Structure Database (LMSD)
Common Name
Lycaonic acid
Systematic Name
12-oxo-octadecanoic acid
Synonyms
- 12-oxo-ODA
- 12-oxostearic acid
3D model of Lycaonic 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
12-oxo Stearic acid is a saturated oxo fatty acid (SOFA) and metabolite of ricinoleic acid that has been found in cow and goat milk.1,2 Dietary administration of 12-oxo stearic acid (0.25%) induces encephalomalacia in chicks fed a vitamin E-deficient diet.3
This information has been provided by Cayman Chemical
References
1. Alves, S.P., Araujo, C.M., Queiroga, R.C., et al. New insights on the metabolism of ricinoleic acid in ruminants. J. Dairy Sci. 100(10), 8018-8032 (2017).
2. Kokotou, M.G., Batsika, C.S., Mantzourani, C., et al. Free saturated oxo fatty acids (SOFAs) and ricinoleic acid in milk determined by a liquid chromatography-high-resolution mass spectrometry (LC-HRMS) method. Metabolites 11(1), 46 (2021).
3. Kokatnur, M.G., Okui, S., Kummerow, F.A., et al. Effect of long chain keto acids on encephalomalacia in chicks. Proc. Soc. Exp. Biol. Med. 104, 170-171 (12/05/2023).
References
String Representations
InChiKey (Click to copy)
OFOWUDSDZLONKT-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h2-16H2,1H3,(H,20,21)
SMILES (Click to copy)
C(CCCCCCCCCCC(=O)CCCCCC)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
0
Aromatic Rings
0
Rotatable Bonds
16
Van der Waals Molecular Volume
341.05
Topological Polar Surface Area
54.37
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
3
logP
5.51
Molar Refractivity
87.57
Admin
Created at
-
Updated at
18th Nov 2024