Identification |
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YMDB ID | YMDB14167 |
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Name | PGP(10:0/20:1(11Z)) |
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Species | Saccharomyces cerevisiae |
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Strain | Brewer's yeast |
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Description | PGP(10:0/20:1(11Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(10:0/20:1(11Z)), in particular, consists of one decanoyl chain to the C-1 atom, and one 11Z-eicosenoyl to the C-2 atom. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase. |
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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: 772.891 Monoisotopic: 772.42916631 |
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InChI Key | RJFSMVDYZQLPNU-WRNFSJMRSA-N |
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InChI | InChI=1S/C36H70O13P2/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-22-24-26-28-36(39)49-34(31-45-35(38)27-25-23-21-10-8-6-4-2)32-48-51(43,44)47-30-33(37)29-46-50(40,41)42/h14-15,33-34,37H,3-13,16-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b15-14-/t33-,34+/m0/s1 |
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IUPAC Name | [(2S)-3-({[(2R)-3-(decanoyloxy)-2-[(11Z)-icos-11-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid |
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Traditional IUPAC Name | (2S)-3-{[(2R)-3-(decanoyloxy)-2-[(11Z)-icos-11-enoyloxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid |
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Chemical Formula | C36H70O13P2 |
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SMILES | [H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCCCCCCC |
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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(10:0/20:1(11Z)/10:0/20:1(11Z)) | PW005827 |    | Cardiolipin Biosynthesis CL(10:0/20:1(11Z)/10:0/20:1(13Z)) | PW005828 |    | Cardiolipin Biosynthesis CL(10:0/20:1(11Z)/20:1(11Z)/20:1(11Z)) | PW005829 |    | Cardiolipin Biosynthesis CL(10:0/20:1(11Z)/20:1(11Z)/20:1(13Z)) | PW005830 |    | Cardiolipin Biosynthesis CL(10:0/20:1(11Z)/20:1(11Z)/22:0) | PW005831 |    |
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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 | Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive | Not Available | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-1972424800-cafd3a7213291b15264a | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-4891114200-fe67e46cc2ebaf157ed8 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4i-7693041000-3581e34cc085b8b8ca8b | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0fmi-4922201300-fcd9440592847cc19bf4 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9410000000-89def1d46cf9f46f80ef | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-7354872edaf25b6c2dc5 | JSpectraViewer |
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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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