Physicochemical Properties
| Molecular Formula | C41H40N2O4 |
| Molecular Weight | 624.767311096191 |
| Exact Mass | 624.299 |
| CAS # | 95837-47-1 |
| Related CAS # | Cypate hydrochloride |
| PubChem CID | 132159386 |
| Appearance | Typically exists as solid at room temperature |
| LogP | 7.358 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 9 |
| Heavy Atom Count | 47 |
| Complexity | 1330 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | O=C(CC[N+]1=C(C=CC=CC=CC=C2C(C)(C)C3C(=CC=C4C=3C=CC=C4)N2CCC(O)=O)C(C)(C)C2C1=CC=C1C=2C=CC=C1)[O-] |
| InChi Key | WKEOTLJATWJLPG-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C41H40N2O4/c1-40(2)34(42(26-24-36(44)45)32-22-20-28-14-10-12-16-30(28)38(32)40)18-8-6-5-7-9-19-35-41(3,4)39-31-17-13-11-15-29(31)21-23-33(39)43(35)27-25-37(46)47/h5-23H,24-27H2,1-4H3,(H-,44,45,46,47) |
| Chemical Name | 3-[(2E)-2-[(2E,4E,6E)-7-[3-(2-carboxyethyl)-1,1-dimethylbenzo[e]indol-3-ium-2-yl]hepta-2,4,6-trienylidene]-1,1-dimethylbenzo[e]indol-3-yl]propanoate |
| 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
| ln Vitro | Guidelines (This is our suggested protocol; it should be adjusted based on your unique requirements as it just offers as a guideline). 1. Arrange 1×106 cells of every kind of cell on a different 35 mm plate with a glass bottom. 2. After a full day, give the cells a 2-hour incubation period using a 10 µM Cypate Phenol Red-Free Medium solution. 3. Following therapy, cells are collected for spectroscopic and/or LC-MS analysis, or they are fixed with 4% paraformaldehyde for imaging and three PBS washes. 4. Confocal microscopy of research with in vitro cell culture. Cypate has an excitation wavelength of 647 nm[1]. |
| ln Vivo | The maximum hepatic accumulation occurs when cipate (10 nmol; 100 µL); intravenously administered every 24 hours; for 6 days[1]. In tumors of Balb/c mice containing 4T1 cells, the fluorescence signal of Cypate (5 mg/kg; i.v.) was faint and quickly deteriorated, presumably because free Cypate was quickly removed from the body. The liver and kidney showed stronger fluorescence in the free cypate group. The IVIS Lumina imaging system (Ex-745 nm; Em-800 nm) was used to assess the Cypate fluorescence signal[2]. |
| Animal Protocol |
Animal/Disease Models: Foxn1nu/Foxn1nu nude 2.5-month-old female mice with breast cancer cells (MDA-MB-231 Luc2)[1] Doses: 10 nmol in 100 µL PBS Route of Administration: IV; every 24 hrs (hours) for 6 days Experimental Results: The accumulation alone in the tumor was negligible for 24 hrs (hours) after the injection. The liver had the highest accumulation at all time points. |
| References |
[1]. Cypate and Cypate-Glucosamine as Near-Infrared Fluorescent Probes for In Vivo Tumor Imaging. Mol Pharmacol. 2019 May;95(5):475-489. [2]. Light-Decomposable Polymeric Micelles with Hypoxia-Enhanced Phototherapeutic Efficacy for Combating Metastatic Breast Cancer. Pharmaceutics. 2022 Jan 21;14(2):253. |
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 | 1.6006 mL | 8.0029 mL | 16.0059 mL | |
| 5 mM | 0.3201 mL | 1.6006 mL | 3.2012 mL | |
| 10 mM | 0.1601 mL | 0.8003 mL | 1.6006 mL |