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Trioxsalen (Synonyms: NSC 71047,4,5’,8-Trimethylpsoralen,Trisoralen)

Catalog No.GC15043 Copy One-Click Copy Product Info

intercalates into DNA and forms DNA single-strand adducts and interstrand crosslinks when activated with ultraviolet light

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Trioxsalen Chemical Structure

Cas No.: 3902-71-4

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Sample solution is provided at 25 µL, 10mM.



Description of Trioxsalen

Trioxsalen has been reported to intercalate into DNA forming DNA single-strand adducts and interstrand crosslinks when activated with UV light.

In vitro: 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. 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 [1].

In vivo: Mice received 3H-trioxsalen either orally or intraperitoneally. It was found that over 88% of trioxsalen, after po or i.p. administration, was excreted in the urine within 8 hours and over 90% within 12 hours. The distribution patterns of trioxsalen radioactivity demonstrated that trioxsalen was selectively present in liver, skin, and blood and was barely detectable in other organs. The highest values were observed between 2 and 6 hours and diminished rapidly thereafter [1].

Clinical trial: In men receiving 40 mg unlabelled trioxsalen, 80% of the administered dose was excreted in urine within 8 hours as hydroxylated or glucuronide derivatives. It was also reported that trioxsalen transformed to a principal metabolite 5'-carboxy-4,8-dimethylpsoralen, which was found to be inactive as skin photosensitizer and to this transformation had been attributed the difference in the photoreactivity of trioxsalen when topically applied or systematically administered [1].

Reference:
[1] Mahmoud M. A. Hassan. Trioxsalen. Analytical Profiles of Drug Substances Volume 10, 1981, Pages 705-727.

Chemical Properties of Trioxsalen

Cas No. 3902-71-4 SDF
Synonyms NSC 71047,4,5’,8-Trimethylpsoralen,Trisoralen
Chemical Name 2,5,9-trimethyl-7H-furo[3,2-g][1]benzopyran-7-one
Canonical SMILES CC1=CC2=CC(C(C)=C3)=C(C(C)=C2O1)OC3=O
Formula C14H12O3 M.Wt 228.2
Solubility Soluble in dichloromethane Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Trioxsalen

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1 mg 5 mg 10 mg
1 mM 4.3821 mL 21.9106 mL 43.8212 mL
5 mM 876.4 μL 4.3821 mL 8.7642 mL
10 mM 438.2 μL 2.1911 mL 4.3821 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 7 reference(s) in Google Scholar.)

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