General Information of MET (ID: META00750)
Name PS(18:1(11Z)/16:0)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-(11Z-Octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphoserine; 1-Vaccenoyl-2-palmitoyl-sn-glycero-3-phosphoserine; PS(18:1(11Z)/16:0); PS(18:1/16:0); PS(34:1); Phosphatidylserine(18:1/16:0); Phosphatidylserine(34:1); pSer(18:1/16:0); pSer(34:1)
Source Aliphatic acyclic compounds
Structure Type   Glycerophosphoserines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Glycerophospholipids
Glycerophosphoserines
PubChem CID
131819694
HMDB ID
HMDB0112270
Formula
C40H76NO10P
Structure
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3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
Physicochemical Properties Molecular Weight 762 Topological Polar Surface Area 172
XlogP 10 Complexity 947
Heavy Atom Count 52 Rotatable Bond Count 41
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 11
Function
PS(18:1(11Z)/16:0) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines 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. PS(18:1(11Z)/16:0), in particular, consists of one chain of vaccenic acid at the C-1 position and one chain of palmitic acid at the C-2 position. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. Phosphatidylserines typically carry a net charge of -1 at physiological pH. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Glycerophosphodiester phosphodiesterase 1 (GDE1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockout of Gde1
                      Induced Change PS(18:1(11Z)/16:0) concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Gde1 leads to the increase of PS(18:1(11Z)/16:0) levels compared with control group.
References
1 The glycerophospho metabolome and its influence on amino acid homeostasis revealed by brain metabolomics of GDE1(-/-) mice. Chem Biol. 2010 Aug 27;17(8):831-40.

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