| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:29:27 UTC |
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| Update date | 2017-01-19 02:36:18 UTC |
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| FoodComEx ID | PC000250 |
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| FoodDB Record | FDB022397 |
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| Chemical Information |
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| Name | D-Fructose 1,6-bisphosphate |
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| Description | Fructose 1,6-bisphosphate, also known as fosfructose or SR-FDP, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Fructose 1,6-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Fructose 1,6-bisphosphate exists in all living organisms, ranging from bacteria to humans. Within humans, fructose 1,6-bisphosphate participates in a number of enzymatic reactions. In particular, fructose 1,6-bisphosphate can be converted into fructose 6-phosphate through the action of the enzyme fructose-1,6-bisphosphatase 1. In addition, fructose 1,6-bisphosphate can be converted into dihydroxyacetone phosphate and D-glyceraldehyde 3-phosphate; which is catalyzed by the enzyme fructose-bisphosphate aldolase a. In humans, fructose 1,6-bisphosphate is involved in the metabolic disorder called the glycogen storage disease type 1A (gsd1a) or von gierke disease pathway. Outside of the human body, Fructose 1,6-bisphosphate has been detected, but not quantified in, several different foods, such as rices, peach (var.), other soy products, celery leaves, and white lupines. This could make fructose 1,6-bisphosphate a potential biomarker for the consumption of these foods. A D-fructofuranose 1,6-bisphosphate with a beta-configuration at the anomeric position. |
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| CAS Number | 488-69-7 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 1,6-Di-O-ONO-a-D-fructofuranose | Generator | | 1,6-Di-O-ONO-alpha-D-fructofuranose | ChEBI | | 1,6-Di-O-ONO-α-D-fructofuranose | Generator | | a FRUCTOSE 1,6-diate | Generator | | a FRUCTOSE 1,6-diic acid | Generator | | ALPHA FRUCTOSE 1,6-diATE | ChEBI | | alpha FRUCTOSE 1,6-diic acid | Generator | | D-Fructose 1,6-biate | HMDB | | D-Fructose 1,6-biphosphate | hmdb | | D-Fructose 1,6-bis(dihydrogen ate) | HMDB | | D-Fructose 1,6-bisate | HMDB | | D-Fructose 1,6-bisphosphate | hmdb | | D-Fructose 1,6-diate | HMDB | | D-Fructose 1,6-diphosphate | hmdb | | D-Fructose-1,6-bisate | HMDB | | D-fructose-1,6-bisphosphate | hmdb | | D-Fructose-1,6-diate | HMDB | | D-fructose-1,6-diphosphate | hmdb | | Diofructose | HMDB | | Diphosphofructose | hmdb | | Esafosfan | hmdb | | Esafosfina | hmdb | | FDP | hmdb | | Fosfructose | hmdb | | Fructose 1,6-bis | HMDB | | Fructose 1,6-bisate | HMDB | | Fructose 1,6-bisphosphate | hmdb | | Fructose 1,6-diate | HMDB | | Fructose 1,6-diphosphate | hmdb | | Harden-Young ester | hmdb | | α fructose 1,6-diate | Generator | | α fructose 1,6-diic acid | Generator |
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| Chemical Formula | C6H14O12P2 |
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| IUPAC name | {[(2R,3S,4S,5R)-3,4,5-trihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]methoxy}phosphonic acid |
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| InChI Identifier | InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6-/m1/s1 |
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| InChI Key | RNBGYGVWRKECFJ-ARQDHWQXSA-N |
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| Isomeric SMILES | O[C@H]1[C@H](O)[C@@](O)(COP(O)(O)=O)O[C@@H]1COP(O)(O)=O |
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| Average Molecular Weight | 340.1157 |
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| Monoisotopic Molecular Weight | 339.996048936 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. |
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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 | Hexose phosphates |
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| Alternative Parents | |
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| Substituents | - Hexose phosphate
- Pentose phosphate
- Pentose-5-phosphate
- C-glycosyl compound
- Glycosyl compound
- Monosaccharide phosphate
- Pentose monosaccharide
- Monoalkyl phosphate
- Organic phosphoric acid derivative
- Alkyl phosphate
- Phosphoric acid ester
- Tetrahydrofuran
- 1,2-diol
- Hemiacetal
- Secondary alcohol
- Organoheterocyclic compound
- Oxacycle
- Polyol
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Aliphatic heteromonocyclic compound
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| Molecular Framework | Aliphatic heteromonocyclic compounds |
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| External Descriptors | |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 500 mg |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| AKSci | 0223AP |
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