Psoralidin

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Psoralidin
Names
Preferred IUPAC name
3,9-Dihydroxy-2-(3-methylbut-2-en-1-yl)-6H-[1]benzofuro[3,2-c][1]benzopyran-6-one
Other names
3,9-Dihydroxy-2-prenylcoumestan
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.208.688 Edit this at Wikidata
UNII
  • InChI=1S/C20H16O5/c1-10(2)3-4-11-7-14-17(9-15(11)22)25-20(23)18-13-6-5-12(21)8-16(13)24-19(14)18/h3,5-9,21-22H,4H2,1-2H3
    Key: YABIJLLNNFURIJ-UHFFFAOYSA-N
  • InChI=1/C20H16O5/c1-10(2)3-4-11-7-14-17(9-15(11)22)25-20(23)18-13-6-5-12(21)8-16(13)24-19(14)18/h3,5-9,21-22H,4H2,1-2H3
    Key: YABIJLLNNFURIJ-UHFFFAOYAK
  • OC1=CC(O2)=C(C=C1)C3=C2C(C=C(C/C=C(C)/C)C(O)=C4)=C4OC3=O
Properties
C20H16O5
Molar mass 336.343 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Psoralidin is a natural phenolic compound found in the seeds of Psoralea corylifolia.

Psoralidin production starts with a based catalyzed condensation between phenyl acetate and acid chloride. To form the ring of psoralidin, an intramolecular cyclization occurs, finished off by a microwave assisted cross metathesis reaction.[1]

Pharmacology

Structure

References

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