Structure Database (LMSD)
Common Name
3-Oxochenodeoxycholic Acid
Systematic Name
7α-Hydroxy-3-oxo-5β-cholan-24-oic Acid
Synonyms
LM ID
LMST04010161
Formula
Exact Mass
Calculate m/z
390.277011
Sum Composition
Status
Curated
3D model of 3-Oxochenodeoxycholic 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
7α-hydroxy-3-oxo-5β-Cholan-24-oic acid is a metabolite of chenodeoxycholic acid .1 It is formed from chenodeoxycholic acid primarily by the cytochrome P450 (CYP) isoform CYP3A4 but also by CYP3A5 and other P450 enzymes at lower rates.
This information has been provided by Cayman Chemical
References
1. Deo, A.K., and Bandiera, S.M. Identification of human hepatic cytochrome p450 enzymes involved in the biotransformation of cholic and chenodeoxycholic acid. Drug Metab. Dispos. 36(10), 1983-1991 (2008).
References
String Representations
InChiKey (Click to copy)
KNVADAPHVNKTEP-CIGXQKLNSA-N
InChi (Click to copy)
InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-15,17-20,22,26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,17-,18+,19+,20-,22+,23+,24-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[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])CC(=O)C1
Other Databases
HMDB ID
CHEBI ID
LIPIDBANK ID
BBA0161
PubChem CID
SwissLipids ID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
28
Rings
4
Aromatic Rings
0
Rotatable Bonds
4
Van der Waals Molecular Volume
404.20
Topological Polar Surface Area
74.60
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
4
logP
4.97
Molar Refractivity
108.16
Admin
Created at
-
Updated at
2nd Apr 2025