Structure Database (LMSD)
Common Name
5,8,11-Eicosatriynoic acid
Systematic Name
5,8,11-Eicosatriynoic acid
Synonyms
3D model of 5,8,11-Eicosatriynoic 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
5,8,11-ETI is a nonselective inhibitor of lipoxygenases. It inhibits 12-LO in human platelets with an ID50 value of 24 µM.1 5,8,11-ETI also inhibits A23187 and L-cysteine induced LTC4 biosynthesis in mouse mastocytoma cells with an ID50 value of 5 µM.2 At higher concentrations, 5,8,11-ETI also inhibits cyclooxygenases (ID50 = 340 µM).1
This information has been provided by Cayman Chemical
References
1. Örning, L., and Hammarström, S. Inhibition of leukotriene C and leukotriene D biosynthesis. J. Biol. Chem. 255(17), 8023-8026 (1980).
Reactions
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References
String Representations
InChiKey (Click to copy)
OWYNLPMPYBYKJP-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C20H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-8,11,14,17-19H2,1H3,(H,21,22)
SMILES (Click to copy)
C(CCCC#CCC#CCC#CCCCCCCCC)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
0
Aromatic Rings
0
Rotatable Bonds
9
Van der Waals Molecular Volume
353.66
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
4.78
Molar Refractivity
92.04
Admin
Created at
-
Updated at
10th May 2024