| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation date | 2015-10-09 22:29:28 UTC |
|---|
| Update date | 2017-01-19 02:36:18 UTC |
|---|
| FoodComEx ID | PC000254 |
|---|
| FoodDB Record | FDB022550 |
|---|
| Chemical Information |
|---|
| Name | 6-Phosphogluconic acid |
|---|
| Description | 6-Phosphogluconic acid, also known as 6-phospho-D-gluconate or gluconate 6-phosphate, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. A gluconic acid phosphate having the phosphate group at the 6-position. 6-Phosphogluconic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 6-Phosphogluconic acid exists in all living species, ranging from bacteria to humans. Within humans, 6-phosphogluconic acid participates in a number of enzymatic reactions. In particular, 6-phosphogluconic acid can be biosynthesized from gluconolactone through its interaction with the enzyme 6-phosphogluconolactonase. In addition, 6-phosphogluconic acid can be converted into D-ribulose 5-phosphate through the action of the enzyme 6-phosphogluconate dehydrogenase, decarboxylating. In humans, 6-phosphogluconic acid is involved in the metabolic disorder called the glucose-6-phosphate dehydrogenase deficiency pathway. Outside of the human body, 6-Phosphogluconic acid has been detected, but not quantified in, several different foods, such as teffs, chinese chestnuts, cottonseeds, irish moss, and red beetroots. This could make 6-phosphogluconic acid a potential biomarker for the consumption of these foods. |
|---|
| CAS Number | 921-62-0 |
|---|
| Structure | |
|---|
| Synonyms | | Synonym | Source |
|---|
| 6-O-D-Gluconate | ChEBI | | 6-O-D-Gluconic acid | Generator | | 6-O-ONO-D-Gluconic acid | HMDB | | 6-O-phosphono-D-gluconic acid | hmdb | | 6-Ogluconate | HMDB | | 6-Ogluconic acid | HMDB | | 6-p-gluconate | hmdb | | 6-Phospho-D-gluconate | hmdb | | 6-Phospho-D-gluconic acid | hmdb | | 6-phosphogluconate | hmdb | | 6-phosphogluconic acid | hmdb | | D-Gluconic acid 6-(dihydrogen ate) | HMDB | | D-Gluconic acid 6-(dihydrogen phosphate) | hmdb | | D-Gluconic acid 6-ate | HMDB | | D-Gluconic acid 6-phosphate | hmdb | | Gluconic acid-6-ate | HMDB | | gluconic acid-6-phosphate | hmdb |
|
|---|
| Chemical Formula | C6H13O10P |
|---|
| IUPAC name | (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexanoic acid |
|---|
| InChI Identifier | InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1 |
|---|
| InChI Key | BIRSGZKFKXLSJQ-SQOUGZDYSA-N |
|---|
| Isomeric SMILES | O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O |
|---|
| Average Molecular Weight | 276.1352 |
|---|
| Monoisotopic Molecular Weight | 276.024633148 |
|---|
| Chemical Taxonomy |
|---|
| Description | Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organic oxygen compounds |
|---|
| Class | Organooxygen compounds |
|---|
| Sub Class | Carbohydrates and carbohydrate conjugates |
|---|
| Direct Parent | Monosaccharide phosphates |
|---|
| Alternative Parents | |
|---|
| Substituents | - Gluconic_acid
- Hexose monosaccharide
- Monosaccharide phosphate
- Medium-chain hydroxy acid
- Medium-chain fatty acid
- Monoalkyl phosphate
- Beta-hydroxy acid
- Hydroxy fatty acid
- Alkyl phosphate
- Fatty acid
- Alpha-hydroxy acid
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Fatty acyl
- Hydroxy acid
- Secondary alcohol
- Polyol
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Carboxylic acid
- Carbonyl group
- Alcohol
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
|
|---|
| Molecular Framework | Aliphatic acyclic compounds |
|---|
| External Descriptors | |
|---|
| Physico-Chemical Properties - Experimental |
|---|
| Property | Value | Reference |
|---|
| Experimental logP | Not Available | |
|---|
| Experimental Water Solubility | Not Available | |
|---|
| Melting Point | Not Available | |
|---|
|
| Foods of Origin |
|---|
| Food | Content Range | Average | Reference |
|---|
| Food | | | Reference |
|---|
|
| Production Data |
|---|
| Production Method | commercial |
|---|
| Production Method Reference | Not Available |
|---|
| Production Method Reference File | Not Available |
|---|
| Quantity Available | Production upon request, up to 50 mg |
|---|
| Delivery Time | Not Available |
|---|
| Storage Form | solid |
|---|
| Storage Conditions | -80°C |
|---|
| Stability | Not Available |
|---|
| Purity | Not Available |
|---|
| Spectra |
|---|
| Spectral Data Upon Request | Not Available |
|---|
| Provider Information |
|---|
|
| Commercial Vendors |
|---|
| AKSci | 5568AC |
|---|
