Identification |
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YMDB ID | YMDB00970 |
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Name | alpha-D-glucose 1-phosphate |
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Species | Saccharomyces cerevisiae |
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Strain | Baker's yeast |
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Description | α-D-Glucose 1-phosphate, also known as alpha-D-glucose-1-phosphate or cori ester, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. α-D-Glucose 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). α-D-Glucose 1-phosphate exists in both E. coli (prokaryote) and yeast (eukaryote). |
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Structure | |
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Synonyms | - 1-O-phosphono-alpha-D-glucopyranose
- a-D-Glucopyranosyl phosphate
- a-D-Glucose 1-phosphate
- alpha-D-Glucopyranosyl phosphate
- alpha-D-Glucose 1-phosphate
- alpha-d-glucose-1-phosphate
- alpha-delta-Glucopyranosyl phosphate
- alpha-delta-Glucose 1-phosphate
- alpha-delta-glucose-1-phosphate
- cori ester
- D-Glucopyranose 1-phosphate
- D-glucose 1-phosphate
- D-Glucose alpha-1-phosphate
- D-glucose-1-P
- D-Glucose-1-phosphate
- delta-Glucopyranose 1-phosphate
- delta-glucose 1-phosphate
- delta-glucose-1-P
- delta-Glucose-1-phosphate
- glucose 1-phosphate
- Glucose 1-phosphic acid
- Glucose monophosphate
- Glucose-1-phosphate
- glucose-1P
- 1-O-Phosphono-a-D-glucopyranose
- 1-O-Phosphono-α-D-glucopyranose
- Glucose 1-phosphoric acid
- a-D-Glucopyranosyl phosphoric acid
- alpha-D-Glucopyranosyl phosphoric acid
- α-D-Glucopyranosyl phosphate
- α-D-Glucopyranosyl phosphoric acid
- a-D-Glucose-1-phosphate
- a-D-Glucose-1-phosphoric acid
- alpha-D-Glucose-1-phosphoric acid
- α-D-Glucose-1-phosphate
- α-D-Glucose-1-phosphoric acid
- D-Glucose 1-phosphoric acid
- D-Glucose a-1-phosphate
- D-Glucose a-1-phosphoric acid
- D-Glucose alpha-1-phosphoric acid
- D-Glucose α-1-phosphate
- D-Glucose α-1-phosphoric acid
- alpha-Glucose-1-phosphate
- a-D-Glucose 1-phosphoric acid
- alpha-D-Glucose 1-phosphoric acid
- α-D-Glucose 1-phosphoric acid
- α-D-Glucose 1-phosphate
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CAS number | 59-56-3 |
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Weight | Average: 260.1358 Monoisotopic: 260.029718526 |
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InChI Key | HXXFSFRBOHSIMQ-VFUOTHLCSA-N |
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InChI | InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1 |
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IUPAC Name | {[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid |
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Traditional IUPAC Name | α-D-glucose 1-phosphate |
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Chemical Formula | C6H13O9P |
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SMILES | OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Monosaccharide phosphates |
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Alternative Parents | |
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Substituents | - Hexose monosaccharide
- Monosaccharide phosphate
- Monoalkyl phosphate
- Organic phosphoric acid derivative
- Oxane
- Alkyl phosphate
- Phosphoric acid ester
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Alcohol
- Hydrocarbon derivative
- Primary alcohol
- Organic oxide
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | |
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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 | 1000 mg/mL [MERCK INDEX (1996); extremely soluble] | PhysProp | LogP | Not Available | PhysProp |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations | Not Available |
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Organoleptic Properties | Not Available |
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SMPDB Pathways | |
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KEGG Pathways | Amino sugar and nucleotide sugar metabolism | ec00520 |  | Galactose metabolism | ec00052 |  | Glycolysis / Gluconeogenesis | ec00010 |  | Pentose and glucuronate interconversions | ec00040 |  | Starch and sucrose metabolism | ec00500 |  |
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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 | Spectrum Type | Description | Splash Key | View |
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GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-014i-0890000000-cb800147fb5e99a510e7 | JSpectraViewer | MoNA | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-9110000000-ee60e23a7f8053dae6d3 | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | JSpectraViewer | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4i-0090000000-2a3b56296e3be19cb31e | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4i-5190000000-fdc51a7b0fd975e56650 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004i-9000000000-69de35d5ce6872252869 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004i-9000000000-9963fa05cb28ee4e9750 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004i-9000000000-817af0fa07de830dfcf8 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4i-0090000000-2322457ec511bd92510d | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0a4i-5090000000-d986f523677b1a7addcd | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004i-9000000000-ce71459726865b116c97 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004i-9000000000-41baf1958afa8e1bca49 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-004i-9000000000-bfea8e3efab209c2697e | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , negative | splash10-0006-1090000000-8e32630bfab3f0ed6178 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , negative | splash10-0a4i-0090000000-0c85f2f24f79558bd95e | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-004i-9030000000-cc7fbcb760461482d91a | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-0002-9100000000-41a1f7e48ed2619c083c | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-0002-9100000000-7c0c1db3eeeec90afc60 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-0002-9000000000-1f32b398f51ac98aaa87 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0002-9000000000-2785b12981c99944620a | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-004i-9000000000-abfc53ea34b8f04f9f65 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-0002-9200000000-1e94374a7c4c5c6c58ea | JSpectraViewer | MoNA | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-9240000000-0a7885872856fe43526b | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0002-9240000000-b437590c213fb263989d | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0532-9100000000-97504a02d14244b901cb | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a6r-9360000000-98c3aee1d36863dc12ab | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9110000000-92ad15ffc9eae3eed039 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-dfc211275bafe42581ae | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H NMR Spectrum | Not Available | JSpectraViewer | 2D NMR | [1H,1H] 2D NMR Spectrum | Not Available | JSpectraViewer | 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available | JSpectraViewer |
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References |
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References: | - Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
- Daran, J. M., Dallies, N., Thines-Sempoux, D., Paquet, V., Francois, J. (1995). "Genetic and biochemical characterization of the UGP1 gene encoding the UDP-glucose pyrophosphorylase from Saccharomyces cerevisiae." Eur J Biochem 233:520-530.7588797
- Castrillo, J. I., Zeef, L. A., Hoyle, D. C., Zhang, N., Hayes, A., Gardner, D. C., Cornell, M. J., Petty, J., Hakes, L., Wardleworth, L., Rash, B., Brown, M., Dunn, W. B., Broadhurst, D., O'Donoghue, K., Hester, S. S., Dunkley, T. P., Hart, S. R., Swainston, N., Li, P., Gaskell, S. J., Paton, N. W., Lilley, K. S., Kell, D. B., Oliver, S. G. (2007). "Growth control of the eukaryote cell: a systems biology study in yeast." J Biol 6:4.17439666
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Synthesis Reference: | Not Available |
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External Links: | |
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