12-Ketodeoxycholic acid (BAA-485; 12-Oxolithocholic acid; 12-Ketolithocholic acid), a bile acid analog and metabolite produced in kidney, is a marker for kidney injury. Also acts as an activator of pyrin inflammasome.
Physicochemical Properties
| Molecular Formula | C₂₄H₃₈O₄ |
| Molecular Weight | 390.56 |
| Exact Mass | 390.277 |
| CAS # | 5130-29-0 |
| PubChem CID | 3080612 |
| Appearance | White to off-white solid powder |
| LogP | 4.686 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 28 |
| Complexity | 645 |
| Defined Atom Stereocenter Count | 9 |
| SMILES | C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(C(=O)C[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C |
| InChi Key | CVNYHSDFZXHMMJ-VPUMZWJWSA-N |
| InChi Code | InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-20,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,23+,24-/m1/s1 |
| Chemical Name | (4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-12-oxo-1,2,3,4,5,6,7,8,9,11,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid |
| Synonyms | BAA-485 12-Oxolithocholic acidBAA 485 BAA485 12-Ketolithocholic acid 12-Ketodeoxycholic acid |
| 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 | The liver converts cholesterol into bile acids, which are then secreted by the gut after being incorporated into the bile[1]. |
| References |
[1]. Metabolomics insights into activated redox signaling and lipid metabolism dysfunction in chronic kidney disease progression.Redox Biol. 2016 Dec;10:168-178. |
| Additional Infomation |
12-ketolithocholic acid is a bile acid. 12-Ketodeoxycholic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~256.04 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.40 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 25.0 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: ≥ 2.5 mg/mL (6.40 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 25.0 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. Solubility in Formulation 3: ≥ 2.5 mg/mL (6.40 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 25.0 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 | 2.5604 mL | 12.8021 mL | 25.6043 mL | |
| 5 mM | 0.5121 mL | 2.5604 mL | 5.1209 mL | |
| 10 mM | 0.2560 mL | 1.2802 mL | 2.5604 mL |