Structure Database (LMSD)
Common Name
Ricinenic acid
Systematic Name
9Z,11Z-octadecadienoic acid
Synonyms
- cis-9, cis-11-octadecadienoic acid
- C18:2n-7,9
3D model of Ricinenic 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(Z),11(Z)-Conjugated linoleic acid is an isomer of linoleic acid that has been found in milk from cows and other animals.1,2 It is cytotoxic to Caco-2 human colon cancer cells (EC50 = 446.1 µM) and induces changes in the miRNA profile, including an upregulation hsa-miR-146a-5p and downregulation of hsa-miR-32-5p, which is involved in apoptosis.3 [Matreya, LLC. Catalog No. 1248]
This information has been provided by Cayman Chemical
References
2. Revilla, I., Escuredo, O., González-Martín, M.I., et al. Fatty acids and fat-soluble vitamins in ewe’s milk predicted by near infrared reflectance spectroscopy. Determination of seasonality. Food Chem. 214, 468-477 (2017).
3. Köpke, S., Buhrke, T., and Lampen, A. miRNA expression in human intestinal Caco-2 cells is comparably regulated by cis- and trans-fatty acids. Lipids 50(3), 227-239 (2015).
Reactions
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References
String Representations
InChiKey (Click to copy)
JBYXPOFIGCOSSB-QRLRYFCNSA-N
InChi (Click to copy)
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7-,10-9-
SMILES (Click to copy)
C(/C=C\C=C/CCCCCC)CCCCCCC(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
20
Rings
0
Aromatic Rings
0
Rotatable Bonds
14
Van der Waals Molecular Volume
329.62
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
5.88
Molar Refractivity
86.99
Admin
Created at
-
Updated at
25th Apr 2022