PE(16:0/16:0) (BioCAD00000022717)

feces all tissues brain

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)

Reviewed

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.

Entity Information

DBLinks

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

Metabolic Network
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+
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Organism Source

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))
View All Pathways