1603-47-0

Basic information

• Product Name: 9-HYDROXY-4-METHOXY-PSORALEN
• Synonyms: 9-HYDROXY-4-METHOXY-PSORALEN;9-HYDROXY-METHOXY-PSORALEN;8-Hydroxybergapten;9-Hydroxy-4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one
• CAS NO: 1603-47-0
• Molecular Formula: C12H8O5
• Molecular Weight: 232.18892
• Mol File: 1603-47-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 221.5-222 °C
• Boiling Point: 488.2°Cat760mmHg
• Flash Point: 249.1°C
• Appearance: /
• Density: 1.484
• Vapor Pressure: 3.72E-10mmHg at 25°C
• Refractive Index: 1.67
• PKA: 6.58±0.20(Predicted)
• CAS DataBase Reference: 9-HYDROXY-4-METHOXY-PSORALEN(CAS DataBase Reference)
• NIST Chemistry Reference: 9-HYDROXY-4-METHOXY-PSORALEN(1603-47-0)
• EPA Substance Registry System: 9-HYDROXY-4-METHOXY-PSORALEN(1603-47-0)

Safety Data

• Hazardous Substances Data: 1603-47-0(Hazardous Substances Data)

Usage

Uses

8-Hydroxybergapten is known as a skin-whitening components in Bai Zhi (Angelica dahurica), used as a face cream. Also, it shows strong abilities to induce alk. phosphatase (AP).

InChI:InChI=1/C12H8O5/c1-15-10-6-2-3-8(13)17-12(6)9(14)11-7(10)4-5-16-11/h2-5,14H,1H3

Upstream product

• 14348-23-3 5,8-dihydroxypsoralen 
• 74-88-4 methyl iodide 
• 483-36-3 furo<3,2-g><1>benzopyran-4,7,9-trione 
• 298-81-7 9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one 
• 2009-24-7 8-hydroxypsoralen 
• 26091-79-2 (R)-(+)-byakangelicol 
• 858249-22-6 9-amino-4-methoxy-furo[3,2-g]chromen-7-one 

Downstream Products

• 482-27-9 isopimpinellin 
• 483-36-3 furo<3,2-g><1>benzopyran-4,7,9-trione 
• 2543-94-4 phellopterin 

Relevant articles and documents

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Furanocoumarin glucosides from the seeds of Apium graveolens

Besides celereoside and nodakenin, three new furanocoumarin glucosides have been isolated from the seeds of Apium graveolens. The new glucosides have been structurally assigned as (+)-2,3,-dihydro-9-hydroxy-2[1-(6-sinapinoyl) β-d-glucosyloxy-1-methylethyl]-7H-furo[3,2g] [1]-benzopyran-7-one, (-)-2,3-dihydro-9-O-β-d-gluco-syloxy-2-isopropenyl-7H-furo[3,2g] [1]-benzopyran-7-one, and 5-methoxy-8-O-β-d-glucosyloxypsoralen.

Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor

The present study was demonstrated to evaluate the effects of naturally occurring coumarins (NOCs) including simple coumarins, furanocoumarins, and pyranocoumarins on the inhibition of β-secretase (BACE1) activity. Of 41 NOCs examined, some furanocoumarins inhibited BACE1 activity, but simple coumarins and pyranocoumarins did not affect. The most potent inhibitor was 5-geranyloxy-8-methoxypsoralen (31), which has an IC50 value of 9.9 μM. Other furanocoumarin derivatives, for example, 8-geranyloxy-5- methoxypsoralen (35), 8-geranyloxypsoralen (24), and bergamottin (18) inhibited BACE1 activity, with the IC50 values 25.0 μM. Analyses of the inhibition mechanism by Dixon plots and Cornish-Bowden plots showed that compounds 18, 31 and 35 were mixed-type inhibitor. The kinetics of inhibition of BACE1 by coumarins 24 was non-competitive inhibitors.

Natural coumarins. XIV. Synthesis of some isoprenyl ethers of psoralene hydroquinone and related products

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