Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2017-09-09 07:32:42 UTC |
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Update Date | 2022-11-30 19:26:32 UTC |
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HMDB ID | HMDB0116245 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | CDP-DG(i-17:0/a-21:0) |
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Description | CDP-DG(i-17:0/a-21:0) is a cytidine diphosphate diacylglycerol or CDP-diacylglycerol (CDP-DG). CDP-diacylglycerol is an important branchpoint intermediate in eukaryotic phospholipid biosynthesis and could be a key regulatory molecule in phospholipid metabolism. It is a glycerophospholipid in which a cytidine diphosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, CDP-diacylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. CDP-DG(i-17:0/a-21:0), in particular, consists of one chain of isoheptadecanoic acid at the C-1 position and one chain of anteisoheneicosanoic acid at the C-2 position. Cytidine diphosphate diacylglycerols are rarely noticed in analyses of lipid compositions of tissues, as they are present is such small amounts (perhaps only 0.05% or so of the total phospholipids). |
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Structure | [H][C@@](COC(=O)CCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC(C)CC InChI=1S/C50H93N3O15P2/c1-5-41(4)32-28-24-20-16-12-8-6-7-9-13-18-22-26-30-34-46(55)66-42(37-63-45(54)33-29-25-21-17-14-10-11-15-19-23-27-31-40(2)3)38-64-69(59,60)68-70(61,62)65-39-43-47(56)48(57)49(67-43)53-36-35-44(51)52-50(53)58/h35-36,40-43,47-49,56-57H,5-34,37-39H2,1-4H3,(H,59,60)(H,61,62)(H2,51,52,58)/t41?,42-,43-,47+,48?,49-/m1/s1 |
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Synonyms | Value | Source |
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1-isoheptadecanoyl-2-anteisoheneicosanoyl-sn-glycero-3-CDP | SMPDB, HMDB | 1-isoheptadecanoyl-2-anteisoheneicosanoyl-sn-glycero-3-cytidine-5'-diphosphate | SMPDB, HMDB | CDP-DG(i-17:0/a-21:0) | SMPDB | CDP-DG(38:0) | SMPDB, HMDB | CDP-diacylglycerol(i-17:0/a-21:0) | SMPDB, HMDB | CDP-diacylglycerol(38:0) | SMPDB, HMDB | {[(2R,3R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({hydroxy[(2R)-3-[(15-methylhexadecanoyl)oxy]-2-[(18-methylicosanoyl)oxy]propoxy]phosphoryl}oxy)phosphinate | Generator, HMDB |
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Chemical Formula | C50H93N3O15P2 |
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Average Molecular Weight | 1038.248 |
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Monoisotopic Molecular Weight | 1037.608193303 |
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IUPAC Name | {[(2R,3R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({hydroxy[(2R)-3-[(15-methylhexadecanoyl)oxy]-2-[(18-methylicosanoyl)oxy]propoxy]phosphoryl}oxy)phosphinic acid |
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Traditional Name | [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([hydroxy((2R)-3-[(15-methylhexadecanoyl)oxy]-2-[(18-methylicosanoyl)oxy]propoxy)phosphoryl]oxy)phosphinic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](COC(=O)CCCCCCCCCCCCCC(C)C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCCCCCC(C)CC |
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InChI Identifier | InChI=1S/C50H93N3O15P2/c1-5-41(4)32-28-24-20-16-12-8-6-7-9-13-18-22-26-30-34-46(55)66-42(37-63-45(54)33-29-25-21-17-14-10-11-15-19-23-27-31-40(2)3)38-64-69(59,60)68-70(61,62)65-39-43-47(56)48(57)49(67-43)53-36-35-44(51)52-50(53)58/h35-36,40-43,47-49,56-57H,5-34,37-39H2,1-4H3,(H,59,60)(H,61,62)(H2,51,52,58)/t41?,42-,43-,47+,48?,49-/m1/s1 |
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InChI Key | JNOXTOZOHFTPDC-IQSPHTNJSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as cdp-diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. |
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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 | CDP-glycerols |
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Direct Parent | CDP-diacylglycerols |
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Alternative Parents | |
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Substituents | - Cdp-diacylglycerol
- Pyrimidine ribonucleoside diphosphate
- Diacyl-glycerol-3-pyrophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- Monosaccharide phosphate
- Organic pyrophosphate
- Fatty acid ester
- Monoalkyl phosphate
- Hydroxypyrimidine
- Dicarboxylic acid or derivatives
- Fatty acyl
- Alkyl phosphate
- Hydropyrimidine
- Pyrimidine
- Phosphoric acid ester
- Monosaccharide
- Organic phosphoric acid derivative
- Heteroaromatic compound
- Tetrahydrofuran
- Carboxylic acid ester
- 1,2-diol
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Azacycle
- Carboxylic acid derivative
- Organopnictogen compound
- Organic oxide
- Alcohol
- Organic nitrogen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | Not Available |
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Process | |
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Role | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular 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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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesNot Available |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - CDP-DG(i-17:0/a-21:0) GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-13 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 10V, Positive-QTOF | splash10-03di-1911000100-db9592984a3210667f76 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 20V, Positive-QTOF | splash10-03di-2911000100-175fd0175215932f504c | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 40V, Positive-QTOF | splash10-03di-4922000000-e98e15228a05ae0aec4c | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 10V, Negative-QTOF | splash10-0rmi-2893000302-421da5002df604233bcd | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 20V, Negative-QTOF | splash10-0i00-7793110200-c434a027fd99fa8597ad | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 40V, Negative-QTOF | splash10-0bvi-5911000000-b2ba14c3b00c9c642979 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 10V, Negative-QTOF | splash10-000i-9000000100-57539405a11c55d6ed7d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 20V, Negative-QTOF | splash10-004l-9022500200-e1733ab8c68b2d0c15b4 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 40V, Negative-QTOF | splash10-0api-8219300300-95187b1d9079354d22d1 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 10V, Positive-QTOF | splash10-000i-9001001004-d489f629321b9870ae5a | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 20V, Positive-QTOF | splash10-0a4i-8000000009-5128a63a63860c08c8dc | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/a-21:0) 40V, Positive-QTOF | splash10-0300-1014900000-badd8f0f1dafcad9bb19 | 2021-09-23 | Wishart Lab | View Spectrum |
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