1.0 2016-09-30 23:28:39 UTC 2020-05-21 16:27:17 UTC BMDB0007008 BMDB07008 DG(14:0/14:0/0:0) 1,2-Dimyristoyl-sn-glycerol, also known as 1,2-dimyristoyl-sn-glycerol or DAG(14:0/14:0), belongs to the class of organic compounds known as 1,2-1,2-dimyristoyl-sn-glycerols. These are 1,2-dimyristoyl-sn-glycerols containing a glycerol acylated at positions 1 and 2. Thus, 1,2-dimyristoyl-sn-glycerol is considered to be a diradylglycerol lipid molecule. 1,2-Dimyristoyl-sn-glycerol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 1,2-Dimyristoyl-sn-glycerol exists in all living organisms, ranging from bacteria to humans. In cattle, 1,2-dimyristoyl-sn-glycerol is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(14:0/14:0/14:0) pathway. (S)-1,2-Dimyristin (S)-Glycerol 1,2-dimyristate 1,2-Di-O-dimyristoyl-sn-glycerol 1,2-Dimyristoyl-sn-glycerol 14:0 DG sn-1,2-Dimyristin sn-1,2-Dimyristoylglycerol 1,2-Ditetradecanoyl-sn-glycerol (S)-Glycerol 1,2-dimyristic acid DG(14:0/14:0) Diacylglycerol(28:0) Diacylglycerol(14:0/14:0) Diglyceride 1,2-dimyristoyl-rac-glycerol DAG(28:0) Diacylglycerol DG(28:0) DG(14:0/14:0/0:0) 1,2-ditetradecanoyl-rac-glycerol DAG(14:0/14:0) Dimyristoyl diglyceride 1,2-Dimyristoylglycerol C31H60O5 512.8051 512.44407503 (2S)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl tetradecanoate diacylglycerol 60562-16-5 [H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC InChI=1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1 JFBCSFJKETUREV-LJAQVGFWSA-N belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Organic compounds Lipids and lipid-like molecules Glycerolipids Diradylglycerols 1,2-diacylglycerols Carbonyl compounds Carboxylic acid esters Dicarboxylic acids and derivatives Fatty acid esters Hydrocarbon derivatives Organic oxides Primary alcohols 1,2-acyl-sn-glycerol Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Fatty acid ester Fatty acyl Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Aliphatic acyclic compounds 1,2-diglyceride Diacylglycerols Diacylglycerols Solid logp 9.19 ALOGPS logs -7.26 ALOGPS logp 10.22 ChemAxon pka_strongest_acidic 14.58 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl tetradecanoate ChemAxon average_mass 512.8051 ChemAxon mono_mass 512.44407503 ChemAxon smiles [H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC ChemAxon formula C31H60O5 ChemAxon inchi InChI=1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1 ChemAxon inchikey JFBCSFJKETUREV-LJAQVGFWSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 149.29 ChemAxon polarizability 66.14 ChemAxon rotatable_bond_count 30 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/14:0) SMP0072652 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/14:1(9Z)) SMP0072653 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/15:0) SMP0072654 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/16:0) SMP0072655 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/16:1(9Z)) SMP0072656 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/18:0) SMP0072657 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/18:1(11Z)) SMP0072658 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/18:1(9Z)) SMP0072659 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/18:2(9Z,12Z)) SMP0072660 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/18:3(6Z,9Z,12Z)) SMP0072661 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/18:3(9Z,12Z,15Z)) SMP0072662 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/18:4(6Z,9Z,12Z,15Z)) SMP0072663 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/20:0) SMP0072664 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/20:1(11Z)) SMP0072665 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/20:2(11Z,14Z)) SMP0072666 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/20:3(5Z,8Z,11Z)) SMP0072667 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/20:3(8Z,11Z,14Z)) SMP0072668 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/20:4(5Z,8Z,11Z,14Z)) SMP0072669 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/20:4(8Z,11Z,14Z,17Z)) SMP0072670 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0072671 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/22:0) SMP0072672 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/22:1(13Z)) SMP0072673 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/22:2(13Z,16Z)) SMP0072674 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/22:4(7Z,10Z,13Z,16Z)) SMP0072675 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0072676 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0072677 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0072678 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/24:0) SMP0072679 De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/24:1(15Z)) SMP0072680 Phosphatidylcholine Biosynthesis PC(14:0/14:0) SMP0080430 Phosphatidylethanolamine Biosynthesis PE(14:0/14:0) SMP0082233 Specdb::CMs 39151 Specdb::NmrOneD 265888 Specdb::NmrOneD 265889 Specdb::NmrOneD 265890 Specdb::NmrOneD 265891 Specdb::NmrOneD 265892 Specdb::NmrOneD 265893 Specdb::NmrOneD 265894 Specdb::NmrOneD 265895 Specdb::NmrOneD 265896 Specdb::NmrOneD 265897 Specdb::NmrOneD 265898 Specdb::NmrOneD 265899 Specdb::NmrOneD 265900 Specdb::NmrOneD 265901 Specdb::NmrOneD 265902 Specdb::NmrOneD 265903 Specdb::NmrOneD 265904 Specdb::NmrOneD 265905 Specdb::NmrOneD 265906 Specdb::NmrOneD 265907 Specdb::MsMs 619777 Specdb::MsMs 619778 Specdb::MsMs 619779 Specdb::MsMs 2401460 Specdb::MsMs 2401461 Specdb::MsMs 2401462 Specdb::MsMs 2760620 Specdb::MsMs 2760621 Specdb::MsMs 2760622 Specdb::MsMs 2944554 Specdb::MsMs 2944555 Specdb::MsMs 2944556 Specdb::MsMs 3055349 Specdb::MsMs 3055350 Specdb::MsMs 3055351 All Tissues Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C16667 8544614 10369168 FDB024202 80651 BMDBP00391 Ethanolaminephosphotransferase 1 Q17QM4 SELENOI Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme