Structure Database (LMSD)
Common Name
Etherolenic acid
Systematic Name
12-(1'E,3'Z-Hexadienyloxy)-9Z,11E-dodecadienoic acid
Synonyms
3D model of Etherolenic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Etherolenic acid is a divinyl ether oxylipin.1,2 It is a metabolite of linolenic acid that is formed in plants via 13-lipoxygenase-mediated formation of 13(S)-HpOTrE followed by conversion to the divinyl ether by divinyl ether synthase.
This information has been provided by Cayman Chemical
References
1. Grechkin, A.N., Fazliev, F.N., and Mukhtarova, L.S. The lipoxygenase pathway in garlic (Allium sativum L.) bulbs: Detection of the novel divinyl ether oxylipins. FEBS Lett. 371, 159-162 (1995).
2. Hamberg, M. Biosynthesis of new divinyl ether oxylipins in Ranunculus plants. Lipids 37(4), 427-433 (2002).
References
String Representations
InChiKey (Click to copy)
QWRJRLCIDLDGLM-GTTHPXIQSA-N
InChi (Click to copy)
InChI=1S/C18H28O3/c1-2-3-4-13-16-21-17-14-11-9-7-5-6-8-10-12-15-18(19)20/h3-4,9,11,13-14,16-17H,2,5-8,10,12,15H2,1H3,(H,19,20)/b4-3-,11-9-,16-13+,17-14+
SMILES (Click to copy)
C(CCCCCCC/C=C\C=C\O/C=C/C=C\CC)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
0
Aromatic Rings
0
Rotatable Bonds
13
Van der Waals Molecular Volume
333.13
Topological Polar Surface Area
46.53
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
3
logP
5.37
Molar Refractivity
87.89
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Updated at
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