Structure Database (LMSD)
Common Name
9,12-octadecadiynoic acid
Systematic Name
9,12-octadecadiynoic acid
Synonyms
- 9,12-Octadecadiynoic acid
3D model of 9,12-octadecadiynoic 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
9,12-Octadecadiynoic acid is an inhibitor of both COX and lipoxygenase.1,2 9,12-octadecadiynoic acid inhibits ram seminal vesicle COX with a Ki of 0.6 µM.1 It is a more effective inhibitor of COX-1 than of 15-LO, inhibiting 95% and 68%, respectively, of these enzymatic activities when used at a concentration of 48 µM.2
This information has been provided by Cayman Chemical
References
1. Downing, D.T., Barve, J.A., Gunstone, F.D., et al. Structural requirements of acetylenic fatty acids for inhibition of soybean lipoxygenase and prostaglandin synthase. Biochim. Biophys. Acta 280, 343-347 (1972).
2. Vanderhoek, J.Y., and Lands, W.E.M. Acetylenic inhibitors of sheep vesicular gland oxygenase. Biochim. Biophys. Acta 296, 374-381 (1973).
Reactions
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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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String Representations
InChiKey (Click to copy)
KDYILQLPKVZDGB-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-5,8,11-17H2,1H3,(H,19,20)
SMILES (Click to copy)
C(CCCCCCCC#CCC#CCCCCC)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
20
Rings
0
Aromatic Rings
0
Rotatable Bonds
10
Van der Waals Molecular Volume
324.34
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
4.78
Molar Refractivity
84.27
Admin
Created at
-
Updated at
25th Apr 2022