Structure Database (LMSD)
Common Name
3-deoxy Cholic Acid
Systematic Name
7α,12α-Dihydroxy-5β-cholan-24-oic Acid
Synonyms
- Isodeoxycholic Acid
- 3-deoxyCA
LM ID
LMST04010049
Formula
Exact Mass
Calculate m/z
392.292661
Sum Composition
Status
Curated
3D model of 3-deoxy Cholic Acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Isodeoxycholic acid is a bile acid and an agonist of the farnesoid X receptor (FXR).1 It induces FXR-mediated gene expression in a reporter assay using COS-7 cells when used at a concentration of 30 µM. Isodeoxycholic acid also activates large-conductance calcium-activated potassium channels (KCa1.1/BK) in isolated rabbit superior mesenteric arteries.2
This information has been provided by Cayman Chemical
References
2. Dopico, A.M., Walsh, J.V., and Singer, J.J. Natural bile acids and synthetic analogues modulate large conductance Ca2+-activated K+ (BKCa) channel activity in smooth muscle cells. J. Gen. Physiol. 119(3), 251-273 (2002).
References
String Representations
InChiKey (Click to copy)
ZHCAAZIHTDCFJX-QLEQUTGBSA-N
InChi (Click to copy)
InChI=1S/C24H40O4/c1-14(7-10-21(27)28)16-8-9-17-22-18(13-20(26)24(16,17)3)23(2)11-5-4-6-15(23)12-19(22)25/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)=O)CC[C@@]4([H])[C@]3([H])[C@H](O)C[C@]2([H])CCC1
Other Databases
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
BBA0049
PubChem CID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
28
Rings
4
Aromatic Rings
0
Rotatable Bonds
4
Van der Waals Molecular Volume
406.84
Topological Polar Surface Area
77.76
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
4
logP
5.05
Molar Refractivity
109.67
Admin
Created at
-
Updated at
2nd Apr 2025