Trioxsalen

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Trioxsalen
Trioxsalen.png
Names
IUPAC name
2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one
Identifiers
3902-71-4 N
ChEBI CHEBI:28329 YesY
ChEMBL ChEMBL1475 YesY
ChemSpider 5383 YesY
DrugBank DB04571 YesY
Jmol 3D model Interactive image
KEGG D01034 YesY
PubChem 5585
UNII Y6UY8OV51T YesY
  • InChI=1S/C14H12O3/c1-7-4-12(15)17-14-9(3)13-10(6-11(7)14)5-8(2)16-13/h4-6H,1-3H3 YesY
    Key: FMHHVULEAZTJMA-UHFFFAOYSA-N YesY
  • InChI=1/C14H12O3/c1-7-4-12(15)17-14-9(3)13-10(6-11(7)14)5-8(2)16-13/h4-6H,1-3H3
    Key: FMHHVULEAZTJMA-UHFFFAOYAF
  • O=C/3Oc2c(c1oc(cc1cc2\C(=C\3)C)C)C
Properties
C14H12O3
Molar mass 228.24328
Pharmacology
ATC code D05AD01
D05BA01
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Trioxsalen (trimethylpsoralen, Trioxysalen or Trisoralen) is a furanocoumarin and a psoralen derivative. It is obtained from several plants, mainly Psoralea corylifolia. Like other psoralens it causes photosensitization of the skin. It is administered either topically or orally in conjunction with UV-A (the least damaging form of ultraviolet light) for phototherapy treatment of vitiligo[1] and hand eczema.[2] After photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death unless repaired by cellular mechanisms. In research it can be conjugated to dyes for confocal microscopy and used to visualize sites of DNA damage.[3] The compound is also being explored for development of antisense oligonucleotides that can be cross-linked specifically to a mutant mRNA sequence without affecting normal transcripts differing at even a single base pair.[4]

References

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