| Identification | Back Directory | [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 | [CAS]
5130-29-0 | [Synonyms]
Cholic Acid Impurity 9
12-Ketodeoxycholic acid
5β-CHOLANIC acid-3α-OL-12-ONE
3-ALPHA-HYDROXY-12-OXO-5-BETA-CHOLANOICACID
Cholic Acid IMpurity (3-alpha-Hydroxy-12-Oxo-5-beta-Cholanoic Acid)
(4R)-4-((3R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-12-oxohexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid
(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 | [Molecular Formula]
C24H38O4 | [MDL Number]
MFCD00200664 | [MOL File]
5130-29-0.mol | [Molecular Weight]
390.56 |
| Chemical Properties | Back Directory | [Melting point ]
165-167 °C | [Boiling point ]
545.9±35.0 °C(Predicted) | [density ]
1.124±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,Ethanol:PBS (pH 7.2) (1:3): 0.25 mg/ml | [form ]
A solid | [pka]
4.74±0.10(Predicted) | [color ]
White to off-white | [InChIKey]
CVNYHSDFZXHMMJ-VPUMZWJWSA-N | [SMILES]
C[C@H](CCC(O)=O)C1CC[C@@]([C@]21C)([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC2=O |
| Hazard Information | Back Directory | [Description]
12-keto Lithocholic acid is a metabolite of the secondary bile acid deoxycholic acid (DCA; Item Nos. 20756 | 18231). Fecal levels of 12-keto lithocholic acid are elevated in rats fed a diet supplemented with cholic acid or DCA compared with rats fed a control diet or a diet supplemented with cholesterol , hyodeoxycholic acid (HDCA; ), or lithocholic acid (LCA; ). 12-keto Lithocholic acid activates the human pregnane X receptor (PXR; EC50 = 31.3 μM in a cell-based transactivation assay). 12-keto Lithocholic acid levels are increased in duodenal bile from patients with type 2 diabetes. | [Uses]
12-Ketodeoxycholic acid (12-Ketolithocholic acid) is a bile acid, metabolite from kidney. 12-Ketodeoxycholic acid can be a detectable marker for evidence of kidney injury[1] | [Definition]
ChEBI: 12-ketolithocholic acid is a bile acid. | [References]
[1] Chen H, et al. Metabolomics insights into activated redox signaling and lipid metabolism dysfunction in chronic kidney disease progression.Redox Biol. 2016 Dec;10:168-178. DOI:10.1016/j.redox.2016.09.014 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
(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(5130-29-0)1HNMR
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