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
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) |
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 |
Psoralen manufacturer
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