Structure Database (LMSD)
Common Name
FAHFA 18:1(9Z)/10O(FA 18:0)
Systematic Name
10-(9Z-octadecenoyloxy)-octadecanoic acid
Synonyms
- 10-OAHSA
LM ID
LMFA07090029
Formula
Exact Mass
Calculate m/z
564.511761
Sum Composition
Abbrev Chains
FAHFA 18:1/18:0;O
Status
Curated
3D model of FAHFA 18:1(9Z)/10O(FA 18:0)
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
10-OAHSA is a newly identified endogenous lipid that belongs to a collection of branched fatty acid esters of hydroxy fatty acids (FAHFAs). It is a FAHFA in which oleic acid is esterified to 10-hydroxy stearic acid. Among the FAHFA family members, PAHSAs are the most abundant in the adipose tissue of glucose tolerant AG4OX mice, which overexpress the Glut4 glucose transporter specifically in adipose tissue.1 As other FAHFAs improve glucose tolerance, stimulate insulin secretion, and have anti-inflammatory effects, 10-OAHSA may be a bioactive lipid with roles in metabolic syndrome and inflammation.1
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
WYKCNLTXWMQKGB-PFONDFGASA-N
InChi (Click to copy)
InChI=1S/C36H68O4/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-25-29-33-36(39)40-34(30-26-22-10-8-6-4-2)31-27-23-20-21-24-28-32-35(37)38/h14-15,34H,3-13,16-33H2,1-2H3,(H,37,38)/b15-14-
SMILES (Click to copy)
C(CCCCCCCC(=O)O)C(OC(CCCCCCC/C=C\CCCCCCCC)=O)CCCCCCCC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
40
Rings
0
Aromatic Rings
0
Rotatable Bonds
33
Van der Waals Molecular Volume
658.60
Topological Polar Surface Area
63.60
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
4
logP
12.18
Molar Refractivity
172.41
Admin
Created at
-
Updated at
14th Jun 2023