1.0 2011-09-21 01:32:07 UTC 2015-07-21 06:59:17 UTC FDB027928 MG(P-18:0e/0:0/0:0) 1-(1Z-octadecenyl)-sn-glycerol is an ether lipid. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids. [HMDB] (2S)-3-[(Z)-octadec-1-enoxy]propane-1,2-diol 1-(1Z-octadecenyl)-sn-glycerol LysoMG(dm18:0e)MAG(dm18:0e/0:0/0:0) C21H42O3 342.5564 342.31339521 (2S)-3-(octadec-1-en-1-yloxy)propane-1,2-diol (2S)-3-(octadec-1-en-1-yloxy)propane-1,2-diol [H][C@](O)(CO)COC=CCCCCCCCCCCCCCCCC InChI=1S/C21H42O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-20-21(23)19-22/h17-18,21-23H,2-16,19-20H2,1H3/t21-/m0/s1 WXWPBUKRBCYIMR-NRFANRHFSA-N belongs to the class of organic compounds known as glycerol vinyl ethers. These are lipids containing a vinyl ether derivative of glycerol. Glycerol vinyl ethers Organic compounds Lipids and lipid-like molecules Glycerolipids Glycerol vinyl ethers Aliphatic acyclic compounds 1,2-diols Hydrocarbon derivatives Monoradylglycerols Primary alcohols Secondary alcohols 1,2-diol Alcohol Aliphatic acyclic compound Glycerol vinyl ether Hydrocarbon derivative Monoradylglycerol Organic oxygen compound Organooxygen compound Primary alcohol Secondary alcohol Solid logp 7.68 ALOGPS logs -5.75 ALOGPS solubility 6.11e-04 g/l ALOGPS logp 6.36 ChemAxon pka_strongest_acidic 13.63 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-3-(octadec-1-en-1-yloxy)propane-1,2-diol ChemAxon average_mass 342.5564 ChemAxon mono_mass 342.31339521 ChemAxon smiles [H][C@](O)(CO)COC=CCCCCCCCCCCCCCCCC ChemAxon formula C21H42O3 ChemAxon inchi InChI=1S/C21H42O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-20-21(23)19-22/h17-18,21-23H,2-16,19-20H2,1H3/t21-/m0/s1 ChemAxon inchikey WXWPBUKRBCYIMR-NRFANRHFSA-N ChemAxon polar_surface_area 49.69 ChemAxon refractivity 103.65 ChemAxon polarizability 45.99 ChemAxon rotatable_bond_count 19 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon HMDB11153 Monoglyceride lipase Q99685 MGLL