| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2006-08-12 16:03:45 -0600 |
| Update Date |
2013-02-08 17:12:36 -0700 |
| HMDB ID |
HMDB03498 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
Beta-D-Glucose 6-phosphate |
| Description |
Beta-D-Glucose 6 phosphate (b-G6P) is the beta-anomer of glucose-6-phosphate. There are two anomers of glucose 6 phosphate, the alpha anomer and the beta anomer. Specifically, beta-D-Glucose 6-phosphate is glucose sugar phosphorylated on carbon 6. It is a very common metabolite in cells as the vast majority of glucose entering a cell will become phosphorylated in this way. The primary reason for the immediate phosphorylation of glucose is to prevent diffusion out of the cell. The phosphorylation adds a charged phosphate group so the glucose 6-phosphate cannot easily cross the cell membrane. b-G6P is involved in the glycolysis, gluconeogenesis, pentose phosphate, and glycogen and sucrose metabolic pathways [Kegg ID: C01172]. Beta-D-Glucose 6 phosphate can be generated through beta-D-fructose phosphate or alpha-D-glucose 6 phosphate (via glucose-6-phosphate isomerase) or beta-D glucose (via hexokinase). It can then be sent off to the pentose phosphate pathway which generates the useful cofactor NADPH as well as ribulose 5-phosphate, a carbon source for the synthesis of other molecules. Alternately if the cell needs energy or carbon skeletons for synthesis then glucose 6-phosphate is targeted for glycolysis. A third route is to have glucose 6 phosphate stored or converted to glycogen, especially if blood glucose levels are high. |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- beta-D-Glucose 6-(dihydrogen phosphate)
- beta-D-Glucose 6-phosphate
|
| Chemical Formula |
C6H13O9P |
| Average Molecular Weight |
260.1358 |
| Monoisotopic Molecular Weight |
260.029718526 |
| IUPAC Name |
{[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid |
| Traditional IUPAC Name |
[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxyphosphonic acid |
| CAS Registry Number |
Not Available |
| SMILES |
O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O |
| InChI Identifier |
InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1 |
| InChI Key |
NBSCHQHZLSJFNQ-VFUOTHLCSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Carbohydrates and Carbohydrate Conjugates |
| Class |
Monosaccharides |
| Sub Class |
Hexoses |
| Other Descriptors |
- Aliphatic Heteromonocyclic Compounds
- Carbohydrates and Carbohydrate Conjugates
- D-glucopyranose 6-phosphate(ChEBI)
|
| Substituents |
- 1,2 Diol
- Hemiacetal
- Monosaccharide Phosphate
- Organic Hypophosphite
- Organic Phosphite
- Oxane
- Phosphoric Acid Ester
- Secondary Alcohol
|
| Direct Parent |
Hexoses |
| Ontology |
|---|
| Status |
Expected and Not Quantified |
| Origin |
|
| Biofunction |
Not Available |
| Application |
Not Available |
| Cellular locations |
Not Available |
| Physical Properties |
|---|
| State |
Solid |
| Experimental Properties |
| Property |
Value |
Reference |
| Melting Point |
Not Available |
Not Available |
| Boiling Point |
Not Available |
Not Available |
| Water Solubility |
Not Available |
Not Available |
| LogP |
-3.643 |
Not Available |
|
| Predicted Properties |
|
| Spectra |
|---|
|
Not Available
|
| Biological Properties |
|---|
| Cellular Locations |
Not Available
|
| Biofluid Locations |
Not Available
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| Tissue Location |
Not Available
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| Pathways |
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| Normal Concentrations |
|---|
|
Not Available |
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB023183 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
388538  |
| KEGG Compound ID |
C01172 |
| BioCyc ID |
Not Available |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB03498 |
| Metagene Link |
HMDB03498 |
| METLIN ID |
Not Available |
| PubChem Compound |
439427 |
| PDB ID |
BG6 |
| ChEBI ID |
17719 |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available
|
