LBF20407HO07

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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	XPR6103
LipidMaps	-
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20407HO07

15 (S) -Hydroxy-5,8,11,13- (Z,Z,Z,E) -eicosatetraenoic acid
Structural Information
Systematic Name	15 (S) -Hydroxy-5,8,11,13- (Z,Z,Z,E) -eicosatetraenoic acid
Common Name	15 (S) -Hydroxy-5,8,11,13- (Z,Z,Z,E) -eicosatetraenoic acid
Symbol
Formula	C20H32O3
Exact Mass	320.23514489
Average Mass	320.46628
SMILES	C(CC[C@@H](C=CC=CCC=CCC=CCCCC(O)=O)O)CC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility	DIETHYL ETHER Baldwin_JE et al.
Source
Chemical Synthesis	Baldwin_JE et al.;>
Metabolism	When arachidonic acid is oxygenated by 15-lipoxygenase, 15(S)-hydroperoxy-5,8,11,13-(Z,Z,Z,E)-eicosatetraenoic acid is produced Bryant_RW et al.;>. The latter compound is reduced to a corresponding 15(S)-hydroxy acid with whole cells or crude enzyme preparations.
Biological Activity
Genetic Information
Note
Spectral Information
Mass Spectra	METHYL ESTER TMS ETHER ; m/e 406(M+), 391, 335, 316, 305, 225, 173 Baldwin_JE et al.
UV Spectra	METHYL ESTER ; l (ISOOCTANE) = 236nm(e 27200) Baldwin_JE et al.
IR Spectra
NMR Spectra	METHYL ESTER ; 1H-NMR(90MHz) : d 6.56(dd, J=11, 14.5Hz, 1H, 13-CH), 6.02(dd, J=11,11Hz, 1H, 12-CH), 5.7(dd, J=6.8, 14.5Hz, 1H,14-CH), 5.51(dd, J=6,11Hz, 1H, 11-CH), 4.16(dd, J=6.8, 6.8Hz, 1H, 15-CH), 3.69(s, 3H, OCH3), 2.98(2H, 10-CH), 2.84(2H, 7-CH), 2.35(2H, 2-CH), 2.08(2H, 4-CH), 1.47(2H, 16-CH), 2.3-0.9(11H) Baldwin_JE et al.
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20407HO07 See above. Baldwin_JE et al. 1979 n.a. LBF20407HO07 See above. Bryant_RW et al. 1982 n.a. LBF20407HO07 See above. Kuhn_H et al. 1995