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Identification |
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YMDB ID | YMDB00236 |
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Name | Succinic acid semialdehyde |
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Species | Saccharomyces cerevisiae |
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Strain | Baker's yeast |
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Description | Succinic acid semialdehyde, also known as 3-formylpropionic acid or 4-oxobutanoate, belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. Succinic acid semialdehyde is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Succinic acid semialdehyde is a potentially toxic compound. |
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Structure | |
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Synonyms | - 2-formylpropionic acid ethyl ester
- 3-Formylpropanoate
- 3-Formylpropanoic acid
- 3-Formylpropionic acid
- 4-Oxobutanoate
- 4-Oxobutanoic acid
- beta-Formylpropionate
- beta-Formylpropionic acid
- Butanoic acid, 4-oxo- (9CI)
- Butryaldehydate
- Butryaldehydic acid
- gamma-Oxybutyrate
- gamma-Oxybutyric acid
- Semi-aldehyde succinique
- Semi-aldehyde succinique [French]
- semialdehyde succinique
- Succinaldehydate
- Succinaldehydic acid
- Succinate semialdehyde
- Succinic acid semialdehyde
- Succinic semialdehyde
- 3-Formylpropionate
- b-Formylpropionate
- b-Formylpropionic acid
- Β-formylpropionate
- Β-formylpropionic acid
- Succinic semialdehyde, calcium salt
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CAS number | 692-29-5 |
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Weight | Average: 102.0886 Monoisotopic: 102.031694058 |
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InChI Key | UIUJIQZEACWQSV-UHFFFAOYSA-N |
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InChI | InChI=1S/C4H6O3/c5-3-1-2-4(6)7/h3H,1-2H2,(H,6,7) |
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IUPAC Name | 4-oxobutanoic acid |
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Traditional IUPAC Name | succinic semialdehyde |
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Chemical Formula | C4H6O3 |
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SMILES | [H]OC(=O)C([H])([H])C([H])([H])C([H])=O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Fatty Acyls |
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Sub Class | Fatty acids and conjugates |
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Direct Parent | Straight chain fatty acids |
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Alternative Parents | |
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Substituents | - Straight chain fatty acid
- Alpha-hydrogen aldehyde
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aldehyde
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic 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 | 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 | |
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KEGG Pathways | Alanine, aspartate and glutamate metabolism | ec00250 | | Butanoate metabolism | ec00650 | | Nicotinate and nicotinamide metabolism | ec00760 | | Tyrosine metabolism | ec00350 | | Vitamin B6 metabolism | ec00750 | |
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SMPDB Reactions | |
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KEGG Reactions | |
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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-MS (1 MEOX; 1 TMS) | splash10-000i-9400000000-8e1cb554add6ed6c4e35 | JSpectraViewer | MoNA | GC-MS | GC-MS Spectrum - GC-MS (1 MEOX; 1 TMS) | splash10-000i-9300000000-f5403e2e858fded273ac | JSpectraViewer | MoNA | GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-000i-9400000000-8e1cb554add6ed6c4e35 | JSpectraViewer | MoNA | GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-000i-9300000000-f5403e2e858fded273ac | JSpectraViewer | MoNA | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-000i-9500000000-eb52f4d003b7d5b86b3d | JSpectraViewer | MoNA | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-000i-9600000000-463f366ebd0be24a0283 | JSpectraViewer | MoNA | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-052f-9000000000-d9618eb947af434dcf2f | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-05fr-9800000000-40373963cdda851ebfea | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | JSpectraViewer | LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-000i-9000000000-bf9ebea7e4800559c111 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, negative | splash10-0udi-0900000000-64b3498f7cdd4597da6a | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, negative | splash10-0udi-1900000000-9d47aab2400f1da945bc | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, negative | splash10-0udi-1900000000-94e1ac309574efbe3903 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, negative | splash10-0udi-3900000000-7ec96b67f820176c39d3 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 3V, negative | splash10-0udi-5900000000-7708b3a1c05b69363aa9 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 3V, negative | splash10-0zfr-8900000000-12726b727f621ac971b7 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - n/a 7V, negative | splash10-0089-9000000000-9eb7dd16da8275702c75 | JSpectraViewer | MoNA | LC-MS/MS | LC-MS/MS Spectrum - 35V, Negative | splash10-0udi-1900000000-567d38fac821ab993d19 | JSpectraViewer | MoNA | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-9200000000-e31b8066f970e1c178d1 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-052u-9000000000-76526f6c67d7a67c1d07 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4l-9000000000-70e85383e59b46bc429f | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-5900000000-f1c2507387f92b6e1e3f | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0zgi-9400000000-ba1b880a90d3ace8beee | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9000000000-971836bb1672ad33106e | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-052f-9000000000-06109e02fc0baa708cdc | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-052f-9000000000-ce51d68c1c700db8f966 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9000000000-d171f37acc222eeea075 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-9100000000-b23feac6075bc2594f5e | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-9000000000-aa34fb8bd9988d794431 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9000000000-101491882eb1be877e89 | 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 | 1D NMR | 13C NMR Spectrum | Not Available | JSpectraViewer | 1D NMR | 1H 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: | - UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
- Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
- 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
- Ramos, F., el Guezzar, M., Grenson, M., Wiame, J. M. (1985). "Mutations affecting the enzymes involved in the utilization of 4-aminobutyric acid as nitrogen source by the yeast Saccharomyces cerevisiae." Eur J Biochem 149:401-404.3888627
- Vissers, S., Andre, B., Muyldermans, F., Grenson, M. (1989). "Positive and negative regulatory elements control the expression of the UGA4 gene coding for the inducible 4-aminobutyric-acid-specific permease in Saccharomyces cerevisiae." Eur J Biochem 181:357-361.2653828
- Coleman, S. T., Fang, T. K., Rovinsky, S. A., Turano, F. J., Moye-Rowley, W. S. (2001). "Expression of a glutamate decarboxylase homologue is required for normal oxidative stress tolerance in Saccharomyces cerevisiae." J Biol Chem 276:244-250.11031268
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Synthesis Reference: | Bruce, R.; Sims, K.; Pitts, F. N., Jr. Synthesis and purification of succinic semialdehyde. Analytical Biochemistry (1971), 41(1), 271-3. |
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