Structure Database (LMSD)
Common Name
8Z-eicosenoic acid
Systematic Name
8Z-eicosenoic acid
Synonyms
- C20:1n-12
3D model of 8Z-eicosenoic 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
8(Z)-Eicosenoic acid is a cis-unsaturated free fatty acid with a 20-carbon chain.1,2 It potentiates acetylcholine (ACh) receptor channel currents without depression and enhances PCKε phosphorylation of a substrate peptide in Xenopus oocytes.1 8(Z)-Eicosenoic acid constitutes 6% of the fatty acid pool in seed oil isolated from B. collina.2
This information has been provided by Cayman Chemical
References
1. Vickery, J.R. The fatty acid composition of the seed oils of proteaceae: A chemotaxonomic study. Phytochemistry 10(1), 123-130 (1971).
2. Yaguchi, T., Yamamoto, S., Nagata, T., et al. Effects of cis-unsaturated free fatty acids on PKC-ɛ activation and nicotinic ACh receptor responses. Brain Res. Mol. Brain Res. 133(2), 320-324 (2005).
Reactions
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String Representations
InChiKey (Click to copy)
INLBKXOFAJTNKG-SEYXRHQNSA-N
InChi (Click to copy)
InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h12-13H,2-11,14-19H2,1H3,(H,21,22)/b13-12-
SMILES (Click to copy)
C(CCCCCC/C=C\CCCCCCCCCCC)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
0
Aromatic Rings
0
Rotatable Bonds
17
Van der Waals Molecular Volume
366.86
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
6.89
Molar Refractivity
96.32
Admin
Created at
-
Updated at
25th Apr 2022