Lithocholic acid

Lithocholic acid

Lithocholic acid[1]

Identifiers
CAS number 434-13-9 YesY
PubChem 9903
ChemSpider 9519 YesY
EC number 207-099-1
ChEBI CHEBI:16325 YesY
IUPHAR ligand 611
RTECS number FZ2275000
Jmol-3D images Image 1
Properties
Molecular formula C24H40O3
Molar mass 376.57 g/mol
Melting point

183-188 °C

Hazards
S-phrases S22 S24/25
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Lithocholic acid (LCA) is a bile acid that acts as a detergent to solubilize fats for absorption. Bacterial action in the colon produces LCA from chenodeoxycholic acid by reduction of the hydroxyl functional group at carbon-7 in the "B" ring of the steroid framework.

It has been implicated in human and experimental animal carcinogenesis.[2] Preliminary in vitro research suggests that LCA selectively kills neuroblastoma cells, while sparing normal neuronal cells and is cytotoxic to numerous other malignant cell types at physiologically relevant concentrations.[3]

Dietary fiber can bind to lithocholic acid and aid in its excretion in stool;[4] as such, fiber can protect against colon cancer.

LCA (and LCA acetate and LCA propionate) can activate the vitamin D receptor without raising calcium levels as much as vitamin D itself.[5]

References

Further reading