Structure Database (LMSD)
Common Name
FAHFA 18:0/12O(FA 18:0)
Systematic Name
12-octadecanoyloxy-octadecanoic acid
Synonyms
- 12-SAHSA
LM ID
LMFA07090015
Formula
Exact Mass
Calculate m/z
566.527411
Sum Composition
Abbrev Chains
FAHFA 18:0/18:0;O
Status
Curated
3D model of FAHFA 18:0/12O(FA 18:0)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Branched fatty acid esters of hydroxy fatty acids (FAHFAs) are newly identified endogenous lipids regulated by fasting and high-fat feeding and associated with insulin sensitivity.1 Structurally, these esters are comprised of a C-16 or C-18 fatty acid (e.g., palmitoleic, palmitic, oleic, or stearic acid) linked to either a C-16 or C-18 hydroxy substituent. 12-SAHSA is a FAHFA consisting of stearic acid esterified to 12-hydroxy stearic acid. The levels of SAHSA are moderately elevated in the serum of glucose tolerant AG4OX mice, which overexpress the Glut4 glucose transporter specifically in adipose tissue.1
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
HCUIHIKPUYHKSQ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C36H70O4/c1-3-5-7-9-10-11-12-13-14-15-16-17-22-25-29-33-36(39)40-34(30-26-8-6-4-2)31-27-23-20-18-19-21-24-28-32-35(37)38/h34H,3-33H2,1-2H3,(H,37,38)
SMILES (Click to copy)
C(CCCCCCCCCC(=O)O)C(OC(CCCCCCCCCCCCCCCCC)=O)CCCCCC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
40
Rings
0
Aromatic Rings
0
Rotatable Bonds
34
Van der Waals Molecular Volume
661.24
Topological Polar Surface Area
63.60
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
4
logP
12.40
Molar Refractivity
172.50
Admin
Created at
-
Updated at
14th Jun 2023