lysophosphatidylcholine   Click here for help

GtoPdb Ligand ID: 2508

Abbreviated name: LPC
Compound class: Metabolite or derivative
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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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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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 Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
[(2R)-3-acetyloxy-2-hydroxypropyl] 2-trimethylazaniumylethyl phosphate
Database Links Click here for help
ChEBI CHEBI:60479
GtoPdb PubChem SID 53801071
PubChem CID 5311264
Search Google for chemical match using the InChIKey RYCNUMLMNKHWPZ-SNVBAGLBSA-N
Search Google for chemicals with the same backbone RYCNUMLMNKHWPZ
Search UniChem for chemical match using the InChIKey RYCNUMLMNKHWPZ-SNVBAGLBSA-N
Search UniChem for chemicals with the same backbone RYCNUMLMNKHWPZ
Wikipedia Lysophosphatidylcholine