Structure Database (LMSD)
Common Name
Linoleamide
Systematic Name
9Z,12Z-octadecadienamide
Synonyms
3D model of Linoleamide
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Linoleic acid amide is a primary fatty acid amide derived from linoleic acid .1 It is reported to regulate Ca2+ flux by inhibiting the sarco/endoplasmic reticulum Ca2+-ATPase (IC50 = 15-53 µM).2
This information has been provided by Cayman Chemical
References
1. Farrell, E.K., Chen, Y., Barazanji, M., et al. Primary fatty acid amide metabolism: Conversion of fatty acids and an ethanolamine in N18TG2 and SCP cells. J. Lipid. Res. 53(2), 247-256 (2012).
2. Yamamaoto, S., Takehara, M., and Ushimaru, M. Inhibitory action of linoleamide and oleamide toward sarco/endoplasmic reticulum Ca2+-ATPase. Biochim. Biophys. Acta 1861(1 Pt A), 3399-3405 (2016).
References
String Representations
InChiKey (Click to copy)
SFIHQZFZMWZOJV-HZJYTTRNSA-N
InChi (Click to copy)
InChI=1S/C18H33NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H2,19,20)/b7-6-,10-9-
SMILES (Click to copy)
C(CCCCCCC/C=C\C/C=C\CCCCC)(=O)N
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
20
Rings
0
Aromatic Rings
0
Rotatable Bonds
14
Van der Waals Molecular Volume
331.83
Topological Polar Surface Area
43.09
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
1
logP
5.29
Molar Refractivity
88.55
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Updated at
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