Psoralen

Category	Human immunodeficiency Virus (HIV)
CAS	66-97-7
Description	Psoralen is a photoactive probe that has been used to investigate nucleic acid structure and function. It intercalates into DNA and, when activated by ultraviolet radiation, can create covalent interstrand crosslinks, inducing apoptosis.

Quotation Now

Product Information

Synonyms	Ficusin; Furocoumarin
IUPAC Name	furo[3,2-g]chromen-7-one
Molecular Weight	186.16
Molecular Formula	C11H6O3
Canonical SMILES	C1=CC(=O)OC2=CC3=C(C=CO3)C=C21
InChI	InChI=1S/C11H6O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-6H
InChIKey	ZCCUUQDIBDJBTK-UHFFFAOYSA-N
Boiling Point	362.00to363.00°C.at760.00mmHg
Melting Point	159-164°C.
Flash Point	173.1±23.7 °C
Purity	97 %. (HPLC).
Density	1.389 g/cm3
Solubility	Chloroform, slightly in ethanol and ether, practically not in water
Appearance	Solid powder
Shelf Life	Stable under recommended storage conditions
Storage	Store at +4 °C, in dark place.
Complexity	284
Exact Mass	186.031694049
Index Of Refraction	1.667
In Vitro	Psoralen was able to inhibit the growth of SMMC-7721 cells in a dose- and time-dependent manner and had a strong proapoptotic effect on these cells. It show a dose-dependent increase in caspase-3 activity, and elevated levels of p53 and Bax proteins in psoralen-treated cells, that coincided with dose-dependent decrease in Bcl-2 expression.
In Vivo	The acute oral median lethal dose of psoralen in ICR mice was determined to be 1,673 mg/kg. C57BL/6 mice were administered psoralen intragastrically at doses of 400 mg/kg or 800 mg/kg, and were sacrificed 24 h after treatment. Changes in various hepatotoxicity indicators demonstrated that psoralen can cause mild liver injury in mice. Psoralen inhibited the viability of normal human liver L02 cells in vitro by inducing S-phase arrest. In addition, psoralen in both the mouse livers and L02 cells upregulated cyclin E1 and p27 protein levels. The 2/3 partial hepatectomy mouse model was used to further explore the effects of psoralen on the liver regeneration and hepatocellular cycle arrest in vivo. The results showed that the decrease of liver regenerative and self-healing capabilities induced by hepatocellular cycle arrest may play an important role in the hepatotoxicity of psoralen. The further mechanism researches indicated that psoralen-induced hepatotoxicity was associated with inhibition of mTOR signalling pathway and mitochondrial injury; furthermore, MHY, an mTOR activator, partly alleviated the inhibition of mTOR and S-phase cycle arrest induced by psoralen in L02 cells.
PSA	43.35000
Target	Apoptosis; HIV; Influenza Virus
Vapor Pressure	5.4X10-6 mm Hg at 25 °C (est)
XLogP3-AA	2.3