Physicochemical Properties
| Molecular Formula | C33H44N4O5 |
| Molecular Weight | 576.73 |
| Exact Mass | 576.331 |
| CAS # | 1001600-54-9 |
| PubChem CID | 23657865 |
| Appearance | White to off-white solid powder |
| LogP | 4.25 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 12 |
| Heavy Atom Count | 42 |
| Complexity | 892 |
| Defined Atom Stereocenter Count | 4 |
| SMILES | C[C@@H](C(=O)N[C@@H](C1CCCCC1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)OC)NC |
| InChi Key | UUPZYAHONNHULX-CJBSCAABSA-N |
| InChi Code | InChI=1S/C33H44N4O5/c1-22(34-2)30(38)35-28(25-18-11-6-12-19-25)32(40)37-21-13-20-26(37)31(39)36-29(33(41)42-3)27(23-14-7-4-8-15-23)24-16-9-5-10-17-24/h4-5,7-10,14-17,22,25-29,34H,6,11-13,18-21H2,1-3H3,(H,35,38)(H,36,39)/t22-,26-,28-,29-/m0/s1 |
| Chemical Name | methyl (2S)-2-[[(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-3,3-diphenylpropanoate |
| Synonyms | MV 1; MV-1; MV1 |
| 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 | MV1 (0.08 – 20 μM; 24 hours) prevents the development of EVSAT cells [1]. In MDA-MB-231 cells, MV1 (5 μM; 0–60 min) treatment causes c-IAP1 and c-IAP2[1]. Treatment with MV1 (5 μM; 1 hour) causes the degradation of c-IAP1 and c-IAP2, which is independent of caspase activation and dependent on proteosomal processes [1]. |
| Cell Assay |
Cell viability assay [1] Cell Types: EVSAT cells Tested Concentrations: 0.08-20 μM Incubation Duration: 24 hrs (hours) Experimental Results: The IC50 value of EVSAT cells is 5 μM. Western Blot Analysis[1] Cell Types: MDA-MB-231 Cell Tested Concentrations: 5 μM Incubation Duration: 0-60 minutes Experimental Results: demonstrated a decrease in c-IAP1 and 2 protein levels within two minutes of exposure. |
| References |
[1]. Efficient protein knockdown of HaloTag-fused proteins using hybrid molecules consisting of IAP antagonist and HaloTag ligand. Bioorg Med Chem. 2016 Jul 15;24(14):3144-8. [2]. IAP antagonists induce autoubiquitination of c-IAPs, NF-kappaB activation, and TNFalpha-dependent apoptosis. Cell. 2007 Nov 16;131(4):669-81. |
| Additional Infomation | Methyl 1-{(2S)-2-cyclohexyl-2-[(N-methyl-L-alanyl)amino]acetyl}-L-prolyl-beta-phenyl-L-phenylalaninate is a tetrapeptide that is an IAP antagonist. It has a role as an IAP antagonist. It is a methyl ester and a tetrapeptide. |
Solubility Data
| Solubility (In Vitro) | DMSO : ≥ 125 mg/mL (~216.74 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (3.61 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 20.8 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: ≥ 2.08 mg/mL (3.61 mM) (saturation unknown) 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. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 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. Solubility in Formulation 3: ≥ 2.08 mg/mL (3.61 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 20.8 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 | 1.7339 mL | 8.6696 mL | 17.3391 mL | |
| 5 mM | 0.3468 mL | 1.7339 mL | 3.4678 mL | |
| 10 mM | 0.1734 mL | 0.8670 mL | 1.7339 mL |