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 07:31:24 UTC |
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Update Date | 2022-11-30 19:26:32 UTC |
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HMDB ID | HMDB0116241 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | CDP-DG(i-17:0/18:2(9Z,11Z)) |
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Description | CDP-DG(i-17:0/18:2(9Z,11Z)) 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-17:0/18:2(9Z,11Z)), in particular, consists of one chain of isoheptadecanoic acid at the C-1 position and one chain of (9Z,11Z)-octadecadienoic 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)CCCCCCC\C=C/C=C\CCCCCC InChI=1S/C47H83N3O15P2/c1-4-5-6-7-8-9-10-11-12-13-16-20-23-26-29-32-43(52)63-39(35-60-42(51)31-28-25-22-19-17-14-15-18-21-24-27-30-38(2)3)36-61-66(56,57)65-67(58,59)62-37-40-44(53)45(54)46(64-40)50-34-33-41(48)49-47(50)55/h9-12,33-34,38-40,44-46,53-54H,4-8,13-32,35-37H2,1-3H3,(H,56,57)(H,58,59)(H2,48,49,55)/b10-9-,12-11-/t39-,40-,44+,45?,46-/m1/s1 |
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Synonyms | Value | Source |
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1-isoheptadecanoyl-2-(9Z,11Z)-octadecadienoyl-sn-glycero-3-CDP | SMPDB, HMDB | 1-isoheptadecanoyl-2-(9Z,11Z)-octadecadienoyl-sn-glycero-3-cytidine-5'-diphosphate | SMPDB, HMDB | CDP-DG(i-17:0/18:2) | SMPDB, HMDB | CDP-DG(i-17:0/18:2n7) | SMPDB, HMDB | CDP-DG(i-17:0/18:2w7) | SMPDB, HMDB | CDP-DG(35:2) | SMPDB, HMDB | CDP-diacylglycerol(i-17:0/18:2(9Z,11Z)) | SMPDB, HMDB | CDP-diacylglycerol(i-17:0/18:2) | SMPDB, HMDB | CDP-diacylglycerol(i-17:0/18:2n7) | SMPDB, HMDB | CDP-diacylglycerol(i-17:0/18:2w7) | SMPDB, HMDB | CDP-diacylglycerol(35:2) | SMPDB, HMDB | CDP-DG(i-17:0/18:2(9Z,11Z)) | SMPDB | {[(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-[(9Z,11Z)-octadeca-9,11-dienoyloxy]propoxy]phosphoryl}oxy)phosphinate | Generator, HMDB |
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Chemical Formula | C47H83N3O15P2 |
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Average Molecular Weight | 992.135 |
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Monoisotopic Molecular Weight | 991.529942981 |
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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-[(9Z,11Z)-octadeca-9,11-dienoyloxy]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-[(9Z,11Z)-octadeca-9,11-dienoyloxy]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)CCCCCCC\C=C/C=C\CCCCCC |
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InChI Identifier | InChI=1S/C47H83N3O15P2/c1-4-5-6-7-8-9-10-11-12-13-16-20-23-26-29-32-43(52)63-39(35-60-42(51)31-28-25-22-19-17-14-15-18-21-24-27-30-38(2)3)36-61-66(56,57)65-67(58,59)62-37-40-44(53)45(54)46(64-40)50-34-33-41(48)49-47(50)55/h9-12,33-34,38-40,44-46,53-54H,4-8,13-32,35-37H2,1-3H3,(H,56,57)(H,58,59)(H2,48,49,55)/b10-9-,12-11-/t39-,40-,44+,45?,46-/m1/s1 |
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InChI Key | YHAIELFAJVDDQF-VAKFDSNKSA-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 | Naturally occurring processBiological processBiochemical pathwayDisease pathway- Cardiolipin Biosynthesis CL(a-13:0/18:2(9Z,11Z)/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0043519)
- Cardiolipin Biosynthesis CL(a-13:0/a-13:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0043841)
- Cardiolipin Biosynthesis CL(a-13:0/a-15:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0044164)
- Cardiolipin Biosynthesis CL(a-13:0/a-17:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0044485)
- Cardiolipin Biosynthesis CL(a-13:0/a-21:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0044809)
- Cardiolipin Biosynthesis CL(a-13:0/a-25:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0045132)
- Cardiolipin Biosynthesis CL(a-13:0/i-12:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0045454)
- Cardiolipin Biosynthesis CL(a-13:0/i-13:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0045774)
- Cardiolipin Biosynthesis CL(a-13:0/i-14:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0046096)
- Cardiolipin Biosynthesis CL(a-13:0/i-15:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0046420)
- Cardiolipin Biosynthesis CL(a-13:0/i-16:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0046742)
- Cardiolipin Biosynthesis CL(a-13:0/i-17:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0047066)
- Cardiolipin Biosynthesis CL(a-13:0/i-18:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0047387)
- Cardiolipin Biosynthesis CL(a-13:0/i-19:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0047710)
- Cardiolipin Biosynthesis CL(a-13:0/i-20:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0048031)
- Cardiolipin Biosynthesis CL(a-13:0/i-21:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0048351)
- Cardiolipin Biosynthesis CL(a-13:0/i-22:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0048675)
- Cardiolipin Biosynthesis CL(a-13:0/i-24:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0048997)
- Cardiolipin Biosynthesis CL(i-12:0/18:2(9Z,11Z)/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0049320)
- Cardiolipin Biosynthesis CL(i-12:0/a-13:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0049642)
- Cardiolipin Biosynthesis CL(i-12:0/a-15:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0049965)
- Cardiolipin Biosynthesis CL(i-12:0/a-17:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0050289)
- Cardiolipin Biosynthesis CL(i-12:0/a-21:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0050611)
- Cardiolipin Biosynthesis CL(i-12:0/a-25:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0050935)
