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| Identification |
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| YMDB ID | YMDB00657 |
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| Name | D-Fructose |
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| Species | Saccharomyces cerevisiae |
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| Strain | Baker's yeast |
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| Description | Fructose-1P, also known as D-fructose or fructon, belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. Fructose-1P is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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| Structure | |
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| Synonyms | - Beta-d-arabino-hexulose
- Beta-d-fructofuranose
- Beta-d-fructose
- Beta-delta-arabino-hexulose
- Beta-delta-fructofuranose
- Beta-delta-fructose
- Beta-fruit sugar
- Beta-levulose
- D-(-)-Fructose
- d-arabino-hexulose
- D-Fru
- delta-(-)-Fructose
- delta-Fructose
- FRU
- Fructon
- Fructose
- fruit sugar
- Hex-2-ulose
- Laevulose
- levulose
- D-(-)-Levulose
- D-Fructose
- Levulosa, fleboplast
- Levulosa mein
- Levulosado bieffe medit
- Levulosa baxter
- Levulosa ife
- Levulosa
- Levulosa, apir
- Levulosa grifols
- Fleboplast levulosa
- Levulosa braun
- Levulosado vitulia
- Plast apyr levulosa mein
- Levulosado braun
- Levulosa ibys
- Apir levulosa
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| CAS number | 57-48-7 |
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| Weight | Average: 180.1559
Monoisotopic: 180.063388116 |
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| InChI Key | BJHIKXHVCXFQLS-UYFOZJQFSA-N |
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| InChI | InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5-,6-/m1/s1 |
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| IUPAC Name | (3S,4R,5R)-1,3,4,5,6-pentahydroxyhexan-2-one |
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| Traditional IUPAC Name | keto-D-fructose |
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| Chemical Formula | C6H12O6 |
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| SMILES | [H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)C(=O)CO |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. |
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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 | Monosaccharides |
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| Alternative Parents | |
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| Substituents | - Monosaccharide
- Beta-hydroxy ketone
- Acyloin
- Alpha-hydroxy ketone
- Secondary alcohol
- Ketone
- Polyol
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- Carbonyl group
- Alcohol
- 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 | 119-122 °C |
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| Experimental Properties | | Property | Value | Reference |
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| Water Solubility | 778 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] | 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 | | Flavour/Odour | Source |
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| Odorless | Not Available |
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| SMPDB Pathways | |
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| KEGG Pathways | | Amino sugar and nucleotide sugar metabolism | ec00520 |  | | Fructose and mannose metabolism | ec00051 |  | | Galactose metabolism | ec00052 |  | | Starch and sucrose metabolism | ec00500 |  |
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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-EI-TOF (Non-derivatized) | splash10-0udi-1920000000-edcbda13fc8e7419c818 | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0uxs-1920000000-a09af821de27576754b2 | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0uxr-0930000000-82a04b21f0be02924ff8 | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0uxr-0930000000-8b1def66209ec997838e | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0udi-0920000000-4a9e1bbc88f9c15ecb02 | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0uxr-0920000000-b0a5097fae72417333e3 | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0udi-1920000000-edcbda13fc8e7419c818 | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0uxs-1920000000-a09af821de27576754b2 | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0uxr-0930000000-82a04b21f0be02924ff8 | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0uxr-0930000000-8b1def66209ec997838e | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0udi-0920000000-4a9e1bbc88f9c15ecb02 | JSpectraViewer | MoNA | | GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0uxr-0920000000-b0a5097fae72417333e3 | JSpectraViewer | MoNA | | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-03di-9400000000-cbf0535ab90e3a601a7a | JSpectraViewer | | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (5 TMS) - 70eV, Positive | splash10-056r-5212930000-7485c1e566587f09d84d | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-01q9-1900000000-87bee64df7fe316d7aff | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-9300000000-eb4eeb92523e2e200555 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-08fu-9100000000-3f790be8b14df714880b | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0170-7900000000-041fe274da364a106e71 | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-052r-9300000000-6f545044f1769c501e2b | JSpectraViewer | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4l-9000000000-b0a05227494224e23bd2 | JSpectraViewer | | 1D NMR | 13C 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
- 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
- Blazquez, M. A., Lagunas, R., Gancedo, C., Gancedo, J. M. (1993). "Trehalose-6-phosphate, a new regulator of yeast glycolysis that inhibits hexokinases." FEBS Lett 329:51-54.8354408
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| Synthesis Reference: | Liu, Hong; Han, Dong; Meng, Xiang-bao; Li, Zhong-jun. Improved synthesis of fructose-derived 1,3,4-oxadiazole as novel antitumor agents. Journal of Chinese Pharmaceutical Sciences (2005), 14(4), 209-212. |
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| External Links: | |
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