Record Information |
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Version | 1.0 |
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Created at | 2022-09-08 01:18:27 UTC |
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Updated at | 2022-09-08 01:18:27 UTC |
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NP-MRD ID | NP0259432 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 2-aminoethoxy((2r)-2-[(13z,16z)-docosa-13,16-dienoyloxy]-3-[(11z)-octadec-11-enoyloxy]propoxy)phosphinic acid |
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Description | PE(18:1(11Z)/22:2(13Z,16Z)), also known as phosphatidylethanolamine(40:3) Or GPEtn(18:1/22:2), Belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. A 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are specified as (11Z)-octadecenoyl and (13Z,16Z)-docosadienoyl respectively. PE(18:1(11Z)/22:2(13Z,16Z)) is a very strong basic compound (based on its pKa). Within humans, PE(18:1(11Z)/22:2(13Z,16Z)) participates in a number of enzymatic reactions. In particular, cytidine monophosphate and PE(18:1(11Z)/22:2(13Z,16Z)) can be biosynthesized from CDP-ethanolamine and DG(18:1(11Z)/22:2(13Z,16Z)/0:0); Which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. In addition, PE(18:1(11Z)/22:2(13Z,16Z)) can be biosynthesized from PS(18:1(11Z)/22:2(13Z,16Z)) through its interaction with the enzyme phosphatidylserine decarboxylase. 2-aminoethoxy((2r)-2-[(13z,16z)-docosa-13,16-dienoyloxy]-3-[(11z)-octadec-11-enoyloxy]propoxy)phosphinic acid is found in Trypanosoma brucei. In humans, PE(18:1(11Z)/22:2(13Z,16Z)) is involved in phosphatidylcholine biosynthesis. |
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Structure | [H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC InChI=1S/C45H84NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46)41-51-44(47)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h11,13-14,16-17,19,43H,3-10,12,15,18,20-42,46H2,1-2H3,(H,49,50)/b13-11-,16-14-,19-17-/t43-/m1/s1 |
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Synonyms | Value | Source |
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1-Vaccenoyl-2-docosadienoyl-sn-glycero-3-phosphoethanolamine | ChEBI | GPEtn(18:1(11Z)/22:2(13Z,16Z)) | ChEBI | GPEtn(18:1/22:2) | ChEBI | GPEtn(40:3) | ChEBI | PE(18:1/22:2) | ChEBI | PE(18:1OMEGA7/22:2OMEGA6) | ChEBI | PE(40:3) | ChEBI | Phosphatidylethanolamine(18:1(11Z)/22:2(13Z,16Z)) | ChEBI | Phosphatidylethanolamine(18:1/22:2) | ChEBI | Phosphatidylethanolamine(18:1omega7/22:2omega6) | ChEBI | Phosphatidylethanolamine(40:3) | ChEBI | Phophatidylethanolamine(18:1/22:2) | HMDB | Phophatidylethanolamine(40:3) | HMDB | 1-(11Z-Octadecenoyl)-2-(13Z,16Z-docosadienoyl)-sn-glycero-3-phosphoethanolamine | HMDB | PE(18:1(11Z)/22:2(13Z,16Z)) | Lipid Annotator, ChEBI |
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Chemical Formula | C45H84NO8P |
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Average Mass | 798.1241 Da |
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Monoisotopic Mass | 797.59346 Da |
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IUPAC Name | (2-aminoethoxy)[(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-[(11Z)-octadec-11-enoyloxy]propoxy]phosphinic acid |
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Traditional Name | 2-aminoethoxy(2R)-2-[(13Z,16Z)-docosa-13,16-dienoyloxy]-3-[(11Z)-octadec-11-enoyloxy]propoxyphosphinic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCC\C=C/C\C=C/CCCCC |
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InChI Identifier | InChI=1S/C45H84NO8P/c1-3-5-7-9-11-13-15-17-19-20-21-22-24-26-28-30-32-34-36-38-45(48)54-43(42-53-55(49,50)52-40-39-46)41-51-44(47)37-35-33-31-29-27-25-23-18-16-14-12-10-8-6-4-2/h11,13-14,16-17,19,43H,3-10,12,15,18,20-42,46H2,1-2H3,(H,49,50)/b13-11-,16-14-,19-17-/t43-/m1/s1 |
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InChI Key | CYQKHPZVMRGJPJ-PLUDNLSZSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Glycerophospholipids |
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Sub Class | Glycerophosphoethanolamines |
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Direct Parent | Phosphatidylethanolamines |
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Alternative Parents | |
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Substituents | - Diacylglycero-3-phosphoethanolamine
- Phosphoethanolamine
- Fatty acid ester
- Dialkyl phosphate
- Dicarboxylic acid or derivatives
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Fatty acyl
- Amino acid or derivatives
- Carboxylic acid ester
- Carboxylic acid derivative
- Organopnictogen compound
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Amine
- Primary aliphatic amine
- Organic nitrogen compound
- Primary amine
- Carbonyl group
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | - 1,2-diacyl-sn-glycero-3-phosphoethanolamine (CHEBI:74487 )
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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