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YL-109

Alias: YL109; YP-109; YP 109.
Cat No.:V2919 Purity: ≥98%
YL-109 is a novel anticancer agent which has ability to inhibit breast cancer cell growth and invasiveness in vitro and in vivo.
YL-109
YL-109 Chemical Structure CAS No.: 36341-25-0
Product category: Aryl Hydrocarbon Receptor
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

YL-109 is a novel anticancer agent which has ability to inhibit breast cancer cell growth and invasiveness in vitro and in vivo. YL-109 repressed the sphere-forming ability and the expression of stem cell markers in MDA-MB-231 mammosphere cultures. YL-109 increased the expression of carboxyl terminus of Hsp70-interacting protein (CHIP), which suppresses tumorigenic and metastatic potential of breast cancer cells by inhibiting the oncogenic pathway. YL-109 induced CHIP transcription because of the recruitment of the aryl hydrocarbon receptor (AhR) to upstream of CHIP gene in MDA-MB-231 cells. Consistently, the antitumor effects of YL-109 were depressed by CHIP or AhRknockdown in MDA-MB-231 cells [1]. in vivo: Mice treated with vehicle showed significantly enlarged tumors, whereas mice treated with YL-109 showed attenuated tumor growth using MCF-7 cells. Interestingly, YL-109 also suppressed tumor growth in mice injected with MDA-MB-231 cells. Compared with the vehicle control, YL-109 significantly reduced lung metastasis

Biological Activity I Assay Protocols (From Reference)
ln Vitro
In breast cancer cells, YL-109 (0.001-10 μM; 96 h or 24 h) inhibits cell motility, proliferation, and invasiveness[1]. In MDA-MB-231 cells, YL-109 (1 μM) raises CHIP mRNA and protein levels[1].
ln Vivo
In vivo, YL-109 (15 mg/kg; sc every 2 days) suppresses the growth of tumors as well as the metastasis of breast cancer cells[1].
Cell Assay
Cell Proliferation Assay[1]
Cell Types: MCF-7 and MDA-MB-231 cells
Tested Concentrations: 0.001, 0.01, 0.1, 1, 10 μM
Incubation Duration: 96 hrs (hours)
Experimental Results: Strongly inhibited cell proliferation of MCF -7 and MDA-MB-231 cells in a dose-dependent manner (IC50=85.8 nM and 4.02 μM, respectively).
Animal Protocol
Animal/Disease Models: BALB/cAjcl-nu/nu female mice (4-5 weeks) inoculated with MCF-7 or MDA-MB-231 cells[1]
Doses: 15 mg/kg
Route of Administration: Sc every 2 days for 63 days
Experimental Results: Suppressed tumor growth in mice injected with MCF-7 and MDA-MB-231 cells.
References

[1]. 2-(4-Hydroxy-3-methoxyphenyl)-benzothiazole suppresses tumor progression and metastatic potential of breast cancer cells by inducing ubiquitin ligase CHIP. Sci Rep. 2014 Nov 18;4:7095.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H11NO2S
Molecular Weight
257.31
Exact Mass
257.051
CAS #
36341-25-0
Related CAS #
36341-25-0
Appearance
Light yellow to yellow solid powder
Density
1.327g/cm3
Boiling Point
446.448ºC at 760 mmHg
Flash Point
223.804ºC
Index of Refraction
1.685
LogP
3.677
InChi Key
KRVBOHJNAFQFPW-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H11NO2S/c1-17-12-8-9(6-7-11(12)16)14-15-10-4-2-3-5-13(10)18-14/h2-8,16H,1H3
Chemical Name
4-(1,3-benzothiazol-2-yl)-2-methoxyphenol
Synonyms
YL109; YP-109; YP 109.
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:10 mM in DMSO
Water:<1 mg/mL
Ethanol:
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 3 mg/mL (11.66 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 30.0 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: 3 mg/mL (11.66 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 30.0 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: ≥ 3 mg/mL (11.66 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 30.0 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 3.8864 mL 19.4318 mL 38.8636 mL
5 mM 0.7773 mL 3.8864 mL 7.7727 mL
10 mM 0.3886 mL 1.9432 mL 3.8864 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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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:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.

