Beta-D-Fructofuranose
PubChem CID: 439709
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| Compound Synonyms | beta-D-fructofuranose, beta-Levulose, 470-23-5, beta-D-Fructose, (2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol, b-D-Fructofuranose, 53188-23-1, beta-Fruit sugar, levulose, beta-D-Arabino-hexulose, Fructooligosaccharides, CHEBI:28645, .beta.-d-Fructose, UNII-B986VTP17J, B986VTP17J, .BETA.-D.-FRUCTOFURANOSE, DTXSID60859011, (2R,3S,4S,5R)-2,5-bis(hydroxymethyl)tetrahydrofuran-2,3,4-triol, delta-Fructose, Sugar fruit fine, -D-Fructose, Beta-delta-fructose, Frutooligosaccharides, delta-(-)-Fructose, Dietade Dietary Foods, 2x7x, Fructose, furanose form, Beta-delta-fructofuranose, Beta-delta-arabino-hexulose, SCHEMBL3966, (2->1)-beta-D-fructan, (2,1-beta-D-Fructosyl)n, BETA-D.-FRUCTOFURANOSE, Topiramate impurity, fructose-, CHEMBL604608, DTXCID103081, CHEBI:29084, DTXSID20273991, Pharmakon1600-01301021, BDBM50249032, NSC760385, AKOS026676646, NCGC00248823-01, NS00015232, beta-D-fructofuranose (closed ring structure), C02336, G67099, Q27103808, F8889-8688, (2R,3S,4S,5R)-2,5-Bis(hydroxymethyl)-oxolane-2,3,4-triol |
|---|---|
| Topological Polar Surface Area | 110.0 |
| Hydrogen Bond Donor Count | 5.0 |
| Heavy Atom Count | 12.0 |
| Description | β-d-fructofuranose, also known as fructose or beta-levulose, is a member of the class of compounds known as C-glycosyl compounds. C-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. β-d-fructofuranose is very soluble (in water) and a very weakly acidic compound (based on its pKa). β-d-fructofuranose can be found in a number of food items such as yardlong bean, red huckleberry, towel gourd, and burdock, which makes β-d-fructofuranose a potential biomarker for the consumption of these food products. β-d-fructofuranose can be found primarily in most biofluids, including cerebrospinal fluid (CSF), feces, urine, and saliva, as well as in human liver, prostate and sperm tissues. β-d-fructofuranose exists in all living organisms, ranging from bacteria to humans. In humans, β-d-fructofuranose is involved in several metabolic pathways, some of which include amino sugar metabolism, fructose intolerance, hereditary, starch and sucrose metabolism, and fructose and mannose degradation. β-d-fructofuranose is also involved in several metabolic disorders, some of which include glycogen synthetase deficiency, salla disease/infantile sialic acid storage disease, mucopolysaccharidosis VI. sly syndrome, and galactosemia. Moreover, β-d-fructofuranose is found to be associated with diabetes mellitus type 2. β-d-fructofuranose is a non-carcinogenic (not listed by IARC) potentially toxic compound. Acute consumption of fructose or high fructose corn syrup is essentially non-toxic. Chronic, excess fructose consumption has been shown to be a cause (or indirect cause) of gout, insulin resistance, hypertension, obesity, fatty liver disease, elevated LDL cholesterol and elevated triglycerides, leading to metabolic syndrome. In Wistar rats, a laboratory model of diabetes, 10% fructose feeding as opposed to 10% glucose feeding was found to increase blood triglyceride levels by 86%, whereas the same amount of glucose had no effect on triglycerides. A 2008 study found a substantial risk of incident gout associated with the consumption of fructose or fructose-rich foods. It is suspected that the fructose found in soft drinks (e.g., carbonated beverages) and other sweetened drinks is the primary reason for this increased incidence (T3DB). |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 162.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 4.0 |
| Uniprot Id | P52790, P52789, P19367, P14410, Q00796, P50053, P10253, O43451, Q8TET4, Q9NRX4, Q2TB90, Q13613, Q13614, Q9Y217, Q9Y216 |
| Iupac Name | (2R,3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol |
| Prediction Hob | 0.0 |
| Class | Organooxygen compounds |
| Target Id | NPT426 |
| Xlogp | -2.3 |
| Superclass | Organic oxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Molecular Formula | C6H12O6 |
| Prediction Swissadme | 0.0 |
| Inchi Key | RFSUNEUAIZKAJO-ARQDHWQXSA-N |
| Fcsp3 | 1.0 |
| Logs | -0.129 |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Logd | -1.789 |
| Synonyms | beta-D-Arabino-hexulose, beta-D-Fructose, beta-Fruit sugar, beta-Levulose, FRUCTOSE, b-D-Arabino-hexulose, Β-D-arabino-hexulose, b-D-Fructose, Β-D-fructose, b-Fruit sugar, Β-fruit sugar, b-Levulose, Β-levulose, beta-D-Fructofuranose, beta-delta-Arabino-hexulose, beta-delta-Fructofuranose, beta-delta-Fructose, D-(-)-Fructose, delta-(-)-Fructose, delta-Fructose, FRU, Fructon, Levulose, Braun brand OF fructose, Fleboplast levulosa, Fresenius kabi brand OF fructose, Instituto farmacologico brand OF fructose, Levulosa, Levulosa ife, Grifols brand OF fructose, Levulosa baxter, Levulosado braun, Ern brand OF fructose, Levulosa grifols, Levulosa mein, Levulosado vitulia, Apir levulosa, Baxter brand OF fructose, Bieffe brand OF fructose, Levulosa braun, Levulosa ibys, Levulosa, apir, Levulosa, fleboplast, Levulosado bieffe medit, Plast apyr levulosa mein |
| Compound Name | Beta-D-Fructofuranose |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 180.063 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 180.063 |
| Hydrogen Bond Acceptor Count | 6.0 |
| Molecular Weight | 180.16 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 4.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Esol | 0.6177328000000003 |
| Inchi | InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m1/s1 |
| Smiles | C([C@@H]1[C@H]([C@@H]([C@](O1)(CO)O)O)O)O |
| Nring | 1.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | C-glycosyl compounds |
- 1. Outgoing r'ship
FOUND_INto/from Alisma Orientalis (Plant) Rel Props:Source_db:cmaup_ingredients