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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H13O10P
Molecular Weight 276.1352
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 6-PHOSPHOGLUCONIC ACID

SMILES

O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O

InChI

InChIKey=BIRSGZKFKXLSJQ-SQOUGZDYSA-N
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

HIDE SMILES / InChI

Molecular Formula C6H13O10P
Molecular Weight 276.1352
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Role of methionine-13 in the catalytic mechanism of 6-phosphogluconate dehydrogenase from sheep liver.
2005-02-22
A novel NADPH:(bound) NADP+ reductase and NADH:(bound) NADP+ transhydrogenase function in bovine liver catalase.
2005-02-01
Changes in the metabolome of Saccharomyces cerevisiae associated with evolution in aerobic glucose-limited chemostats.
2005-02
Fatty acid synthesis and the oxidative pentose phosphate pathway in developing embryos of oilseed rape (Brassica napus L.).
2005-02
A novel gnd mutation leading to increased L-lysine production in Corynebacterium glutamicum.
2005-01-15
Estimating the number of viable animal cells in multiwell culture--a tetrazolium-based assay.
2005-01-15
Taxonomic note "Lactobacillus pastorianus" (Van Laer, 1892) a former synonym for Lactobacillus paracollinoides.
2005-01
Purification of 6-phosphogluconate dehydrogenase from chicken liver and investigation of some kinetic properties.
2005
Identification of proteins induced by polycyclic aromatic hydrocarbon in Mycobacterium vanbaalenii PYR-1 using two-dimensional polyacrylamide gel electrophoresis and de novo sequencing methods.
2004-12
Tissue distribution and evolution of fructosamine 3-kinase and fructosamine 3-kinase-related protein.
2004-11-05
Role of energy metabolism in the pregnancy interceptive action of Ferula assafoetida and Melia azedarach extracts in rat.
2004-11
6-phosphogluconate dehydrogenase: a target for drugs in African trypanosomes.
2004-10
Multinuclear NMR study of the complexes of 6-phospho-D-gluconic acid with W(VI) and Mo(VI).
2004-09-13
Functional constraints of 6-phosphogluconate dehydrogenase (6-PGD) based on sequence and structural information.
2004-09
Average allozyme heterozygosity in vertebrates correlates with Ka/Ks measured in the human-mouse lineage.
2004-09
Effects of some antibiotics on human erythrocyte 6-phosphogluconate dehydrogenase: an in vitro and in vivo study.
2004-08
Upregulation of lipogenic enzymes genes expression in white adipose tissue of rats with chronic renal failure is associated with higher level of sterol regulatory element binding protein-1.
2004-08
The effects of n-3 polyunsaturated fatty acids by gavage on some metabolic enzymes of rat liver.
2004-08
Cyanobacterial genes transmitted to the nucleus before divergence of red algae in the Chromista.
2004-07
Metabolic regulation analysis of icd-gene knockout Escherichia coli based on 2D electrophoresis with MALDI-TOF mass spectrometry and enzyme activity measurements.
2004-07
Selective inhibition of Trypanosoma brucei 6-phosphogluconate dehydrogenase by high-energy intermediate and transition-state analogues.
2004-06-17
Factors influencing nitroxide reduction and cytotoxicity in vitro.
2004-06
6-phosphogluconate dehydrogenase and glucose-6-phosphate dehydrogenase form a supramolecular complex in human neutrophils that undergoes retrograde trafficking during pregnancy.
2004-05-15
Inhibitory effect of pyrimidine and purine nucleotides on the multiplication of Babesia gibsoni: possible cause of low parasitemia and simultaneous reticulocytosis in canine babesiosis.
2004-04
Altered activity of the P2 isoform of plastidic glucose 6-phosphate dehydrogenase in tobacco (Nicotiana tabacum cv. Samsun) causes changes in carbohydrate metabolism and response to oxidative stress in leaves.
2004-04
The effect of pfl gene knockout on the metabolism for optically pure D-lactate production by Escherichia coli.
2004-04
Genetic analysis of violacein biosynthesis by Chromobacterium violaceum.
2004-03-31
Effects of long-term exposure to Cu2+ and Cd2+ on the pentose phosphate pathway dehydrogenase activities in the ovary of adult Bufo arenarum: possible role as biomarker for Cu2+ toxicity.
2004-03
Global metabolic response of Escherichia coli to gnd or zwf gene-knockout, based on 13C-labeling experiments and the measurement of enzyme activities.
2004-03
