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Identification |
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YMDB ID | YMDB14842 |
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Name | PG(15:0/15:1(11Z)) |
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Species | Saccharomyces cerevisiae |
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Strain | Brewer's yeast |
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Description | PG(15:0/15:1(11Z)) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(15:0/15:1(11Z)), in particular, consists of one pentadecanoyl chain to the C-1 atom, and one 11Z-pentadecenoyl to the C-2 atom. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes. |
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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: 692.912 Monoisotopic: 692.46283542 |
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InChI Key | XNDVUCFDBZMGRD-BEXSSISOSA-N |
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InChI | InChI=1S/C36H69O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-35(39)43-31-34(32-45-47(41,42)44-30-33(38)29-37)46-36(40)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h8,10,33-34,37-38H,3-7,9,11-32H2,1-2H3,(H,41,42)/b10-8-/t33-,34+/m0/s1 |
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IUPAC Name | [(2S)-2,3-dihydroxypropoxy][(2R)-2-[(11Z)-pentadec-11-enoyloxy]-3-(pentadecanoyloxy)propoxy]phosphinic acid |
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Traditional IUPAC Name | (2S)-2,3-dihydroxypropoxy((2R)-2-[(11Z)-pentadec-11-enoyloxy]-3-(pentadecanoyloxy)propoxy)phosphinic acid |
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Chemical Formula | C36H69O10P |
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SMILES | [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCC)OC(=O)CCCCCCCCC\C=C/CCC |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. |
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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 | Glycerophosphoglycerols |
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Direct Parent | Phosphatidylglycerols |
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Alternative Parents | |
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Substituents | - 1,2-diacylglycerophosphoglycerol
- Dialkyl phosphate
- Fatty acid ester
- Fatty acyl
- Alkyl phosphate
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Dicarboxylic acid or derivatives
- Secondary alcohol
- Carboxylic acid ester
- 1,2-diol
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- 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(15:0/15:1(11Z)/18:0/22:0) | PW011569 | | Cardiolipin Biosynthesis CL(15:0/15:1(11Z)/18:0/22:1(11Z)) | PW011570 | | Cardiolipin Biosynthesis CL(15:0/15:1(11Z)/18:0/22:1(9Z)) | PW011571 | | Cardiolipin Biosynthesis CL(15:0/15:1(11Z)/18:0/24:0) | PW011572 | | Cardiolipin Biosynthesis CL(15:0/15:1(11Z)/18:0/24:1(11Z)) | PW011573 | |
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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_2_2) - 70eV, Positive | Not Available | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000o-0091300000-22259faebb55fbb1d7f9 | 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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