- Cardiolipin Biosynthesis CL(i-12:0/i-12:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0051260)
- Cardiolipin Biosynthesis CL(i-12:0/i-13:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0051584)
- Cardiolipin Biosynthesis CL(i-12:0/i-14:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0051907)
- Cardiolipin Biosynthesis CL(i-12:0/i-15:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0052230)
- Cardiolipin Biosynthesis CL(i-12:0/i-16:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0052552)
- Cardiolipin Biosynthesis CL(i-12:0/i-17:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0052875)
- Cardiolipin Biosynthesis CL(i-12:0/i-18:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0053199)
- Cardiolipin Biosynthesis CL(i-12:0/i-19:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0053522)
- Cardiolipin Biosynthesis CL(i-12:0/i-20:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0053844)
- Cardiolipin Biosynthesis CL(i-12:0/i-21:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0054169)
- Cardiolipin Biosynthesis CL(i-12:0/i-22:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0054491)
- Cardiolipin Biosynthesis CL(i-12:0/i-24:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0054812)
- Cardiolipin Biosynthesis CL(i-13:0/18:2(9Z,11Z)/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0055136)
- Cardiolipin Biosynthesis CL(i-13:0/a-13:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0055461)
- Cardiolipin Biosynthesis CL(i-13:0/a-15:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0055784)
- Cardiolipin Biosynthesis CL(i-13:0/a-17:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0056108)
- Cardiolipin Biosynthesis CL(i-13:0/a-21:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0056432)
- Cardiolipin Biosynthesis CL(i-13:0/a-25:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0056759)
- Cardiolipin Biosynthesis CL(i-13:0/i-12:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0057082)
- Cardiolipin Biosynthesis CL(i-13:0/i-13:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0057404)
- Cardiolipin Biosynthesis CL(i-13:0/i-14:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0057737)
- Cardiolipin Biosynthesis CL(i-13:0/i-15:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0058061)
- Cardiolipin Biosynthesis CL(i-13:0/i-16:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0058383)
- Cardiolipin Biosynthesis CL(i-13:0/i-17:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0058704)
- Cardiolipin Biosynthesis CL(i-13:0/i-18:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0059048)
- Cardiolipin Biosynthesis CL(i-13:0/i-19:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0059377)
- Cardiolipin Biosynthesis CL(i-13:0/i-20:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0059705)
- Cardiolipin Biosynthesis CL(i-13:0/i-21:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0060037)
- Cardiolipin Biosynthesis CL(i-13:0/i-22:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0060376)
- Cardiolipin Biosynthesis CL(i-13:0/i-24:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0060699)
- Cardiolipin Biosynthesis CL(i-14:0/a-13:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0061026)
- Cardiolipin Biosynthesis CL(i-14:0/a-15:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0061353)
- Cardiolipin Biosynthesis CL(i-14:0/a-17:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0061626)
- Cardiolipin Biosynthesis CL(i-14:0/i-12:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0061844)
- Cardiolipin Biosynthesis CL(i-14:0/i-13:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0062167)
- Cardiolipin Biosynthesis CL(i-14:0/i-14:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0062490)
- Cardiolipin Biosynthesis CL(i-14:0/i-15:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0062819)
- Cardiolipin Biosynthesis CL(i-14:0/i-16:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0063153)
- Cardiolipin Biosynthesis CL(i-14:0/i-17:0/i-17:0/18:2(9Z,11Z)) (PathBank: SMP0063426)
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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-17:0/18:2(9Z,11Z)) 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-17:0/18:2(9Z,11Z)) 10V, Positive-QTOF | splash10-03di-0920000101-025e58d7dd274de41f1b | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 20V, Positive-QTOF | splash10-03di-1920000000-b0b7c91fab638b14e830 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 40V, Positive-QTOF | splash10-03di-3931000100-ec6ab3dbb6e88413688a | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 10V, Negative-QTOF | splash10-0o90-0690000303-dbaf88f95cba0fa927f2 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 20V, Negative-QTOF | splash10-0i00-5692200201-25625d051b4b3c66ede7 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 40V, Negative-QTOF | splash10-0bvi-5921000000-3fd512ed5ecc84694a4b | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 10V, Positive-QTOF | splash10-0006-9100010038-8a6859ad76150bc72db7 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 20V, Positive-QTOF | splash10-0aor-7100000069-61d45685836e4fe6cba4 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 40V, Positive-QTOF | splash10-01b9-0014900000-7a3693c2e76b19951194 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 10V, Negative-QTOF | splash10-0006-0000000109-5f1fa2072b1b264efec3 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 20V, Negative-QTOF | splash10-02bf-9070800501-329cf2e29ac4036d405e | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - CDP-DG(i-17:0/18:2(9Z,11Z)) 40V, Negative-QTOF | splash10-0api-8449601202-7bebca2629ccdd0b5dfa | 2021-09-25 | Wishart Lab | View Spectrum |
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