Physicochemical Properties
| Molecular Formula | C32H42N4O4 |
| Molecular Weight | 546.700288295746 |
| Exact Mass | 546.32 |
| CAS # | 1416435-96-5 |
| PubChem CID | 57330164 |
| Appearance | White to off-white solid powder |
| LogP | 6.5 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 9 |
| Heavy Atom Count | 40 |
| Complexity | 924 |
| Defined Atom Stereocenter Count | 3 |
| SMILES | O=C([C@@H]([C@H](C)CC)NC([C@@H](CC1CCCCC1)NC(C1=CC=NO1)=O)=O)N1CCC2(C=CC3C=CC=CC2=3)CC1 |
| InChi Key | DCUDDCGUKZLQLN-MCOVPRHSSA-N |
| InChi Code | InChI=1S/C32H42N4O4/c1-3-22(2)28(31(39)36-19-16-32(17-20-36)15-13-24-11-7-8-12-25(24)32)35-29(37)26(21-23-9-5-4-6-10-23)34-30(38)27-14-18-33-40-27/h7-8,11-15,18,22-23,26,28H,3-6,9-10,16-17,19-21H2,1-2H3,(H,34,38)(H,35,37)/t22-,26-,28-/m0/s1 |
| Chemical Name | N-[(2S)-3-cyclohexyl-1-[[(2S,3S)-3-methyl-1-oxo-1-spiro[indene-1,4'-piperidine]-1'-ylpentan-2-yl]amino]-1-oxopropan-2-yl]-1,2-oxazole-5-carboxamide |
| 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 | In HT29 cells, GB-88 prevents the release of iCa2+ when islet starch, 2f-LIGRLO-NH2, and GB110 (a PAR2 agonist) are added. GB-88 exhibits agonist-dependent antagonism [1]. |
| ln Vivo | GB-88 (10 mg/kg, olive medium artery) suppresses PAR2-induced acute regulation in vivo and possesses both internal anti-inflammatory and epidermal efficacy against four structurally and mechanistically diverse PAR2 agonists (isletin, GB110, SLIGRL-NH2, and f-LIGRLO-NH2) [1]. |
| Animal Protocol |
Animal/Disease Models: Male Wistar rats (8–9 weeks) [1] Doses: 10 mg/kg Route of Administration: po (oral gavage) of olive oil Experimental Results: It has oral activity and in vivo anti-inflammatory effects on four different structures and mechanisms. PAR2 agonists (2f-LIGRLO-NH2, trypsin, SLIGRL-NH2, and GB110) have specific antagonistic activity. |
| References |
[1]. Modulating human proteinase activated receptor 2 with a novel antagonist (GB88) and agonist (GB110). Br J Pharmacol. 2012 Mar;165(5):1413-23. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~31.25 mg/mL (~57.16 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (3.80 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 (3.80 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. 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 (3.80 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 | 1.8292 mL | 9.1458 mL | 18.2916 mL | |
| 5 mM | 0.3658 mL | 1.8292 mL | 3.6583 mL | |
| 10 mM | 0.1829 mL | 0.9146 mL | 1.8292 mL |