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Angelicin (Isopsoralen)

Alias: Knoll brand of bentazepam; QM 6008; QM-6008; Bentazepam; Thiadipone; Tiadipone; Bentazepam [USAN:INN]; CI-718; Tiadipona; Thiadipone
Cat No.:V30297 Purity: ≥98%
Angelicin is a naturally occurring tricyclic aromatic hydrocarbon compound that is structurally related to psoralen and has anti-cancer, anti~inflammatory, anti-viral and other activities.
Angelicin (Isopsoralen)
Angelicin (Isopsoralen) Chemical Structure CAS No.: 523-50-2
Product category: Apoptosis
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
25mg
50mg
100mg
Other Sizes

Other Forms of Angelicin (Isopsoralen):

  • Bentazepam
  • Bentazepam hydrochloride (QM 6008 hydrochloride; Thiadipone hydrochloride; Tiadipone hydrochloride)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Angelicin is a naturally occurring tricyclic aromatic hydrocarbon compound that is structurally related to psoralen and has anti-cancer, anti~inflammatory, anti-viral and other activities. Cytotoxic, IC50= 49.56 μM; inhibits MHV-68, IC50= 5.39 μg/ml (28.95 μM).
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Isopsoralen treatment stimulates the accumulation of cartilage nodules in a dose-dependent manner. Isopsoralen increases the expression of chondrogenic marker genes like collagen II, collagen X, OCN, Smad4 and Sox9 in a time-dependent manner. Additionally, isopsoralen induces the activation of p38 MAP kinase and extracellular signal-regulated kinase (ERK), but not of c-jun N-terminal kinase (JNK). Isopsoralen significantly increases BMP-2 protein expression in a time-dependent manner and, through BMP-2 or MAPK signaling pathways, mediates a chondromodulating effect.
ln Vivo
In mice with sex hormone deprivation, isopsoralen has a significant osteoprotective effect on both male and female mice. Isopsoralen treatment for 8 weeks results in improved trabecular bone microstructure and increased bone strength. The elimination half-life of isopsoralen after intravenous administration to wistar rats is 5.35 hours. Kidney > lung > liver > heart > spleen > brain is the order in which the area under the tissues' curves for isopsoralen decrease. The elimination half-life of isopsoralen after oral administration to Wistar rats is 5.56 h, and its bioavailability is 70.35%.
Cell Assay
ATDC5 cells are plated in 96-well plates at a density of 5×103 cells per well, incubated for an overnight period in media containing 10% FBS, and then subjected to various isopsoralen concentrations. Following a 24-hour incubation period, cells are treated with media containing 100 g/ml MTT for 2 hours at 37°C after being washed with phosphate-buffered saline (PBS). Following a PBS wash, the cells are dissolved in 200 l of DMSO. By using a spectrophotometer to measure the absorbance at a wavelength of 540 nm, the resulting solubilized purple formazan is quantified.
References

[1]. Angelicin induces apoptosis through intrinsic caspase-dependent pathway in human SH-SY5Y neuroblastoma cells. Molecular and Cellular Biochemistry October 2012, Volume 369, Issue 1-2, pp 95-104.

[2]. Antiviral activity of angelicin against gammaherpesviruses. Antiviral Research Volume 100, Issue 1, October 2013, Pages 75–83.

[3]. Angelicin regulates LPS-induced inflammation via inhibiting MAPK/NF-κB pathways. Journal of Surgical Research Volume 185, Issue 1, November 2013, Pages 300–309.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H6O3
Molecular Weight
186.16354
Exact Mass
296.09833
Elemental Analysis
C, 68.89; H, 5.44; N, 9.45; O, 5.40; S, 10.82
CAS #
523-50-2
Related CAS #
29462-18-8; 29462-19-9 (HCl)
Appearance
Solid powder
SMILES
C1=CC2=C(C=CO2)C3=C1C=CC(=O)O3
InChi Key
XDROKJSWHURZGO-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H
Chemical Name
furo[2,3-h]chromen-2-one
Synonyms
Knoll brand of bentazepam; QM 6008; QM-6008; Bentazepam; Thiadipone; Tiadipone; Bentazepam [USAN:INN]; CI-718; Tiadipona; Thiadipone
HS Tariff Code
2934.99.9001
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: 14~33.3 mg/mL (75.2~179.0 mM)
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) (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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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
NCT01931436 Completed Drug: Qing'E pill Menopause Shanghai University of
Traditional Chinese
Medicine
August 2013 Phase 1
Biological Data
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