LBF20306EO03

LipidBank Top (トップ)

Fatty acid (脂肪酸)

Glycerolipid (グリセロ脂質)

Sphingolipid (スフィンゴ脂質)

Journals (雑誌一覧)

How to edit (ページの書き方)

Upper classes: LB LBF

IDs and Links
LipidBank	XPR6302 DFA8112, XPR6302
LipidMaps	LMFA03080004
CAS	81276-02-0
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20306EO03

(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid
Structural Information
Systematic Name	dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid
Common Name	(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid 11,12-EET
Symbol	(+-)11(12)-EpETrE
Formula	C20H32O3
Exact Mass	320.23514489
Average Mass	320.46628
SMILES	C(CC=CCC(O1)C1CC=CCC=CCCCC(O)=O)CCC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation	11(R),12(S)-EET METHYL ESTER ; [ α ]23 D  =+4.94°(C=1.64, ACETONE) MossetPet al., 11(S),12(R)-EET METHYL ESTER ; [ α ]24 D  =-2.34°(C=0.66, CHLOROFORM) Falck_JR et al.
Refractive Index
Solubility
Source	(±)11(12)-EpETrE is biosynthesized in rat and rabbit liver microsomes by cytochrome P450 Oliw_EH et al. Chacos_N et al.. The compound is produced when arachidonic acid in the presence of NADPH is incubated with the liver microsome of rat Chacos_N et al. or rabbit Oliw_EH et al.
Chemical Synthesis	Table0001 Mosset_P et al.
Metabolism
Biological Activity	(±)11(12)-EpETrE has been shown, along with (±)8(9)-EpETrE, to play a role in the recovery of depleted Ca^{2+} pools in cultured smooth muscle cells Graber_MN et al.. The compound relaxes intestinal artery, inhibits vasopressin-dependent water flow in urinary bladder, and regulates intracellular calcium level Fitzpatrick_FA et al..
Genetic Information
Note
Spectral Information
Mass Spectra	METHYL ESTER ; m/e 340(M+), 322, 309, 227, 155 Oliw_EH et al..
UV Spectra
IR Spectra
NMR Spectra	1H-NMR(CDCl3) : δ 5.54-5.20(m, 6H), 3.61(s, 3H), 3.00-2.68(m, 4H), 2.37-2.00(m, 10H), 1.81-1.54(m, 2H), 1.46-1.13(m, 6H), 0.88(t, J=7Hz, 3H) MossetPet al.
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20306EO03 See above. Chacos_N et al. 1982 n.a. LBF20306EO03 See above. Falck_JR et al. 1984 n.a. LBF20306EO03 See above. Fitzpatrick_FA et al. 1988 n.a. LBF20306EO03 See above. Graber_MN et al. 1997 n.a. LBF20306EO03 See above. Mosset_P et al. 1986 n.a. LBF20306EO03 See above. Oliw_EH et al. 1982