Structure database (LMSD)

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LM IDLMFA03020039
Common Name6-epi-LTA4
Systematic Name5S,6R-epoxy-7E,9E,11Z,14Z-eicosatetraenoic acid
Synonyms6-epi-Leukotriene A4
Exact Mass
318.2195 (neutral)    Calculate m/z:
FormulaC20H30O3
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassLeukotrienes [FA0302]
Alternative ClassesUnsaturated fatty acids[FA0103], Epoxy fatty acids[FA0107]
PubChem CID14377676
InChIKeyUFPQIRYSPUYQHK-NSEFZGNTSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)2
2/h6-7,9-13,15,18-19H,2-5,8,14,16-17H2,1H3,(H,21,22)/b7-6-,10-9-,12-11+,15-13+/t
18-,19+/m1/s1
SMILESC(/C/C=C\CCCCC)=C/C=C/C=C/[C@H]1O[C@H]1CCCC(=O)O
StatusActive
ReferencesBiosynthesis, isolation, and NMR analysis of leukotriene A epoxides:
substrate chirality as a determinant of the cis or trans epoxide configuration
Jing Jin,Yuxiang Zheng,William E. Boeglin,and Alan R. Brash
J. Lipid Res. 2013 54:(3) 754-761.
Calculated physicochemical properties (?):
 Heavy Atoms23Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
355.37Topological Polar
Surface Area
49.83Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
3
 logP5.78Molar
Refractivity
96.49