthyletin, xanthyletin, decursinol and marmesin

A simple and efficient approach has been developed for the preparation of coumarin natural products such as dihydroxanthyletin, xanthyletin, decursinol and marmesin starting from commercially available 2,4-dihydroxybenzaldehyde with very good yields. Wittig homologation and Claisen rearrangement are the protocols used to achieve these molecules.

Synthesis of coumarin derivatives and their cytoprotective effects on t-BHP-induced oxidative damage in HepG2 cells

Coumarins are ubiquitous in higher plants and exhibit various biological actions. The aim of this study was to investigate the structure-activity relationships of coumarin derivatives on tert-butyl hydroperoxide (t-BHP)-induced oxidative damage in human hepatoma HepG2 cells. A series of coumarin derivatives were prepared and assessed for their cytoprotective effects. Among these, a caffeoyl acid-conjugated dihydropyranocoumarin derivative, caffeoyllomatin, efficiently protected against cell damage elicited by t-BHP. Our findings suggest that caffeoyllomatin appears to be a potent cytoprotective agent.

Glycosides from the methanol extract of Notopterygium incisum

Five new (15) and twelve known (617) different types of glycosides together with a known sesquiterpene triol (18) were isolated from the methanol extract of the rhizomes of Notopterygium incisum. The new structures were elucidated by means of spectroscopic and chemical methods to be pregn-5-en-3,20(S)-diol-3-O- bis - D-glucopyranosyl-(l2,16) - D-glucopyranoside (1), oleuropeic aldehyde 8-O - D-glucopyranoside (2), 2(R)-(3,4-dimethoxyphenyl)-propane-1,3-diol-1-O - D-glucopyranoside (3), eudesman-3,4,11-triol-11-O - D-glucopyranoside (4), and marmesin-11-O - D-glucopyranosyl-(16) - D-glucopyranoside (5). The absolute configuration of the aglycone in compound 3 was assigned by application of Klyne's rule. Georg Thieme Verlag KG Stuttgart - New York.