| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation Date | 2016-09-30 22:45:26 UTC |
|---|
| Update Date | 2020-06-04 20:50:00 UTC |
|---|
| BMDB ID | BMDB0001401 |
|---|
| Secondary Accession Numbers | |
|---|
| Metabolite Identification |
|---|
| Common Name | Glucose 6-phosphate |
|---|
| Description | Glucose 6-phosphate, also known as robison ester or GLC6P, 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. Glucose 6-phosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Glucose 6-phosphate exists in all living species, ranging from bacteria to humans. |
|---|
| Structure | |
|---|
| Synonyms | | Value | Source |
|---|
| 6-O-Phosphono-D-glucopyranose | ChEBI | | D-Glucose 6-phosphate | ChEBI | | GLC6p | ChEBI | | Robison ester | ChEBI | | D-Glucose 6-phosphoric acid | Generator | | Glucose 6-phosphoric acid | Generator | | a-D-Glucose 6- phosphate | HMDB | | alpha-D-Glucose 6- phosphate | HMDB | | alpha-D-Glucose 6-phosphate | HMDB | | alpha-D-Hexose 6-phosphate | HMDB | | D(+)-Glucopyranose 6-phosphate | HMDB | | D-Glucose-6-dihydrogen phosphate | HMDB | | D-Hexose 6-phosphate | HMDB | | Glucose-6-phosphate | HMDB | | Glucose 6-phosphate | KEGG | | D-Glucopyranose 6-phosphoric acid | Generator |
|
|---|
| Chemical Formula | C6H13O9P |
|---|
| Average Molecular Weight | 260.1358 |
|---|
| Monoisotopic Molecular Weight | 260.029718526 |
|---|
| IUPAC Name | {[(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid |
|---|
| Traditional Name | glucose 6-phosphate |
|---|
| CAS Registry Number | 56-73-5 |
|---|
| SMILES | OC1O[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-GASJEMHNSA-N |
|---|
| Chemical Taxonomy |
|---|
| 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. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organic oxygen compounds |
|---|
| Class | Organooxygen compounds |
|---|
| Sub Class | Carbohydrates and carbohydrate conjugates |
|---|
| Direct Parent | Hexose phosphates |
|---|
| Alternative Parents | |
|---|
| Substituents | - Hexose phosphate
- Monosaccharide phosphate
- Monoalkyl phosphate
- Organic phosphoric acid derivative
- Alkyl phosphate
- Oxane
- Phosphoric acid ester
- Hemiacetal
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Hydrocarbon derivative
- Alcohol
- Organic oxide
- Aliphatic heteromonocyclic compound
|
|---|
| Molecular Framework | Aliphatic heteromonocyclic compounds |
|---|
| External Descriptors | |
|---|
| Ontology |
|---|
| Status | Detected and Quantified |
|---|
| Origin | |
|---|
| Biofunction | Not Available |
|---|
| Application | Not Available |
|---|
| Cellular locations | - Cytoplasm
- Endoplasmic reticulum
- Mitochondria
|
|---|
| Physical Properties |
|---|
| State | Liquid |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|
| Spectra |
|---|
| Spectra | |
|---|
| Biological Properties |
|---|
| Cellular Locations | - Cytoplasm
- Endoplasmic reticulum
- Mitochondria
|
|---|
| Biospecimen Locations | - Adipose Tissue
- Adrenal Gland
- Fibroblasts
- Kidney
- Liver
- Mammary Gland
- Milk
- Placenta
- Skeletal Muscle
|
|---|
| Pathways | |
|---|
| Normal Concentrations |
|---|
| |
| Adipose Tissue | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Adrenal Gland | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Fibroblasts | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Kidney | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Mammary Gland | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Mammary Gland | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 46.6 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 83 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 41 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 62 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Placenta | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Skeletal Muscle | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details |
|
|---|
| Abnormal Concentrations |
|---|
| Not Available |
|---|
| External Links |
|---|
| HMDB ID | HMDB0001401 |
|---|
| DrugBank ID | Not Available |
|---|
| Phenol Explorer Compound ID | Not Available |
|---|
| FooDB ID | FDB021818 |
|---|
| KNApSAcK ID | C00007306 |
|---|
| Chemspider ID | 5743 |
|---|
| KEGG Compound ID | C00092 |
|---|
| BioCyc ID | D-glucose-6-phosphate |
|---|
| BiGG ID | 36977 |
|---|
| Wikipedia Link | Glucose_6-phosphate |
|---|
| METLIN ID | 145 |
|---|
| PubChem Compound | 5958 |
|---|
| PDB ID | Not Available |
|---|
| ChEBI ID | 4170 |
|---|
| References |
|---|
| Synthesis Reference | Not Available |
|---|
| Material Safety Data Sheet (MSDS) | Not Available |
|---|
| General References | - Faulkner A, Pollock HT: Changes in the concentration of metabolites in milk from cows fed on diets supplemented with soyabean oil or fatty acids. J Dairy Res. 1989 May;56(2):179-83. [PubMed:2760296 ]
- Hurtaud C, Rulquin H, Verite R: Effects of graded duodenal infusions of glucose on yield and composition of milk from dairy cows. 1. Diets based on corn silage. J Dairy Sci. 1998 Dec;81(12):3239-47. doi: 10.3168/jds.S0022-0302(98)75888-6. [PubMed:9891269 ]
- Hurtaud C, Lemosquet S, Rulquin H: Effect of graded duodenal infusions of glucose on yield and composition of milk from dairy cows. 2. Diets based on grass silage. J Dairy Sci. 2000 Dec;83(12):2952-62. doi: 10.3168/jds.S0022-0302(00)75195-2. [PubMed:11132867 ]
- Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals (2009). Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375?386. Metabolomics.
|
|---|