Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:13 UTC |
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Update date | 2019-11-26 03:06:58 UTC |
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Primary ID | FDB012528 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | D-Fructose |
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Description | D-Fructose occurs in honey and a large number of fruits, particularly apples and tomatoes. It is fluid and nutrient replenisher, and nutritive sweetener. Inulin from dandelion roots has also been used as a source. Present in polymeric form in the inulins, the energy reserve polysaccharides of many plants, e.g. dahlia and Jerusalem artichoke tubers. D-Fructose is also found in many other foods, some of which are sweet cherry, anise, and tinda. |
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CAS Number | 53188-23-1 |
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Structure | |
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Synonyms | Synonym | Source |
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D-Arabino-hexulose | ChEBI | Fruit sugar | ChEBI | Levulose | ChEBI | D-Fructose | ChEBI | Baxter brand OF fructose | MeSH | Bieffe brand OF fructose | MeSH | Ern brand OF fructose | MeSH | Fleboplast levulosa | MeSH | Levulosa | MeSH | Levulosa braun | MeSH | Levulosa grifols | MeSH | Levulosa ife | MeSH | Levulosa mein | MeSH | Levulosa, fleboplast | MeSH | levulosado Bieffe medit | MeSH | Braun brand OF fructose | MeSH | instituto farmacologico Brand OF fructose | MeSH | Levulosa baxter | MeSH | levulosado Braun | MeSH | Fresenius kabi brand OF fructose | MeSH | Fructose | MeSH | Grifols brand OF fructose | MeSH | Apir levulosa | MeSH | Levulosa ibys | MeSH | Levulosa, apir | MeSH | levulosado Vitulia | MeSH | Plast apyr levulosa mein | MeSH | (+-)-fructose | biospider | arabino-2-Hexulose | biospider | b-D-arabino-Hexulose | Generator | b-D-Fructofuranose | Generator | b-D-Fructose | Generator | b-Fruit sugar | Generator | b-Levulose | Generator | beta-D-arabino-Hexulose | ChEBI | beta-D-Fructofuranose | ChEBI | beta-D-Fructose | ChEBI | beta-delta-arabino-Hexulose | HMDB | beta-delta-Fructofuranose | HMDB | beta-delta-Fructose | HMDB | beta-Fruit sugar | ChEBI | beta-Levulose | ChEBI | D-(-)-fructose | biospider | D-(-)-levulose | biospider | D-arabino-hexulose | biospider | delta-(-)-Fructose | HMDB | delta-Fructose | HMDB | DL-fructose | biospider | FRU | biospider | Fructon | biospider | Fructon (TN) | biospider | FRUCTOSE | ChEBI | Fructose (JP15/USP) | biospider | Fructose (van) | biospider | Fructose [jan] | biospider | Fructose, d- | biospider | Fructose, pure | biospider | FUD | biospider | Furucton | biospider | Hi-Fructo 970 | biospider | Keto-d-fructose | biospider | Krystar 300 | biospider | Methose | biospider | Nevulose | biospider | Sugar, fruit | biospider | β-D-arabino-hexulose | Generator | β-D-fructofuranose | Generator | β-D-fructose | Generator | β-fruit sugar | Generator | β-levulose | Generator |
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Predicted Properties | |
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Chemical Formula | C18H36O18 |
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IUPAC name | (3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol |
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InChI Identifier | InChI=1S/3C6H12O6/c7-2-6(11)5(10)4(9)3(8)1-12-6;7-1-3-4(9)5(10)6(11,2-8)12-3;7-1-3(9)5(11)6(12)4(10)2-8/h2*3-5,7-11H,1-2H2;3,5-9,11-12H,1-2H2 |
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InChI Key | JCOXAIPZGMCTBN-UHFFFAOYSA-N |
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Isomeric SMILES | OCC(O)C(O)C(O)C(=O)CO.OCC1OC(O)(CO)C(O)C1O.OCC1(O)OCC(O)C(O)C1O |
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Average Molecular Weight | 540.4676 |
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Monoisotopic Molecular Weight | 540.190164348 |
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Classification |
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Description | Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. |
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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 | C-glycosyl compounds |
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Alternative Parents | |
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Substituents | - C-glycosyl compound
- Pentose monosaccharide
- Monosaccharide
- Tetrahydrofuran
- Secondary alcohol
- Hemiacetal
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Hydrocarbon derivative
- Primary alcohol
- Alcohol
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Ontology | No ontology term |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 40.00%; H 6.71%; O 53.28% | DFC |
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Melting Point | Mp 102-104° | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | 778 mg/mL at 20 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | Not Available | |
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Experimental pKa | pKa1 12.03 (25°) | DFC |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | [a]D -92.4 (c, 4 in H2O) | DFC |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | , TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-001i-2900000000-e83683f33312f7b8a1e1 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03e9-4900000000-c14d4be56a78c5647ddc | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-05a7-9100000000-0fb431a2d8f04450b6a0 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-004i-3900000000-2255549937d454d405a0 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-01ta-2900000000-b640e9d3b37f0787f857 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9100000000-a51d0897073ec10f04bd | 2015-09-15 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 388775 |
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ChEMBL ID | CHEMBL604608 |
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KEGG Compound ID | C02336 |
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Pubchem Compound ID | 439709 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 48095 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB00660 |
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CRC / DFC (Dictionary of Food Compounds) ID | HHQ70-Q:HHS32-Q |
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EAFUS ID | 2020 |
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Dr. Duke ID | FRUCTOSE|LEVULOSE |
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BIGG ID | 33835 |
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KNApSAcK ID | C00033848 |
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HET ID | FRU |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | rw1098991 |
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SuperScent ID | Not Available |
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Wikipedia ID | Fructose |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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anti alcoholic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti diabetic | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti hangover | 52217 | Any substance introduced into a living organism with therapeutic or diagnostic purpose. | DUKE | anti ketotic | | | DUKE | anti nauseant | 50919 | A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors. | DUKE | laxative | 50503 | An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic. | DUKE | neoplastic | | | DUKE | sweetener | 50505 | Substance that sweeten food, beverages, medications, etc. | DUKE |
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Enzymes | Name | Gene Name | UniProt ID |
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Sucrase-isomaltase, intestinal | SI | P14410 | Lysosomal alpha-glucosidase | GAA | P10253 | Maltase-glucoamylase, intestinal | MGAM | O43451 | Neutral alpha-glucosidase C | GANC | Q8TET4 | Hexokinase-3 | HK3 | P52790 | Hexokinase-2 | HK2 | P52789 | Hexokinase-1 | HK1 | P19367 | Ketohexokinase | KHK | P50053 | 14 kDa phosphohistidine phosphatase | PHPT1 | Q9NRX4 |
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Pathways | |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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odorless |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008). — U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page. — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
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