lysophosphatidylcholine   

GtoPdb Ligand ID: 2508

Abbreviated name: LPC
Comment: The structure shown here is a representative example of the lysophosphatidylcholine class of compounds. The R group terminal linked to the ester (shown here as a methyl group) is a fatty acid chain of varying length. For examples of lysophospatidylcholine compounds with specified chain lengths see oleoyl-lysophosphatidylcholine and 1-palmitoyl-lysophosphatidylcholine.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 114.93
Molecular weight 299.11
XLogP -2.19
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(COP(=O)(OCC[N+](C)(C)C)[O-])COC(=O)C
Isomeric SMILES O[C@@H](COP(=O)(OCC[N+](C)(C)C)[O-])COC(=O)C
InChI InChI=1S/C10H22NO7P/c1-9(12)16-7-10(13)8-18-19(14,15)17-6-5-11(2,3)4/h10,13H,5-8H2,1-4H3/t10-/m1/s1
InChI Key RYCNUMLMNKHWPZ-SNVBAGLBSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
[(2R)-3-acetyloxy-2-hydroxypropyl] 2-trimethylazaniumylethyl phosphate
Comments
The structure shown here is a representative example of the lysophosphatidylcholine class of compounds. The R group terminal linked to the ester (shown here as a methyl group) is a fatty acid chain of varying length. For examples of lysophospatidylcholine compounds with specified chain lengths see oleoyl-lysophosphatidylcholine and 1-palmitoyl-lysophosphatidylcholine.
Database Links
ChEBI CHEBI:60479
GtoPdb PubChem SID 53801071
PubChem CID 5311264
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Search UniChem for chemical match using the InChIKey RYCNUMLMNKHWPZ-SNVBAGLBSA-N
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Wikipedia Lysophosphatidylcholine