Structure Database (LMSD)
Common Name
9,10-dihydroxystearic acid
Systematic Name
9,10-dihydroxy-octadecanoic acid
Synonyms
- Dihydroxystearic acid
- 9,10-DiHODA
LM ID
LMFA02000142
Formula
Exact Mass
Calculate m/z
316.26136
Sum Composition
Status
Curated
3D model of 9,10-dihydroxystearic 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
9,10-Dihydroxystearic acid is an oxidation product of oleic acid that can be formed from oleic acid in HepG2 cells.1 It activates peroxisome proliferator-activated receptor α (PPARα) in CV-1 cells when used at concentrations ranging from 50 to 100 µM.2 9,10-Dihydroxystearic acid (4% in the diet) decreases blood glucose levels, increases insulin sensitivity, and decreases body weight in high-fat diet-fed KKAy diabetic mice.
This information has been provided by Cayman Chemical
References
1. Jing, H.-J., Zhang, Y.-H., Wang, J., et al. Conversion of oleic acid to 9,10-dihydroxystearic acid in human hepatic cancer HepG2 cells. Junyi Jinxiu Xueyuan Xuebao 31(6), 597-599 (2010).
References
String Representations
InChiKey (Click to copy)
VACHUYIREGFMSP-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H36O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h16-17,19-20H,2-15H2,1H3,(H,21,22)
SMILES (Click to copy)
C(CCCC)CCCC(O)C(O)CCCCCCCC(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
0
Aromatic Rings
0
Rotatable Bonds
16
Van der Waals Molecular Volume
352.48
Topological Polar Surface Area
77.76
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
4
logP
4.85
Molar Refractivity
90.99
Admin
Created at
-
Updated at
18th Nov 2024