LBF20306HO07

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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	XPR6122
LipidMaps	-
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20306HO07

(R) , (Z,Z,Z) -12-Hydroxy-5,8,14-eicosatrienoic acid
Structural Information
Systematic Name	12R-Hydroxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid
Common Name	(R) , (Z,Z,Z) -12-Hydroxy-5,8,14-eicosatrienoic acid 12R-Hydroxy- (5Z,8Z,14Z) -eicosatrienoic acid
Symbol
Formula	C20H34O3
Exact Mass	322.25079495399996
Average Mass	322.48216
SMILES	C(CC=CC[C@H](CCC=CCC=CCCCC(O)=O)O)CCC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation	METHYL ESTER ; [ α ]23 D   =-3.0°(C=0.8, ACETONE) Shin_DS et al.
Refractive Index
Solubility	ETHYL ACETATE Murphy_RC et al.
Source	The compound is produced from arachidonic acid which is incubated with bovine corneal microsomes in the presence of NADPH Murphy_RC et al..
Chemical Synthesis	Shin_DS et al.
Metabolism
Biological Activity	The compound has vasodilatory activity, and may be involved in the wound-healing of corneal injury Murphy_RC et al..
Genetic Information
Note
Spectral Information
Mass Spectra	METHYL ESTER TMS ETHER ; m/e 393, 319, 297 Murphy_RC et al.
UV Spectra
IR Spectra
NMR Spectra	METHYL ESTER ; 1H-NMR(CDCL3) : δ 5.63-5.51(m, 1H), 5.47-5.28(m, 5H), 3.67(S, 3H), 3.67-3.57(m, 1H), 2.79(t, J=5.5Hz, 2H), 2.32(t, J=7.4Hz, 3H), 2.30-1.99(m, 6H), 1.76-1.39(m, 6H), 1.40-1.23(m, 6H), 0.88(t, J=6.8Hz, 3H) Shin_DS et al.
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20306HO07 See above. Murphy_RC et al. 1988 n.a. LBF20306HO07 See above. Shin_DS et al. 1989