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HomeProduct name listPsoralen

Psoralen

Synonym(s):6,7-Furanocoumarin;7H-Furo[3,2-g]benzopyran-7-one;Ficusin;Furo[3,2-g]coumarin

  • CAS NO.:66-97-7
  • Empirical Formula: C11H6O3
  • Molecular Weight: 186.16
  • MDL number: MFCD00010520
  • EINECS: 200-639-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-20 11:41:24
Psoralen Structural

What is Psoralen?

Chemical properties

Crystalline Solid

The Uses of Psoralen

Psoralens are phytoalexins; they are used by plants in a defensive response to attacks by fungi and insects. They have also shown photosensitizing and phototoxic effects in animals and humans and have been used in photochemotherapy for management of vitiligo, psoriasis, and mycosis fungoides. Used as photochemical probe in biological systems.

The Uses of Psoralen

Use as photochemical probe in biological systems

The Uses of Psoralen

As photochemical probe in biological systems: P.-S. Song, C.-N. Ou, Ann. N.Y. Acad. Sci. 346, 355 (1980).

What are the applications of Application

Psoralen is a photochemical probe in studies of DNA mutation and repair mechanisms

Definition

ChEBI: The simplest member of the class of psoralens that is 7H-furo[3,2-g]chromene having a keto group at position 7. It has been found in plants like Psoralea corylifolia and Ficus salicifolia.

Synthesis Reference(s)

Journal of the American Chemical Society, 106, p. 6735, 1984 DOI: 10.1021/ja00334a044
Synthetic Communications, 37, p. 63, 2007 DOI: 10.1080/00397910600978093

Biochem/physiol Actions

Psoralen belongs to the linear type furanocoumarins. It intercalates and induces interstrand cross-links in DNA. On UV exposure psoralen is excited leading to irreversible intercalation with DNA by covalent bond formation. This property of psoralen ultraviolet A light (PUVA) is exploited in treating skin diseases and cutaneous T-cell lymphoma. However, usage psoralen also leads to hepatotoxicity and cytotoxicity by the generation of psoralen photoproducts (POPs). It may be useful in treating osteoporosis

Properties of Psoralen

Melting point: 160-162 °C
Boiling point: 280.64°C (rough estimate)
Density  1.2477 (rough estimate)
refractive index  1.6310 (estimate)
storage temp.  2-8°C
solubility  Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form  neat
form  Solid
color  White to Off-White
Water Solubility  65.16mg/L(25 ºC)
λmax 328nm(EtOH)(lit.)
Merck  14,7928
BRN  152784
CAS DataBase Reference 66-97-7(CAS DataBase Reference)
NIST Chemistry Reference 7H-furo[3,2-g][1]benzopyran-7-one(66-97-7)

Safety information for Psoralen

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H317:Sensitisation, Skin
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.

Computed Descriptors for Psoralen

InChIKey ZCCUUQDIBDJBTK-UHFFFAOYSA-N

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