deoxycholic acid

Ligand id: 610

Name: deoxycholic acid

Abbreviated name: DCA

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 77.76
Molecular weight 392.29
XLogP 5.76
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

1. Chen X, Mellon RD, Yang L, Dong H, Oppenheim JJ, Howard OM. (2002)
Regulatory effects of deoxycholic acid, a component of the anti-inflammatory traditional Chinese medicine Niuhuang, on human leukocyte response to chemoattractants.
Biochem. Pharmacol., 63 (3): 533-41. [PMID:11853704]
2. Kawamata Y, Fujii R, Hosoya M, Harada M, Yoshida H, Miwa M, Fukusumi S, Habata Y, Itoh T, Shintani Y, Hinuma S, Fujisawa Y, Fujino M. (2003)
A G protein-coupled receptor responsive to bile acids.
J Biol Chem., 278: 9435-9440. [PMID:12524422]
3. Maisonneuve IM, Archer S, Glick SD. (1994)
U50,488, a kappa opioid receptor agonist, attenuates cocaine-induced increases in extracellular dopamine in the nucleus accumbens of rats.
Neurosci Lett, 181: 57-60. [PMID:7898771]
4. Makishima M, Okamoto AY, Repa JJ, Tu H, Learned RM, Luk A, Hull MV, Lustig KD, Mangelsdorf DJ, Shan B. (1999)
Identification of a nuclear receptor for bile acids.
Science, 284 (5418): 1362-5. [PMID:10334992]
5. Maruyama T, Miyamoto Y, Nakamura T, Tamai Y, Okada H, Sugiyama E, Nakamura T, Itadani H, Tanaka K. (2002)
Identification of membrane-type receptor for bile acids (M-BAR).
Biochem Biophys Res Commun., 298: 714-719. [PMID:12419312]
6. Parks DJ, Blanchard SG, Bledsoe RK, Chandra G, Consler TG, Kliewer SA, Stimmel JB, Willson TM, Zavacki AM, Moore DD, Lehmann JM. (1999)
Bile acids: natural ligands for an orphan nuclear receptor.
Science, 284 (5418): 1365-8. [PMID:10334993]
7. Wang H, Chen J, Hollister K, Sowers LC, Forman BM. (1999)
Endogenous bile acids are ligands for the nuclear receptor FXR/BAR.
Mol. Cell, 3 (5): 543-53. [PMID:10360171]