1-Pentadecanoyl-2-eicosanoyl-glycero-3-phosphoethanolamine
PubChem CID: 446872
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| Compound Synonyms | 1-pentadecanoyl-2-eicosanoyl-glycero-3-phosphoethanolamine, PE(15:0/20:0), [(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-pentadecanoyloxypropan-2-yl] icosanoate, GTPL2796, a-Phosphatidylethanolamine glycine, CHEBI:131145, GPEtn(15:0/20:0), LMGP02010463, Phophatidylethanolamine(15:0/20:0), [(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-pentadecanoyloxypropan-2-yl]icosanoate, BRD-A32065788-001-01-8, 1-pentadecanoyl-2-arachidonyl-sn-glycero-3-phosphoethanolamine, 5192768E-965E-4D38-8544-E903BAB8BFC0, (1R)-2-{[(S)-(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-1-[(pentadecanoyloxy)methyl]ethyl icosanoate |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 134.0 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | False |
| Np Classifier Class | Glycerophosphoethanolamines |
| Deep Smiles | CCCCCCCCCCCCCCCCCCCC=O)O[C@@H]COP=O)OCCN))))O))))COC=O)CCCCCCCCCCCCCC |
| Heavy Atom Count | 50.0 |
| Classyfire Class | Glycerophospholipids |
| Description | PE(15:0/20:0) is a phosphatidylethanolamine. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. PE(15:0/20:0), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one eicosanoyl to the C-2 atom. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. |
| Classyfire Subclass | Glycerophosphoethanolamines |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 799.0 |
| Database Name | fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 1.0 |
| Enzyme Uniprot Id | O14939, Q9UG56, Q8IV08, Q96BZ4, Q8TB40, P30086, Q96S96 |
| Uniprot Id | P39877, Q9BZM2, P47712, P04054, Q9BX93, O15496, Q9NZK7, O60733, Q9UNK4, O14939, Q9UBM1, Q13393, Q9NZ20, Q8NB49, P98196, O60312, O43520, O75110, Q9P241, Q9NTI2, Q9Y2Q0, Q8TF62, Q9Y2G3, O60423, O15162, Q9UG56, P55058, Q9Y6K0, Q8IV08, Q96BZ4, Q9NRY7, Q9NRY6, Q9NRQ2, A0PG75, O94823, P98198, Q8TB40, Q6IQ20, P30086, Q96S96, Q9C0D9, P0C869, Q59EA4 |
| Iupac Name | [(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-pentadecanoyloxypropan-2-yl] icosanoate |
| Class | Glycerophospholipids |
| Veber Rule | False |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Xlogp | 11.9 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Glycerophosphoethanolamines |
| Gsk 4 400 Rule | False |
| Molecular Formula | C40H80NO8P |
| Inchi Key | NJGIRBISCGPRPF-KXQOOQHDSA-N |
| Silicos It Class | Insoluble |
| Rotatable Bond Count | 42.0 |
| State | Solid |
| Synonyms | 1-Pentadecanoyl-2-arachidonyl-sn-glycero-3-oethanolamine, 1-pentadecanoyl-2-arachidonyl-sn-glycero-3-phosphoethanolamine, GPEtn(15:0/20:0), GPEtn(35:0), PE(15:0/20:0), PE(35:0), Phophatidylethanolamine(15:0/20:0), Phophatidylethanolamine(35:0), 1-Pentadecanoyl-2-arachidonyl-sn-glycero-3-phosphoethanolamine, 1-Pentadecanoyl-2-eicosanoyl-sn-glycero-3-phosphoethanolamine, cephalin |
| Substituent Name | Diacylglycero-3-phosphoethanolamine, Phosphoethanolamine, Dialkyl phosphate, Fatty acid ester, Fatty acyl, Alkyl phosphate, Phosphoric acid ester, Organic phosphoric acid derivative, Organic phosphate, Dicarboxylic acid or derivatives, Carboxylic acid ester, Ether, Carboxylic acid derivative, Hydrocarbon derivative, Primary amine, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Carbonyl group, Amine, Aliphatic acyclic compound |
| Esol Class | Poorly soluble |
| Functional Groups | CC(=O)OC, CN, COC(C)=O, COP(=O)(O)OC |
| Compound Name | 1-Pentadecanoyl-2-eicosanoyl-glycero-3-phosphoethanolamine |
| Kingdom | Organic compounds |
| Exact Mass | 733.562 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 733.562 |
| Hydrogen Bond Acceptor Count | 9.0 |
| Molecular Weight | 734.0 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Lipinski Rule Of 5 | False |
| Inchi | InChI=1S/C40H80NO8P/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41)36-46-39(42)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h38H,3-37,41H2,1-2H3,(H,44,45)/t38-/m1/s1 |
| Smiles | CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCC)COP(=O)(O)OCCN |
| Np Classifier Biosynthetic Pathway | Fatty acids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Taxonomy Direct Parent | Phosphatidylethanolamines |
| Np Classifier Superclass | Glycerophospholipids |
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