chenodeoxycholic acid

Ligand id: 608

Name: chenodeoxycholic acid

Abbreviated name: CDCA

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 6.18
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

References
1. Chen X, Yang D, Shen W, Dong HF, Wang JM, Oppenheim JJ, Howard MZ. (2000)
Characterization of chenodeoxycholic acid as an endogenous antagonist of the G-coupled formyl peptide receptors.
Inflamm. Res.49 (12): 744-55. [PMID:11211928]
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. 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.
Science284 (5418): 1362-5. [PMID:10334992]
4. 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]
5. 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.
Science284 (5418): 1365-8. [PMID:10334993]
6. Wang H, Chen J, Hollister K, Sowers LC, Forman BM. (1999)
Endogenous bile acids are ligands for the nuclear receptor FXR/BAR.
Mol. Cell3 (5): 543-53. [PMID:10360171]