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Identification |
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YMDB ID | YMDB14251 |
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Name | PGP(14:1(9Z)/16:1(11Z)) |
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Species | Saccharomyces cerevisiae |
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Strain | Brewer's yeast |
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Description | PGP(14:1(9Z)/16:1(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(14:1(9Z)/16:1(11Z)), in particular, consists of one 9Z-tetradecenoyl chain to the C-1 atom, and one 11Z-hexadecenoyl 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: 770.875 Monoisotopic: 770.413516246 |
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InChI Key | IIMPGFONGGKPCP-AKUVJSLYSA-N |
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InChI | InChI=1S/C36H68O13P2/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-36(39)49-34(32-48-51(43,44)47-30-33(37)29-46-50(40,41)42)31-45-35(38)27-25-23-21-19-17-14-12-10-8-6-4-2/h9-12,33-34,37H,3-8,13-32H2,1-2H3,(H,43,44)(H2,40,41,42)/b11-9-,12-10-/t33-,34+/m0/s1 |
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IUPAC Name | [(2S)-3-({[(2R)-2-[(11Z)-hexadec-11-enoyloxy]-3-[(9Z)-tetradec-9-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid |
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Traditional IUPAC Name | (2S)-3-{[(2R)-2-[(11Z)-hexadec-11-enoyloxy]-3-[(9Z)-tetradec-9-enoyloxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid |
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Chemical Formula | C36H68O13P2 |
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SMILES | [H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCC)OC(=O)CCCCCCCCC\C=C/CCCC |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as phosphatidylglycerophosphates. These are glycerophosphoglycerophosphates in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. |
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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 | Glycerophosphoglycerophosphates |
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Direct Parent | Phosphatidylglycerophosphates |
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Alternative Parents | |
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Substituents | - Diacylglycerophosphoglycerophosphate
- Sn-glycerol-3-phosphate
- Dialkyl phosphate
- Monoalkyl phosphate
- Fatty acid ester
- Fatty acyl
- Alkyl phosphate
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Dicarboxylic acid or derivatives
- Secondary alcohol
- Carboxylic acid ester
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | Not Available |
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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(9Z)/16:1(11Z)/18:0/22:1(11Z)) | PW011136 | | Cardiolipin Biosynthesis CL(14:1(9Z)/16:1(11Z)/18:0/22:1(9Z)) | PW011137 | | Cardiolipin Biosynthesis CL(14:1(9Z)/16:1(11Z)/18:0/24:0) | PW011138 | | Cardiolipin Biosynthesis CL(14:1(9Z)/16:1(11Z)/18:0/24:1(11Z)) | PW011139 | | Cardiolipin Biosynthesis CL(14:1(9Z)/16:1(11Z)/18:0/24:1(9Z)) | PW011140 | |
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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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