Biological Data
  • Identification of a compound that inhibits cell proliferation, motility and invasiveness in breast cancer cells. (a) Structure of 2-(4-hydroxy-3-methoxyphenyl)-benzothiazole, YL-109. (b) Effects of YL-109 on cell proliferation in breast cancer cells. MCF-7 or MDA-MB-231 cells were cultured with the indicated concentration (shown as -logM) of YL-109. After 96 h, MTT assay was performed (MCF-7; IC50 = 85.8 nM, MDA-MB-231; IC50 = 4.02 μM). (c) Effects of YL-109 on anchorage-dependent cell growth in breast cancer cells. MCF-7 or MDA-MB-231 cells were cultured in media containing DMSO or YL-109 (1 μM) for 96 h. The cell viability was measured by MTT assays. (d and e) Effects of YL-109 on anchorage-independent cell growth in breast cancer cells. Cells were plated on poly-HEMA (d) or soft agar (e) coated plates in the absence or presence of YL-109 (1 μM). The viable cells were counted using Countess Automated Cell Counter (Invitrogen) (d). The colonies were examined under a microscope and colonies with a diameter of more than 100 μm were counted (e). (f and g) Effects of YL-109 on cell motility and invasiveness in MDA-MB-231 cells. MDA-MB-231 cells were seeded onto filters with an 8 μm pore size in uncoated (f, migration assay) or Matrigel matrix-coated (g, invasion assay) upper chambers in the absence or presence of YL-109 (1 μM). * indicates p<0.05 and ** indicates p<0.01 and n.s. indicates p>0.05 by student's T test vs. DMSO-treated cells. Sci Rep . 2014 Nov 18:4:7095.
  • YL-109 suppresses both tumor growth and metastasis of breast cancer cells in vivo. (a and b) Effects of YL-109 on tumor growth in a mouse xenograft model. Mice were treated with DMSO (vehicle) or YL-109 (15 mg/kg) for every 2 days. Tumor growth curves showed tumor volume in nude mice inoculated with MCF-7 (a) or MDA-MB-231 cells (b). Tumor growth was monitored twice each week. Bars represent mean + s.d. (n = 3–6). * indicates p<0.05 and ** indicates p<0.01 by two-way ANOVA with Bonferroni's post hoc test. (c and d) Effects of YL-109 on tumor metastasis in vivo. MDA-MB-231 cells were injected into the tail veins of nude mice. Forty-two days after the injections, lungs were collected. Representative images of sections from lungs are shown (c). Left panels show the images of H&E staining (50x). Immunohistochemistry for human cytokeratins is shown in middle (50x) and right (200x) panels. Asterisks indicate metastatic tumor growth. The lung metastasis was quantified by real-time RT–PCR (d). Specific primers for human HPRT were used. * indicates p<0.05 and ** indicates p<0.01 by student's T test vs. DMSO-treated mice. Sci Rep . 2014 Nov 18:4:7095.
  • YL-109 inhibits breast cancer progression by inducing CHIP expression. (a and b) Effect of YL-109 on CHIP levels in MDA-MB-231 cells. MDA-MB-231 cells were cultured in the absence or presence of YL-109 (1 μM). Total RNA was prepared from the indicated cells and the expression of CHIP was analyzed using real-time RT–PCR (a). Protein levels of CHIP were determined by Western blotting (b). Full length images of blots are represented in Supplementary Fig. S2. (c) Knock-down of CHIP by treatment with siRNA targeting CHIP. The levels of CHIP were examined by western blotting. Full length images of blots are represented in Supplementary Fig. S2. (d) Effects of CHIP knockdown on YL-109-induced reduction of anchorage-independent cell growth in MDA-MB-231 cells. CHIP expression was knocked down in MDA-MB-231 cells, and cells were plated in soft agar dishes in the absence or presence of YL-109 (1 μM). After incubation for 3 weeks, colonies were examined under a microscope and colonies with a diameter of more than 50 μm were counted. (e) Effects of CHIP knockdown on YL-109-reduced invasiveness in MDA-MB-231 cells. MDA-MB-231 cells were knocked down of CHIP and pre-cultured in the absence or presence of YL-109 (1 μM) for 48 h. The cells were seeded onto filters with Matrigel matrix-coated upper chambers in the absence or presence of YL-109 (1 μM). After 24 h incubation, invaded cells were stained using crystal violet. * indicates p<0.05, ** indicates p<0.01, and n.s. indicates p>0.05 by student's T test vs. DMSO-treated cells. Sci Rep . 2014 Nov 18:4:7095.
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