The 6-phosphogluconate dehydrogenase from Trypanosoma cruzi: the absence of two inter-subunit salt bridges as a reason for enzyme instability.
2004-02
Glucose-6-phosphate isomerase from the hyperthermophilic archaeon Methanococcus jannaschii: characterization of the first archaeal member of the phosphoglucose isomerase superfamily.
2004-01
Metabolic flux analysis of pykF gene knockout Escherichia coli based on 13C-labeling experiments together with measurements of enzyme activities and intracellular metabolite concentrations.
2004-01
Human aldehyde dehydrogenase 3A1 (ALDH3A1): biochemical characterization and immunohistochemical localization in the cornea.
2003-12-15
[Kinetic parameters of androgen receptor complexes and the activities of the glycolysis and oxidative pentose phosphate pathway key enzymes in rat testis cytosol after whole body 60-min exposure to high frequency electromagnetic field (39.5 Ghz)].
2003-12-09
Coenzyme specificity of enzymes in the oxidative pentose phosphate pathway of Gluconobacter oxydans.
2003-12
Molecular cloning and characterization of rice 6-phosphogluconate dehydrogenase gene that is up-regulated by salt stress.
2003-12
Significance of phosphoglucose isomerase for the shift between heterolactic and mannitol fermentation of fructose by Oenococcus oeni.
2003-12
Structural evidence for a hydride transfer mechanism of catalysis in phosphoglucose isomerase from Pyrococcus furiosus.
2003-11-21
Metabolic engineering of pentose phosphate pathway in Ralstoniaeutropha for enhanced biosynthesis of poly-beta-hydroxybutyrate.
2003-10-04
[Pathomechanism of hyperlipoproteinemia in chronic renal failure].
2003-10
Increased activity of glycerol 3-phosphate dehydrogenase and other lipogenic enzymes in human bladder cancer.
2003-10
Protein S-thiolation targets glycolysis and protein synthesis in response to oxidative stress in the yeast Saccharomyces cerevisiae.
2003-09-01
Synthesis and biological evaluation of substrate-based inhibitors of 6-phosphogluconate dehydrogenase as potential drugs against African trypanosomiasis.
2003-07-17
From genome to enzyme: analysis of key glycolytic and oxidative pentose-phosphate pathway enzymes in the cyanobacterium Synechocystis sp. PCC 6803.
2003-07
Metabolic zonation in teleost gastrointestinal tract. Effects of fasting and cortisol in tilapia.
2003-07
The age-related inverse relationship between ob and lipogenic enzymes genes expression in rat white adipose tissue.
2003-04
Up-regulation of glutathione metabolism and changes in redox status involved in adaptation of reed (Phragmites communis) ecotypes to drought-prone and saline habitats.
2003-03
The treatment of Plasmodium falciparum-infected erythrocytes with chloroquine leads to accumulation of ferriprotoporphyrin IX bound to particular parasite proteins and to the inhibition of the parasite's 6-phosphogluconate dehydrogenase.
2003-03
Synthesis of (R)-2-methyl-4-deoxy and (R)-2-methyl-4,5-dideoxy analogues of 6-phosphogluconate as potential inhibitors of 6-phosphogluconate dehydrogenase.
2003-02-07
Purification of 6-phosphogluconate dehydrogenase from parsley (Petroselinum hortense) leaves and investigation of some kinetic properties.
2003-02
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:25:51 GMT 2025
Edited
by admin
on Mon Mar 31 18:25:51 GMT 2025
Record UNII
W31WK7B8U0
Record Status Validated (UNII)
Record Version
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Name Type Language
6-PHOSPHOGLUCONATE
Preferred Name English
6-PHOSPHOGLUCONIC ACID
Common Name English
Code System Code Type Description
CAS
921-62-0
Created by admin on Mon Mar 31 18:25:51 GMT 2025 , Edited by admin on Mon Mar 31 18:25:51 GMT 2025
PRIMARY
FDA UNII
W31WK7B8U0
Created by admin on Mon Mar 31 18:25:51 GMT 2025 , Edited by admin on Mon Mar 31 18:25:51 GMT 2025
PRIMARY
PUBCHEM
91493
Created by admin on Mon Mar 31 18:25:51 GMT 2025 , Edited by admin on Mon Mar 31 18:25:51 GMT 2025
PRIMARY
ECHA (EC/EINECS)
213-069-9
Created by admin on Mon Mar 31 18:25:51 GMT 2025 , Edited by admin on Mon Mar 31 18:25:51 GMT 2025
PRIMARY
EPA CompTox
DTXSID00872623
Created by admin on Mon Mar 31 18:25:51 GMT 2025 , Edited by admin on Mon Mar 31 18:25:51 GMT 2025
PRIMARY
DRUG BANK
DB02076
Created by admin on Mon Mar 31 18:25:51 GMT 2025 , Edited by admin on Mon Mar 31 18:25:51 GMT 2025
PRIMARY
WIKIPEDIA
6-PHOSPHOGLUCONIC ACID
Created by admin on Mon Mar 31 18:25:51 GMT 2025 , Edited by admin on Mon Mar 31 18:25:51 GMT 2025
PRIMARY