112789-90-9

Basic information

• Product Name: 7-Methoxy-8-[(E)-3-oxo-1-butenyl]-2H-1-benzopyran-2-one
• Synonyms: 7-Methoxy-8-[(E)-3-oxo-1-butenyl]-2H-1-benzopyran-2-one;Osthenone;7-Methoxy-8-[(1E)-3-oxo-1-butenyl]-2H-1-benzopyran-2-one;Osthenon
• CAS NO: 112789-90-9
• Molecular Formula: C14H12O4
• Molecular Weight: 244.24
• Mol File: 112789-90-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-Methoxy-8-[(E)-3-oxo-1-butenyl]-2H-1-benzopyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Methoxy-8-[(E)-3-oxo-1-butenyl]-2H-1-benzopyran-2-one(112789-90-9)
• EPA Substance Registry System: 7-Methoxy-8-[(E)-3-oxo-1-butenyl]-2H-1-benzopyran-2-one(112789-90-9)

Safety Data

• Hazardous Substances Data: 112789-90-9(Hazardous Substances Data)

Usage

General Description

7-Methoxy-8-[(E)-3-oxo-1-butenyl]-2H-1-benzopyran-2-one, also known as umbelliferone, is a natural chemical compound found in several plant sources such as Angelica archangelica and various citrus fruits. It belongs to the coumarin class of compounds and is known for its antioxidant and anti-inflammatory properties. Umbelliferone has been studied for its potential health benefits, including its ability to protect against UV radiation damage, reduce inflammation, and exhibit antitumor and antimicrobial activity. Additionally, it has been investigated for its potential use in the treatment of various skin conditions and as a food preservative due to its antioxidant properties.

Upstream product

• 531-59-9 7-methoxycoumarin 
• 78-94-4 methyl vinyl ketone 
• 65763-01-1 7-methoxy-8-iodo-2H-chromen-2-one 
• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 65763-00-0 7-hydroxy-8-iodocoumarin 

Relevant articles and documents

A route to the structure proposed for puetuberosanol and approaches to the natural products marshrin and phebalosin

Synthesis of the structure claimed for puetuberosanol 1 (using the Juliá-Colonna oxidation in a key step) showed that the natural product was a different material. The isomeric epoxy alcohols 16-18 can be discounted from the alternatives. An analogue 19 of marshrin 2 was prepared but the synthesis of the natural product was thwarted by failure of a Juliá-Colonna oxidation in the key step. The epoxy ketone 29 was prepared by Darzens condensation and was converted into (±)-phebalosin 3.

Structure of bisosthenon, a novel dimeric coumarin from Citrus plants

A new dimeric coumarin, named bisosthenon (1), was isolated from the roots of some Citrus plants.The strucure 1, corresponding to a head-to-head dimer of osthenon (4), prviously obtained from Citrus plants, was eluciated by spectrometric and X-ray analysis.The photodimerization of 4 was also studied.Keywords - coumarin; Rutaceae; Citrus; bisosthenon; osthenon; photodimerization; dimer; cyclobutane; X-ray.