Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:37:01 UTC |
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Update date | 2015-07-21 06:57:56 UTC |
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Primary ID | FDB023932 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | LysoSM(d18:1) |
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Description | D-erythro-sphingosylphosphorylcholine is an intermediate in Sphingolipid metabolism. D-erythro-sphingosylphosphorylcholine is the 5th to last step in the synthesis of Digalactosylceramidesulfate and is converted from Sphingosine via the enzyme sphingosine cholinephosphotransferase ( EC 2.7.8.10). It is then converted to Sphingomyelin via the enzyme sphingosine N-acyltransferase (EC 2.3.1.24). [HMDB] |
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CAS Number | 1670-26-4 |
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Structure | |
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Synonyms | Synonym | Source |
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Sphing-4-enine-1-phosphocholine | ChEBI | Sphingosyl-phosphocholine | ChEBI | Sphingosylphosphocholine | ChEBI | Lysosphingomyelin | MeSH | Sphingosine phosphorylcholine | MeSH | C18-Sphingosine phosphocholine | HMDB | D-erythro-Sphingosylphosphorylcholine | HMDB | SM(D18:1/0:0) | HMDB | Sphingenyl-1-phosphorylcholine | HMDB | Sphingomyelin(D18:1/0:0) | HMDB | Sphingosylphosphorylcholine | MeSH, HMDB | C18-Sphingosine ocholine | HMDB | D-erythro-Sphingosylorylcholine | HMDB | D-erythro-sphingosylphosphorylcholine | hmdb | SM(d18:1/0:0) | hmdb | Sphing-4-enine-1-ocholine | ChEBI | sphing-4-enine-1-phosphocholine | hmdb | Sphingenyl-1-orylcholine | HMDB | Sphingomyelin(d18:1/0:0) | hmdb | Sphingosyl-ocholine | ChEBI | Sphingosylocholine | ChEBI | Sphingosylocholine acid | ChEBI |
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Predicted Properties | |
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Chemical Formula | C23H50N2O5P |
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IUPAC name | {[(2S,3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl]oxy}[2-(trimethylazaniumyl)ethoxy]phosphinic acid |
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InChI Identifier | InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/p+1/b18-17+/t22-,23+/m0/s1 |
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InChI Key | JLVSPVFPBBFMBE-HXSWCURESA-O |
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Isomeric SMILES | CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(=O)(O)OCC[N+](C)(C)C |
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Average Molecular Weight | 465.6273 |
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Monoisotopic Molecular Weight | 465.345734232 |
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Classification |
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Description | Belongs to the class of organic compounds known as sphingosylphosphorylcholines. These are sphingolipids containing a sphingosine attached to the phosphate group of a phosphocholine. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Sphingolipids |
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Sub Class | Phosphosphingolipids |
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Direct Parent | Sphingosylphosphorylcholines |
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Alternative Parents | |
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Substituents | - Sphingosylphosphorylcholine
- Phosphocholine
- Phosphoethanolamine
- Dialkyl phosphate
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Tetraalkylammonium salt
- Quaternary ammonium salt
- Secondary alcohol
- Alcohol
- Amine
- Organic salt
- Hydrocarbon derivative
- Primary amine
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Primary aliphatic amine
- Organic cation
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Organoleptic effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Process | Naturally occurring process: |
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Role | Industrial application: Biological role: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | LysoSM(d18:1), 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00ej-9782140000-24f3d9fcbb4a3475e571 | Spectrum | Predicted GC-MS | LysoSM(d18:1), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | LysoSM(d18:1), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014j-0104900000-a7aeccafba8588e15456 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-001r-0900200000-b7b9a408b9290c492481 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-000i-9800000000-f089839fe08ca8c6e6f6 | 2021-09-22 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 4444221 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C03640 |
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Pubchem Compound ID | 5280613 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB06482 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | 2704995 |
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KNApSAcK ID | Not Available |
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HET ID | SPU |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Name | Gene Name | UniProt ID |
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Sphingomyelin phosphodiesterase | SMPD1 | P17405 | Non-lysosomal glucosylceramidase | GBA2 | Q9HCG7 | Proactivator polypeptide | PSAP | P07602 |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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