Structure Database (LMSD)
Common Name
3-Oxocholic acid
Systematic Name
3-oxo-7α,12α-dihydroxy-5β-cholan-24-oic Acid
Synonyms
- 3-Dehydrocholic acid
- 3-ketoCA
- 3-Ketocholic acid
LM ID
LMST04010443
Formula
Exact Mass
Calculate m/z
406.271925
Sum Composition
Status
Active
3D model of 3-Oxocholic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
OEKUSRBIIZNLHZ-DJDNIQJZSA-N
InChi (Click to copy)
InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
SMILES (Click to copy)
[C@@]12([H])[C@H](O)C[C@]3([H])CC(=O)CC[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@@](C)([H])CCC(=O)O)CC[C@@]21[H]
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Clostridium perfringens
(#1502)
Clostridia
(#186801)
Identification of 7alpha-, 12alpha-dihydroxy-3-oxo cholanoic acid as the major degradation product from cholic by C. perfringens,
J Steroid Biochem, 1978
J Steroid Biochem, 1978
Pubmed ID:
207931
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
29
Rings
4
Aromatic Rings
0
Rotatable Bonds
4
Van der Waals Molecular Volume
412.99
Topological Polar Surface Area
94.83
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
5
logP
4.23
Molar Refractivity
110.06
Admin
Created at
-
Updated at
28th Feb 2024