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 07:26:09 UTC |
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Update Date | 2022-11-30 19:26:31 UTC |
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HMDB ID | HMDB0116215 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | CDP-DG(i-15:0/i-16:0) |
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Description | CDP-DG(i-15:0/i-16:0) 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-15:0/i-16:0), in particular, consists of one chain of isopentadecanoic acid at the C-1 position and one chain of isohexadecanoic 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)CCCCCCCCCCCC(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)CCCCCCCCCCCCC(C)C InChI=1S/C43H79N3O15P2/c1-33(2)24-20-16-12-8-5-6-10-15-19-23-27-39(48)59-35(30-56-38(47)26-22-18-14-11-7-9-13-17-21-25-34(3)4)31-57-62(52,53)61-63(54,55)58-32-36-40(49)41(50)42(60-36)46-29-28-37(44)45-43(46)51/h28-29,33-36,40-42,49-50H,5-27,30-32H2,1-4H3,(H,52,53)(H,54,55)(H2,44,45,51)/t35-,36-,40+,41?,42-/m1/s1 |
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Synonyms | Value | Source |
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1-isopentadecanoyl-2-isohexadecanoyl-sn-glycero-3-CDP | SMPDB, HMDB | 1-isopentadecanoyl-2-isohexadecanoyl-sn-glycero-3-cytidine-5'-diphosphate | SMPDB, HMDB | CDP-DG(i-15:0/i-16:0) | SMPDB | CDP-DG(31:0) | SMPDB, HMDB | CDP-diacylglycerol(i-15:0/i-16:0) | SMPDB, HMDB | CDP-diacylglycerol(31:0) | SMPDB, HMDB | {[(2R,3R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({hydroxy[(2R)-2-[(14-methylpentadecanoyl)oxy]-3-[(13-methyltetradecanoyl)oxy]propoxy]phosphoryl}oxy)phosphinate | Generator, HMDB |
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Chemical Formula | C43H79N3O15P2 |
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Average Molecular Weight | 940.059 |
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Monoisotopic Molecular Weight | 939.498642852 |
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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)-2-[(14-methylpentadecanoyl)oxy]-3-[(13-methyltetradecanoyl)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)-2-[(14-methylpentadecanoyl)oxy]-3-[(13-methyltetradecanoyl)oxy]propoxy)phosphoryl]oxy)phosphinic acid |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@](COC(=O)CCCCCCCCCCCC(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)CCCCCCCCCCCCC(C)C |
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InChI Identifier | InChI=1S/C43H79N3O15P2/c1-33(2)24-20-16-12-8-5-6-10-15-19-23-27-39(48)59-35(30-56-38(47)26-22-18-14-11-7-9-13-17-21-25-34(3)4)31-57-62(52,53)61-63(54,55)58-32-36-40(49)41(50)42(60-36)46-29-28-37(44)45-43(46)51/h28-29,33-36,40-42,49-50H,5-27,30-32H2,1-4H3,(H,52,53)(H,54,55)(H2,44,45,51)/t35-,36-,40+,41?,42-/m1/s1 |
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InChI Key | CDAPEPHUYBNPGP-HZQZAAQYSA-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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| 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-15:0/i-16:0) 10V, Positive-QTOF | splash10-03di-0920001001-4437ebf2fa34fa97345a | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 20V, Positive-QTOF | splash10-03di-1920001000-1e7c335030c9e122c2e8 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 40V, Positive-QTOF | splash10-03di-3930010000-910b25f185e64ef8b3bc | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 10V, Negative-QTOF | splash10-0abc-0790001112-c8d7f4e9df0d931cdac5 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 20V, Negative-QTOF | splash10-03kc-5792202001-01b98ffa73e203275852 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 40V, Negative-QTOF | splash10-0bvl-5921000000-23ff38d5c6915b36ee78 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 10V, Negative-QTOF | splash10-000i-0000001009-73e39c84803e0dd5ec21 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 20V, Negative-QTOF | splash10-004u-9050612001-e3982f9ae20dbc5114b8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 40V, Negative-QTOF | splash10-0api-8539606003-0cb0eed31c32f42eff7e | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 10V, Positive-QTOF | splash10-0006-2000010079-85f76779269f341ce6c2 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 20V, Positive-QTOF | splash10-0006-4200000590-14f8e17cb75ee0f4460b | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-15:0/i-16:0) 40V, Positive-QTOF | splash10-006w-0029200000-822a6e328ce9ddb315a8 | 2021-09-22 | Wishart Lab | View Spectrum |
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