1.0 2010-04-08 22:06:21 UTC 2025-11-18 22:57:08 UTC FDB004686 Phosphatidylglycerol Phosphatidylglycerol is a member of the class of compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group. Phosphatidylglycerol is soluble (in water) and a moderately acidic compound (based on its pKa). Phosphatidylglycerol can be found in a number of food items such as green bell pepper, fig, papaya, and carrot, which makes phosphatidylglycerol a potential biomarker for the consumption of these food products. Approximately 98% of alveolar wall surface area is due to the presence of type I cells, with type II cells producing pulmonary surfactant covering around 2% of the alveolar walls. Once surfactant is secreted by the type II cells, it must be spread over the remaining type I cellular surface area. Phosphatidylglycerol is thought to be important in spreading of surfactant over the Type I cellular surface area. The major surfactant deficiency in premature infants relates to the lack of phosphatidylglycerol, even though it comprises less than 5% of pulmonary surfactant phospholipids. It is synthesized by head group exchange of a phosphatidylcholine enriched phospholipid using the enzyme phospholipase D . C8H23O7P 262.239 262.118140079 (2,3-dihydroxypropoxy)phosphonic acid; ethanol; propane ethyl alcohol propane α-glycerophosphate CCC.CCO.OCC(O)COP(O)(O)=O InChI=1S/C3H9O6P.C3H8.C2H6O/c4-1-3(5)2-9-10(6,7)8;1-3-2;1-2-3/h3-5H,1-2H2,(H2,6,7,8);3H2,1-2H3;3H,2H2,1H3 GDQGIGPGALPYCN-UHFFFAOYSA-N belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group. Glycerophosphates Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphates Hydrocarbon derivatives Monoalkyl phosphates Organic oxides Primary alcohols Secondary alcohols Alcohol Aliphatic acyclic compound Alkyl phosphate Hydrocarbon derivative Monoalkyl phosphate Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organooxygen compound Phosphoric acid ester Primary alcohol Secondary alcohol Sn-glycerol-3-phosphate logp -1.84 ALOGPS logs -0.75 ALOGPS solubility 3.06e+01 g/l ALOGPS logp -2 ChemAxon pka_strongest_acidic 1.51 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2,3-dihydroxypropoxy)phosphonic acid; ethanol; propane ChemAxon average_mass 262.239 ChemAxon mono_mass 262.118140079 ChemAxon smiles CCC.CCO.OCC(O)COP(O)(O)=O ChemAxon formula C8H23O7P ChemAxon inchi InChI=1S/C3H9O6P.C3H8.C2H6O/c4-1-3(5)2-9-10(6,7)8;1-3-2;1-2-3/h3-5H,1-2H2,(H2,6,7,8);3H2,1-2H3;3H,2H2,1H3 ChemAxon inchikey GDQGIGPGALPYCN-UHFFFAOYSA-N ChemAxon polar_surface_area 107.22 ChemAxon refractivity 31.39 ChemAxon polarizability 13.45 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 50607 Specdb::MsMs 50608 Specdb::MsMs 50609 Specdb::MsMs 157449 Specdb::MsMs 157450 Specdb::MsMs 157451 Apple Type 1 specific Malus pumila 283210 1.75 1.75 1.75 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 Cucumber Type 1 specific Cucumis sativus 3659 Fig Type 1 specific Ficus carica 3494 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 Green bell pepper Type 1 specific Capsicum annuum 4072 Orange bell pepper Type 1 specific Capsicum annuum 4072 Papaya Type 1 specific Carica papaya 3649 Pepper Type 1 specific Capsicum annuum 4072 Purslane Type 1 specific Portulaca oleracea 46147 Red bell pepper Type 1 specific Capsicum annuum 4072 Soy bean Type 1 specific Glycine max 3847 Spinach Type 1 specific Spinacia oleracea 3562 Wild carrot Type 1 specific Daucus carota 4039 Yellow bell pepper Type 1 specific Capsicum annuum 4072