Physicochemical Properties
| Molecular Formula | C24H32N6O5 |
| Molecular Weight | 484.5481 |
| Exact Mass | 484.243 |
| Elemental Analysis | C, 59.49; H, 6.66; N, 17.34; O, 16.51 |
| CAS # | 164991-89-3 |
| PubChem CID | 10345235 |
| Appearance | White to off-white solid powder |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 999.4±65.0 °C at 760 mmHg |
| Flash Point | 558.2±34.3 °C |
| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
| Index of Refraction | 1.535 |
| LogP | -0.44 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 35 |
| Complexity | 833 |
| Defined Atom Stereocenter Count | 4 |
| SMILES | O=C1[C@]([H])(C([H])(C([H])([H])[H])C([H])([H])[H])N([H])C(C([H])([H])N([H])C([C@]([H])(C([H])([H])[H])N([H])C([C@]([H])(C([H])([H])C2=C([H])N([H])C3=C([H])C([H])=C([H])C([H])=C23)N([H])C([C@]([H])(C([H])([H])[H])N1[H])=O)=O)=O)=O |
| InChi Key | VBQDUSUKSGAFMN-OACKDKIBSA-N |
| InChi Code | InChI=1S/C24H32N6O5/c1-12(2)20-24(35)28-14(4)22(33)29-18(9-15-10-25-17-8-6-5-7-16(15)17)23(34)27-13(3)21(32)26-11-19(31)30-20/h5-8,10,12-14,18,20,25H,9,11H2,1-4H3,(H,26,32)(H,27,34)(H,28,35)(H,29,33)(H,30,31)/t13-,14-,18-,20-/m0/s1 |
| Chemical Name | (3S,6S,9S,12S)-6-(1H-indol-3-ylmethyl)-3,9-dimethyl-12-propan-2-yl-1,4,7,10,13-pentazacyclopentadecane-2,5,8,11,14-pentone |
| Synonyms | Segetalin B; Vaccarin A, Segetalin B, Segetaline B; Cyclo(L-alanylglycyl-L-valyl-L-alanyl-L-tryptophyl) |
| 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 Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light. |
| 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
| References |
[1]. Segetalins B, C and D, three new cyclic peptides from Vaccaria segetalis. Tetrahedron Volume 51, Issue 21, 22 May 1995, Pages 6003-6014. [2]. First synthesis of segetalins B and G: two cyclopentapeptides with estrogen-like activity. Tetrahedron Letters. Volume 44, Issue 16, 14 April 2003, Pages 3293-3296. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~250 mg/mL (~515.94 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.29 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 (4.29 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. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.0638 mL | 10.3189 mL | 20.6377 mL | |
| 5 mM | 0.4128 mL | 2.0638 mL | 4.1275 mL | |
| 10 mM | 0.2064 mL | 1.0319 mL | 2.0638 mL |