Structure Database (LMSD)
Common Name
DL-12-hydroxy stearic acid
Systematic Name
12-hydroxy-octadecanoic acid
Synonyms
3D model of DL-12-hydroxy stearic 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-hydroxy Stearic acid is a hydroxy fatty acid produced by the hydrogenation of ricinoleic acid .1 It is a low molecular weight gelator that self-assembles to form organogels.2 Administration of paclitaxel in 12-hydroxy stearic acid-containing gel nanocarriers enhances tumor growth suppression in an H22 murine hepatocellular carcinoma model.3 Formulations containing 12-hydroxy stearic acid have been used in cosmetic products as emollients.
This information has been provided by Cayman Chemical
References
2. Burkhardt, M., Noirez, L., and Gradzielski, M. Organogels based on 12-hydroxy stearic acid as a leitmotif: Dependence of gelation properties on chemical modifications. J. Colloid Interface Sci. 466, 369-376 (2016).
3. Fameau, A.-L., and Rogers, M.A. The curious case of 12-hydroxystearic acid — the Dr. Jekyll & Mr. Hyde of molecular gelators. Curr. Opin. Colloid Interface Sci. 45, 68-82 (2020).
String Representations
InChiKey (Click to copy)
ULQISTXYYBZJSJ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H36O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)
SMILES (Click to copy)
C(CCCCCCCCC(O)CCCCCC)CC(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
0
Aromatic Rings
0
Rotatable Bonds
16
Van der Waals Molecular Volume
343.69
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
5.59
Molar Refractivity
89.08
Admin
Created at
-
Updated at
9th Jun 2022