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| Identification |
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| YMDB ID | YMDB14274 |
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| Name | PGP(15:0/15:1(9Z)) |
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| Species | Saccharomyces cerevisiae |
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| Strain | Brewer's yeast |
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| Description | PGP(15:0/15:1(9Z)) 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(15:0/15:1(9Z)), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one 9Z-pentadecenoyl 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 | ATSDETXRXSFZOG-MSUPWLJTSA-N |
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| InChI | InChI=1S/C36H70O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(38)45-31-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)49-36(39)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,33-34,37H,3-11,13,15-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b14-12-/t33-,34+/m0/s1 |
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| IUPAC Name | [(2S)-2-hydroxy-3-({hydroxy[(2R)-2-[(9Z)-pentadec-9-enoyloxy]-3-(pentadecanoyloxy)propoxy]phosphoryl}oxy)propoxy]phosphonic acid |
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| Traditional IUPAC Name | (2S)-2-hydroxy-3-{[hydroxy((2R)-2-[(9Z)-pentadec-9-enoyloxy]-3-(pentadecanoyloxy)propoxy)phosphoryl]oxy}propoxyphosphonic 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)CCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCC |
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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(15:0/15:1(9Z)/16:0/24:1(11Z)) | PW011648 |    | | Cardiolipin Biosynthesis CL(15:0/15:1(9Z)/16:0/24:1(9Z)) | PW011649 |    | | Cardiolipin Biosynthesis CL(15:0/15:1(9Z)/16:0/26:0) | PW011650 |    | | Cardiolipin Biosynthesis CL(15:0/15:1(9Z)/16:0/26:1(11Z)) | PW011651 |    | | Cardiolipin Biosynthesis CL(15:0/15:1(9Z)/16:0/26:1(9Z)) | PW011652 |    |
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| KEGG Pathways | Not Available |
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| SMPDB Reactions | Not Available |
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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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