General Information of MET (ID: META00571)
Name LysoPA(16:0/0:0)
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-Hexadecanoyl-glycero-3-phosphate; 1-Hexadecanoyl-phosphatidic acid; 1-Hexadecanoyl-sn-glycero-3-phosphate; 1-Hexadecanoyl-sn-glycero-3-phosphoric acid; 1-Palmitoyl-glycero-3-phosphate; 1-Palmitoyl-lysophosphatidic acid; 1-Palmitoyl-lysophosphatidic acid, (R)-isomer; 1-Palmitoyl-lysophosphatidic acid, sodium salt, (R)-isomer; 1-Palmitoyl-rac-glycerol 3-phosphate; 1-Palmitoyl-sn-glycerol 3-phosphate; 1-Palmitoylglycerol 3-phosphoric acid; LPA(16:0); LPA(16:0/0:0); Lysophosphatidic acid(16:0); Lysophosphatidic acid(16:0/0:0); PLPA
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Glycerophospholipids;Food;Microbial
Structure Type   Glycerophosphates  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Glycerophospholipids
Glycerophosphates
PubChem CID
89566
HMDB ID
HMDB0007853
Formula
C19H39O7P
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
KEGG ID
C04036
ChEBI ID
64023
FooDB ID
FDB030254
Physicochemical Properties Molecular Weight 410.5 Topological Polar Surface Area 113
XlogP 5 Complexity 398
Heavy Atom Count 27 Rotatable Bond Count 20
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 7
Function
LysoPA(16:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes. In particular, lysophosphatidic acid is an intercellular lipid mediator with growth factor-like activities, and is rapidly produced and released from activated platelets to influence target cells. 1-Palmitoyl lysophosphatidic acid is the major component of lysophosphatidic acid (LPA) in plasma, and is in a reduced ratio in individuals with gynecological cancers. LPA is a pluripotent lipid mediator controlling growth, motility, and differentiation, that has a strong influence on the chemotaxis and ultrastructure of human neutrophils. In serum and plasma, LPA is mainly converted from lysophospholipids, whereas in platelets and some cancer cells it is converted from phosphatidic acid. In each pathway, at least two phospholipase activities are required: phospholipase A1 (PLA1)/PLA2 plus lysophospholipase D (lysoPLD) activities are involved in the first pathway and phospholipase D (PLD) plus PLA1/PLA2 activities are involved in the second pathway.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Group 3 secretory phospholipase A2 (PLA2G3) 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 Pla2g3
                      Induced Change LysoPA(16:0/0:0) concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colorectal cancer [ICD-11: 2B91]
                      Details It is reported that knockout of Pla2g3 leads to the decrease of lysoPA(16:0/0:0) levels compared with control group.
References
1 Group III phospholipase A 2 promotes colitis and colorectal cancer. Sci Rep. 2017 Sep 25;7(1):12261.

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