PE(16:0/16:0) (BioCAD00000022717)
Metabolite Card
Formula: C37H74NO8P (691.5152)
SMILES: [H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC
Synonyms [en]
PE(16:0/16:0); dipalmitoyl phosphatidylethanolamine; PE(32:0); 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine; Phophatidylethanolamine(32:0); GPEtn(32:0)
Last reviewed on 2024-06-28.
Cite this Page
PE(16:0/16:0). 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000022717). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
PE(16:0/16:0) is a phosphatidylethanolamine (PE or GPEtn). 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 at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/16:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.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.
DBLinks
- CAS Registry Number: 923-61-5
- PubChem CID: 445468
- ChEBI: 73005
- HMDB: HMDB0008923
- LipidMaps: LMGP02010037
- KEGG: C00350
- BioCyc:
- NCBI MeSH: 1,2-dipalmitoyl-3-phosphatidylethanolamine
- Wikipedia: Dipalmitoylphosphatidylethanolamine
Other DBLinks
- CAS Registry Number: 923-61-5
- PubChem: 445468
- ChEBI: ChEBI:73005
- ChEBI: ChEBI:73127
- HMDB: HMDB0008923
- LipidMaps: LMGP02010037
- KEGG: C00350
- NCBI MeSH: 1,2-dipalmitoyl-3-phosphatidylethanolamine
- Wikipedia: Dipalmitoylphosphatidylethanolamine
- DrugBank: DB01728
- RefMet: RM0095704
- MoNA: MoNA016700
- Metlin: METLIN_40419
- Metlin: METLIN_40436
- Coconut NaturalProduct: CNP0082611.1
Class / Ontology
- WishartLab ClassyFire: [Glycerophosphoethanolamines] Glycerophosphoethanolamines
- RefMet: [PE] PE
- LipidMaps: [Diacylglycerophosphoethanolamines [GP0201]] Diacylglycerophosphoethanolamines [GP0201]
- ChEBI: [CHEBI:73127] 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine
- ChEBI: [CHEBI:73005] 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine zwitterion
- Coconut NaturalProduct: [Glycerophosphoethanolamines] Glycerophosphoethanolamines
| ID | EC Number | Name |
|---|---|---|
| Rhea:RHEA:36008 | 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA => 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + CoA | |
| Rhea:RHEA:36009 | 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + CoA => 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA | |
| Rhea:RHEA:36010 | 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA <=> 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + CoA | |
| Rhea:RHEA:40900 | 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine => 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine | |
| Rhea:RHEA:40901 | 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine => 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine | |
| Rhea:RHEA:40902 | 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine <=> 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine | |
| Rhea:RHEA:62101 | 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + H2O => 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + hexadecanoate + H+ | |
| Rhea:RHEA:62102 | 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + hexadecanoate + H+ => 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + H2O | |
| Rhea:RHEA:62103 | 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + H2O <=> 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine + hexadecanoate + H+ | |
| Rhea:RHEA:63769 | 2 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine => 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycero-3-phosphoethanolamine | |
| Rhea:RHEA:63770 | 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycero-3-phosphoethanolamine => 2 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine | |
| Rhea:RHEA:63771 | 2 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine <=> 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycero-3-phosphoethanolamine | |
| Rhea:RHEA:78960 | 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + H2O => 1,2-dihexadecanoyl-sn-glycerol + phosphoethanolamine + H+ | |
| Rhea:RHEA:78961 | 1,2-dihexadecanoyl-sn-glycerol + phosphoethanolamine + H+ => 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + H2O | |
| Rhea:RHEA:78962 | 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine + H2O <=> 1,2-dihexadecanoyl-sn-glycerol + phosphoethanolamine + H+ |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0001599 | phospholipid biosynthesis (CL(18:1(9Z)/16:0/17:0cycw7c/16:0)) |
| PathBank:SMP0001919 | Lipopolysaccharide Biosynthesis II |
| PathBank:SMP0001998 | phospholipid biosynthesis (CL(19:0/16:1(9Z)/16:0/16:0)) |
| PathBank:SMP0071369 | Phosphatidylethanolamine Biosynthesis PE(16:0/16:0) |
| PathBank:SMP0121584 | Phospholipid Biosynthesis CL(16:0/16:0/16:0/17:0cycw7) |
| PathBank:SMP0121588 | Phospholipid Biosynthesis CL(16:0/16:0/16:1(9Z)/15:0cycw5) |
| PathBank:SMP0121592 | Phospholipid Biosynthesis CL(16:0/16:0/16:1(9Z)/16:1(9Z)) |
| PathBank:SMP0121596 | Phospholipid Biosynthesis CL(16:0/16:0/16:1(9Z)/19:0cycw7) |
| PathBank:SMP0121600 | Phospholipid Biosynthesis CL(16:0/16:0/17:0cycw7/16:1(9Z)) |
| PathBank:SMP0121604 | Phospholipid Biosynthesis CL(16:0/16:0/17:0cycw7/18:1(9Z)) |
| PathBank:SMP0121608 | Phospholipid Biosynthesis CL(16:0/16:0/18:1(9Z)/16:1(9Z)) |
| PathBank:SMP0121612 | Phospholipid Biosynthesis CL(16:0/16:0/19:0cycw7/14:0) |
| PathBank:SMP0121616 | Phospholipid Biosynthesis CL(16:0/16:0/19:0cycw7/17:0cycw7) |
| PathBank:SMP0122112 | Lipopolysaccharide Biosynthesis II |
| PathBank:SMP0002492 | Lysolipid incorporation into Mitochondria PC(16:0/16:0) |
| PathBank:SMP0080514 | Phosphatidylcholine Biosynthesis PC(16:0/16:0) |
| PathBank:SMP0087322 | Phospholipid Biosynthesis |
| PathBank:SMP0063652 | Phospholipid Biosynthesis |
| PathBank:SMP0071720 | Phosphatidylethanolamine Biosynthesis PE(16:0/16:0) |
| PathBank:SMP0121579 | Phospholipid Biosynthesis CL(16:0/16:0/14:0/16:1(9Z)) |