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Identification |
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YMDB ID | YMDB12165 |
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Name | CDP-DG(14:1(11Z)/16:1(11Z)) |
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Species | Saccharomyces cerevisiae |
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Strain | Brewer's yeast |
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Description | CDP-DG(14:1(11Z)/16:1(11Z)) belongs to the family of CDP-diacylglycerols. It is a glycerophospholipid containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. CDP-DG(14:1(11Z)/16:1(11Z)), in particular, consists of two 11Z-tetradecenoyl chain at positions C-1 and C2. In E. coli glycerophospholipid metabolism, The biosynthesis of CDP-diacylglycerol (CDP-DG) involves condensation of phosphatidic acid (PA) and cytidine triphosphate, with elimination of pyrophosphate, catalysed by the enzyme CDP-diacylglycerol synthase. The resulting CDP-diacylglycerol can be utilized immediately for the synthesis of phosphatidylglycerol (PG), and thence cardiolipin (CL), and of phosphatidylinositol (PI). CDP-DG(14:1(11Z)/16:1(11Z)) is also a substrate of CDP-diacylglycerol pyrophosphatase. It is involved in CDP-diacylglycerol degradation pathway. |
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Structure | |
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Synonyms | Not Available |
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CAS number | Not Available |
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Weight | Average: 922.0 Monoisotopic: 921.451692659 |
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InChI Key | GFPCKAYZEWKWIN-BMYROMFXSA-N |
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InChI | InChI=1S/C42H73N3O15P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-38(47)58-34(31-55-37(46)27-25-23-21-19-17-14-12-10-8-6-4-2)32-56-61(51,52)60-62(53,54)57-33-35-39(48)40(49)41(59-35)45-30-29-36(43)44-42(45)50/h6,8-9,11,29-30,34-35,39-41,48-49H,3-5,7,10,12-28,31-33H2,1-2H3,(H,51,52)(H,53,54)(H2,43,44,50)/b8-6-,11-9-/t34-,35-,39+,40?,41-/m1/s1 |
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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}({[(2R)-2-[(11Z)-hexadec-11-enoyloxy]-3-[(11Z)-tetradec-11-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)phosphinic acid |
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Traditional IUPAC Name | [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([(2R)-2-[(11Z)-hexadec-11-enoyloxy]-3-[(11Z)-tetradec-11-enoyloxy]propoxy(hydroxy)phosphoryl]oxy)phosphinic acid |
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Chemical Formula | C42H73N3O15P2 |
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SMILES | [H][C@@](COC(=O)CCCCCCCCC\C=C/CC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCC\C=C/CCCC |
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Chemical Taxonomy |
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Physical Properties |
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State | Solid |
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Charge | 0 |
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Melting point | Not Available |
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Experimental Properties | Property | Value | Reference |
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Water Solubility | Not Available | PhysProp | LogP | Not Available | PhysProp |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations | |
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Organoleptic Properties | Not Available |
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SMPDB Pathways | Cardiolipin Biosynthesis CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:0) | PW010139 | | Cardiolipin Biosynthesis CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:1(11Z)) | PW010140 | | Cardiolipin Biosynthesis CL(14:1(11Z)/16:1(11Z)/20:1(11Z)/22:1(9Z)) | PW010141 | | Cardiolipin Biosynthesis CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/20:1(11Z)) | PW010142 | | Cardiolipin Biosynthesis CL(14:1(11Z)/16:1(11Z)/20:1(13Z)/20:1(13Z)) | PW010143 | |
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KEGG Pathways | Not Available |
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SMPDB Reactions |
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KEGG Reactions | Not Available |
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Concentrations |
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Intracellular Concentrations | Not Available |
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Extracellular Concentrations | Not Available |
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Spectra |
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Spectra | |
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References |
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References: | - Rattray JB, Schibeci A, Kidby DK. (1975). "Lipids of yeasts." Bacteriol Rev. 1975 Sep;39(3):197-231.240350
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Synthesis Reference: | Not Available |
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External Links: | Resource | Link |
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CHEBI ID | Not Available | HMDB ID | Not Available | Pubchem Compound ID | Not Available | Kegg ID | Not Available | ChemSpider ID | Not Available | FOODB ID | Not Available | Wikipedia ID | Not Available | BioCyc ID | Not Available |
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