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Picrasidine Q 101219-61-8

Picrasidine Q 101219-61-8

CAS No.: 101219-61-8

Picrasidine Q is an alkaloid found in the angelica plant and has anti-cell transformation and anti-cancer effects. Picra
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Picrasidine Q is an alkaloid found in the angelica plant and has anti-cell transformation and anti-cancer effects. Picrasidine Q causes apoptosis and G1 arrest in human esophageal cancer cells and directly inhibits FGFR2 kinase activity.

Physicochemical Properties


Molecular Formula C15H10N2O3
Molecular Weight 266.25
Exact Mass 266.069
CAS # 101219-61-8
PubChem CID 54714262
Appearance Typically exists as solid at room temperature
LogP 2.152
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 1
Heavy Atom Count 20
Complexity 476
Defined Atom Stereocenter Count 0
SMILES

COC1=C(C2=C3C(=CC=N2)C4=CC=CC=C4N3C1=O)O

InChi Key HJFNTSGIQCFHGP-UHFFFAOYSA-N
InChi Code

InChI=1S/C15H10N2O3/c1-20-14-13(18)11-12-9(6-7-16-11)8-4-2-3-5-10(8)17(12)15(14)19/h2-7,18H,1H3
Chemical Name

4-hydroxy-3-methoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
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)

Biological Activity


Targets FGFR2
ln Vitro In ESCC cells, picrasidine Q (0~60 μM; 3 hours) inhibits FGFR2 downstream signaling[1]. Cell cycle arrest and apoptosis are induced by picracridine Q (0~60 μM; 48 and 72 hours; ESCC cells)[1]. ESCC cells are grown more slowly when exposed to picrasidine Q (0~60 μM; 24~72 hours)[1]. By blocking the G1/S cell cycle transition, picrasidine Q (0~60 μM; 30 minutes; JB6Cl41 cells) prevents proliferation[1]. In a dose-dependent manner, FGFR2 kinase activity can be inhibited by picrasidine Q (12.5, 25 or 50 μM)[1].
Cell Assay Western Blot Analysis[1]
Cell Types: ESCC cells
Tested Concentrations: 0~60 μM
Incubation Duration: 3 hrs (hours)
Experimental Results: Suppressed downstream signaling of FGFR2 in ESCC cells.

Apoptosis Analysis[1]
Cell Types: ESCC cells
Tested Concentrations: 0~60 μM
Incubation Duration: 48 and 72 hrs (hours)
Experimental Results: Induced cell cycle arrest and apoptosis.

Cell Cytotoxicity Assay[1]
Cell Types: ESCC cells
Tested Concentrations: 0~60 μM
Incubation Duration: 24~72 hrs (hours)
Experimental Results: Suppressed the growth of ESCC cells.

Cell Cycle Analysis[1]
Cell Types: JB6Cl41 cells
Tested Concentrations: 0~60 μM
Incubation Duration: 30 minutes
Experimental Results: Inhibited proliferation by inhibition of G1/S cell cycle transition.
References

[1]. FGFR2 regulation by picrasidine Q inhibits the cell growth and induces apoptosis in esophageal squamous cell carcinoma. J Cell Biochem. 2018;119(2):2231-2239.

Additional Infomation Picrasidine Q has been reported in Eurycoma longifolia, Brucea javanica, and Picrasma quassioides with data available.

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7559 mL 18.7793 mL 37.5587 mL
5 mM 0.7512 mL 3.7559 mL 7.5117 mL
10 mM 0.3756 mL 1.8779 mL 3.7559 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.