28587-43-1

Basic information

• Product Name: 7-Geranyloxy-6-methoxycoumarin
• Synonyms: 7-Geranyloxy-6-methoxycoumarin;7-((3,7-DiMethylocta-2,6-dien-1-yl)oxy)-6-Methoxy-2H-chroMen-2-one
• CAS NO: 28587-43-1
• Molecular Formula: C20H24O4
• Molecular Weight: 328
• Mol File: 28587-43-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 87-88 °C
• Boiling Point: 487.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.092±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 7-Geranyloxy-6-methoxycoumarin(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Geranyloxy-6-methoxycoumarin(28587-43-1)
• EPA Substance Registry System: 7-Geranyloxy-6-methoxycoumarin(28587-43-1)

Safety Data

• Hazardous Substances Data: 28587-43-1(Hazardous Substances Data)

Usage

General Description

7-Geranyloxy-6-methoxycoumarin is a chemical compound classified as a coumarin, which is commonly found in a wide variety of plants. It is characterized by the presence of a geranyl group, an organic substituent derived from geraniol, and methoxy group linked to the coumarin structure. The compound is known for its potential bioactive properties including anti-inflammatory, antibacterial, and anticancer activities. Extraction of this compound is generally achieved through chromatographic techniques. Studies about this chemical are still ongoing to further understand its potential benefits and applications in medical, pharmaceutical, and other scientific fields.

Upstream product

• 6138-90-5 trans-geranyl bromide 
• 92-61-5 7-hydroxy-6-methoxy-2H-1-benzopyran-2-one 

Relevant articles and documents

Natural oxyprenylated coumarins are modulators of melanogenesis

Naturally occurring coumarins 7-isopentenyloxycoumarin, auraptene, and umbelliprenin are able to modulate the biosynthesis of melanin in murine Melan-a cells probably through the interaction with selected biological targets like estrogen receptor β and aryl hydrocarbon receptor. Such a modulation strictly depends on the individual structure of the coumarin: the presence of a 3,3-dimethylallyloxy side chain is a structural determinant for tanning activation whereas a farnesyl one leads to the opposite effect. The parent compound with a free OH group, umbelliferone, did not provide any interaction. Other coumarins assayed, having shorter chains and/or being substituted in other positions, and prenyloxypsoralens, were not active or not further investigated in this context being cytotoxic at low doses.

Constituents of umbelliferous plants. XV. Coumarins from thapsia garganica L. The structure of new coumarin.

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