Basic information
- CAS
643-13-0- Standard SMILES
O=C(CO)[C@@H](O)[C@H](O)[C@H](O)COP(=O)(O)O- InChIKey
GSXOAOHZAIYLCY-HSUXUTPPSA-N- Molecular formula
- C6H13O9P
- Average molar mass
- 260.14 g/mol
- Monoisotopic mass
- 260.02971899
Names & identifiers
- Preferred name
- Fructose 6-phosphate
- IUPAC
- [(2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl] dihydrogen phosphate
- English name
- D-fructose 6-(dihydrogen phosphate)
- Molecular formula
- C6H13O9P
- Molecular weight
- 260.14
Names & synonyms
fructose-6-phosphateFructose 6-Phosphate643-13-06814-87-52012QM764Y[(2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl] dihydrogen phosphate{[(2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl]oxy}phosphonic acid(((2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl)oxy)phosphonic acid((2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl) dihydrogen phosphateRefChem:600597GlyTouCan:G12594GBCHEBI:88003
Show more names
F6Pfruc6pFru6-PlactacidogenA-D-fructose-6-PMethotrexate Impurity 23
G12594GB211-395-6Neuberg esterD-fructose-6-phosphateD-fructose 6-(dihydrogen phosphate)fructose-6Pfructose-6-PD-fructose-6-P
Database identifiers
- CAS
643-13-0、6814-87-5- PubChem CID
- 69507
- DTXSID
DTXSID80904350- ChEBI
CHEBI:15946- UNII
- 2012QM764Y
- EC Number
- 211-395-6
- Nikkaji
- J92.807K
Properties
Computed structural properties
- XLogP
- -4.3
- Topological polar surface area
- 165 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 7
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 273
Experimental & physicochemical properties
Solubility911 mg/mL
Physical Description
Very soluble in water; [Merck Index]
Solid
Collision Cross Section
150 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine]
154.2 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
156.44 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]；148.02 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
154.4 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；144.1 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；154.9 Ų [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
146.1 Ų [M-H]-；154.8 Ų [M-2H+Na]-；154.3 Ų [M+Na]+；155.2 Ų [M+Na]+；144.3 Ų [M-H]-
Physicochemical properties
- alpha
- 21 · D21 +2.5° (c = 3), Meyerhof, Lohmann, Biochem. Z. 185, 117 (1927); D +1.2° (c = 0.9), Lohmann, ibid. 262, 145 (1933)
- Boiling point
- 697.7 · 697.7±65.0 °C(Predicted)
- Density
- 1.84 · 1.840±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C, sealed storage, away from moisture
- form
- Solid
- pka
- 1.83 · 1.83±0.10(Predicted)
- color
- White to off-white
- FDA UNII
- 2012 QM764Y · 2012QM764Y
- EPA Substance Registry System
- 6 · D-Fructose, 6-(dihydrogen phosphate) (643-13-0)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
- RIDADR
- 1759 · 1759
- TSCA
- TSCA listed
- HazardClass
- 8 · 8
- PackingGroup
- III
Safety & regulation
Safety data
- tsca
- TSCA listed
- ridadr
- 1759
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_class
- 8
- packing_group
- III
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
Tissue LocationsIntestine；Prostate
Cellular LocationsCytoplasm
Metabolite Pathways
2-Hydroxyglutric Aciduria (D And L Form)；4-Hydroxybutyric Aciduria/Succinic Semialdehyde Dehydrogenase Deficiency；Amino Sugar Metabolism；Fanconi-bickel syndrome；Fructose and mannose metabolism；Fructose intolerance, hereditary；Fructose-1,6-diphosphatase deficiency；Fructosuria；G(M2)-Gangliosidosis: Variant B, Tay-sachs disease；Glucose-6-phosphate dehydrogenase deficiency；Total 30 pathways, visit the HMDB page for details
Uses & manufacturing
UsesPresent in animal tissues as an equilibrium mixture with glucose-6-phosphate. [Merck Index]
General Manufacturing InformationD-Fructose, 6-(dihydrogen phosphate): INACTIVE
Applications
UsesD-Fructose 6-phosphate is an endogenous metabolite in saliva that affects cell growth and autophagy; it can be hydrolyzed by Fructose-1,6-bisphosphatase (FBPase). D-Fructose-6-phosphate can be converted into D-glucose 6-phosphate (HY-112537) by the action of phosphoglucose isomerase. D-Fructose-6-phosphate is a sugar intermediate in the glycolysis pathway and the pentose phosphate pathway. D-Fructose 6-phosphate can be used to study Lewy body dementia[1][2].
Suppliers1 total
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
Additional notes
DefinitionChEBI: Keto-D-fructose 6-phosphate is the open chain form of D-fructose 6-phosphate. It is functionally related to a D-fructose. It is a conjugate acid of a D-fructose 6-phosphate(2-).
Related reactions
5 records
Compound notes
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