Psoralen (psoralene, Ficusin, Furocoumarin)

Alias: psoralene; Ficusin; Furocoumarin
Cat No.:V2565 Purity: ≥98%
Psoralen (psoralene, Ficusin, Furocoumarin)is a naturally occurring furocoumarin isolated from Fructus Psoraleae, it intercalates with DNA, inhibiting DNA synthesis and cell division.
Psoralen (psoralene, Ficusin, Furocoumarin) Chemical Structure CAS No.: 66-97-7
Product category: PARP
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Psoralen (psoralene, Ficusin, Furocoumarin) is a naturally occurring furocoumarin isolated from Fructus Psoraleae, it intercalates with DNA, inhibiting DNA synthesis and cell division. Psoralen prevents rather than promotes apoptosis in MCF-7/ADR cell proliferation, as evidenced by G0/G1 phase arrest. Psoralen inhibits ATPase activity instead of decreasing P-gp expression to reverse MDR (multidrug resistance). Psoralen represses EMT, potentially by preventing NF-κB activation, which limits the migration potential of MCF-7/ADR cells. When longwave UV light activates pristralens, a class of photoactive compounds, DNA is easily alkylated.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Psoralen prevents rather than promotes apoptosis in MCF-7/ADR cell proliferation, as evidenced by G0/G1 phase arrest. Psoralen inhibits ATPase activity instead of decreasing P-gp expression to reverse MDR (multidrug resistance). Psoralen represses EMT, potentially by preventing NF-κB activation, which limits the migration potential of MCF-7/ADR cells. When longwave UV light activates pristralens, a class of photoactive compounds, DNA is easily alkylated. When MCF-7/ADR cells are exposed to low concentrations of psoralen (<10.75 µM) and high concentrations (>21.5 µM), their proliferation is markedly enhanced. Breast cancer metastases can be prevented by prisoralen. Numerous cell processes, such as migration, proliferation, inflammation, and death, are mediated by psoralen[1].
ln Vivo
Psoralen has been identified as a tumor suppressor in a number of different tumors[1]. In both male and female mice, psoralen reduces osteoporosis brought on by a lack of sex hormone. By promoting osteoblastic differentiation from bone mesenchymal stem cells, it has an antiosteoporosis effect in rats with osteoporotic ovariectomy[2].
Cell Assay
The MTT assay is used to measure the effects of psoralen on cell proliferation. MCF-10A and MCF-7/ADR cells are cultivated for 48 hours at a cell density of 2×104 per well in 96-well plates. After that, the medium is taken out and replaced with new medium that has varying amounts of psoralen (0, 21.5, 43.0, 64.5, 86.0, and 107.5 μM) for 48 hours. The negative control group's cells are cultured in RPMI-1640 culture medium with 0.1% dimethyl sulfoxide (DMSO) added as a supplement. After incubating the cells for four hours with 10 µL MTT (5 mg/mL), the medium is discarded and 200 µL DMSO is added. After the crystals have completely dissolved, the spectrophotometric absorbance is measured at 490 nm using an enzyme-labeling apparatus.
Animal Protocol
ICR mice
10 mg/kg and 20 mg/kg
intragastrically
References

[1]. Biol Pharm Bull . 2016 May 1;39(5):815-22.

[2]. BioMed Research International. 2016, 2016:6869452.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H6O3
Molecular Weight
186.16
Exact Mass
186.03
CAS #
66-97-7
Related CAS #
66-97-7
Appearance
Powder
SMILES
C1=CC(=O)OC2=CC3=C(C=CO3)C=C21
InChi Key
ZCCUUQDIBDJBTK-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H6O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-6H
Chemical Name
furo[3,2-g]chromen-7-one
Synonyms
psoralene; Ficusin; Furocoumarin
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 37~100 mg/mL (198.8~537.2 mM)
Water: <1 mg/mL
Ethanol: <1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.43 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2.5 mg/mL (13.43 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (13.43 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.3717 mL 26.8586 mL 53.7172 mL
5 mM 1.0743 mL 5.3717 mL 10.7434 mL
10 mM 0.5372 mL 2.6859 mL 5.3717 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04389281 Recruiting Combination Product: X-PACT Advanced Solid Tumor Cancer Immunolight, LLC December 8, 2021 Phase 1
NCT00005092 Completed Drug: Psoralen
Drug: Thiotepa
Leukemia
Lymphoma
M.D. Anderson Cancer Center May 28, 1999 Phase 1
NCT01526213 Completed Drug: Fexofenadine Food-drug Interaction University of North Carolina,
Chapel Hill
September 2009 Not Applicable
Biological Data
  • Effects of psoralen and isopsoralen on Conn.D, Tb.N, Tb.Th, and Tb.Sp (Con, control group; Mod, model group; E2, estradiol valerate group; AS, alendronate sodium group; P10 and P20, psoralen 10 mg/kg and psoralen 20 mg/kg groups; IP10 and IP20, isopsoralen 10 mg/kg and isopsoralen 20 mg/kg groups). BioMed Research International. 2016, 2016:6869452.
  • Bone histomorphological photomicrographs. Con, control group; Mod, model group; E2, estradiol valerate group; AS, alendronate sodium group; P10 and P20, psoralen 10 mg/kg and psoralen 20 mg/kg groups; IP10 and IP20, isopsoralen 10 mg/kg and isopsoralen 20 mg/kg groups. BioMed Research International. 2016, 2016:6869452.
  • Effects of psoralen and isopsoralen on bone strength. BioMed Research International. 2016, 2016:6869452.
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