LBF20406HO18

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Fatty acid (脂肪酸)

Glycerolipid (グリセロ脂質)

Sphingolipid (スフィンゴ脂質)

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Upper classes: LB LBF

IDs and Links
LipidBank	DFA8136
LipidMaps	LMFA03060008
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20406HO18

12R-Hydroxy- (5Z,8Z,10E,14Z) -eicosatetraenoic acid
Structural Information
Systematic Name	12R-Hydroxy- (5-cis,8-cis,10-trans,14-cis) -icosatetraenoic acid
Common Name	12R-Hydroxy- (5Z,8Z,10E,14Z) -eicosatetraenoic acid
Symbol	12(R)-HETE
Formula	C20H32O3
Exact Mass	320.23514489
Average Mass	320.46628
SMILES	C(CC=CCC(C=CC=CCC=CCCCC(O)=O)O)CCC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source	12(R)-HETE is produced by the action of 12(R)-lipoxygenase on arachidonic acid Hawkins_DJ et al..
Chemical Synthesis
Metabolism	12(R)-HETE is the predominant stereoisomer produced by psoriatic skin scales and rat liver microsomal cytochrome P-450 Woollard_PM Capdevila_J et al..
Biological Activity	12(R)-HETE is the primary lipoxygenase product in invertebrates such as the sea urchin where it plays a role in reproduction physiology Hawkins_DJ et al..1 12(R)-HETE has been isolated from several tissues in mammals, but it is controversial whether it is derived from cytochrome P450 or 12(R)-lipoxygenase metabolism, in some cases. 12(R)-HETE is a potent chemotactic factor exhibiting dose-dependent neutrophil chemotaxis with significant responses observed at doses as low as 10 ^{-11} M Masferrer_JL et al.. It produces neovascularization in rabbit corneas at 0.5 μg.
Genetic Information
Note
Spectral Information
Mass Spectra
UV Spectra	λ max: 237nm ε : 27,000
IR Spectra
NMR Spectra
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20406HO18 See above. Capdevila_J et al. 1986 n.a. LBF20406HO18 See above. Hawkins_DJ et al. 1987 n.a. LBF20406HO18 See above. Lagarde_M et al. 1989 n.a. LBF20406HO18 See above. Masferrer_JL et al. 1991 n.a. LBF20406HO18 See above. Piomelli_D et al. 1989 n.a. LBF20406HO18 See above. Woollard_PM 1986