Details
Stereochemistry | ACHIRAL |
Molecular Formula | C8H9NO4 |
Molecular Weight | 183.1614 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=NC=C(CO)C(C(O)=O)=C1O
InChI
InChIKey=HXACOUQIXZGNBF-UHFFFAOYSA-N
InChI=1S/C8H9NO4/c1-4-7(11)6(8(12)13)5(3-10)2-9-4/h2,10-11H,3H2,1H3,(H,12,13)
Approval Year
PubMed
Title | Date | PubMed |
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Plasma B-6 vitamer and plasma and urinary 4-pyridoxic acid concentrations in young women as determined using high performance liquid chromatography. | 1991 Sep |
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[The effect of riboflavin supply on metabolism of water-soluble vitamins]. | 1993 Sep-Oct |
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[Connection between changing the vitamin and immune status and the character of the throat microflora in patients with chronic tonsillitis]. | 2003 |
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Optimisation and validation of a sensitive high-performance liquid chromatography assay for routine measurement of pyridoxal 5-phosphate in human plasma and red cells using pre-column semicarbazide derivatisation. | 2003 Jul 25 |
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Vitamin B6 metabolites in idiopathic calcium stone formers: no evidence for a link to hyperoxaluria. | 2004 Feb |
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Plasma taurine and cysteine levels following an oral methionine load: relationship with coronary heart disease. | 2004 Jan |
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B-6 vitamers and 4-pyridoxic acid in the plasma, erythrocytes, and urine of postmenopausal women. | 2004 Oct |
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Clinical analysis of vitamin B(6): determination of pyridoxal 5'-phosphate and 4-pyridoxic acid in human serum by reversed-phase high-performance liquid chromatography with chlorite postcolumn derivatization. | 2004 Oct 15 |
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Major factors modulating the serum oxalic acid level in hemodialysis patients. | 2004 Sep 1 |
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Pyridoxine supplementation corrects vitamin B6 deficiency but does not improve inflammation in patients with rheumatoid arthritis. | 2005 |
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Inflammation causes tissue-specific depletion of vitamin B6. | 2005 |
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Evidence for a second class of S-adenosylmethionine riboswitches and other regulatory RNA motifs in alpha-proteobacteria. | 2005 |
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Effects of excess pantothenic acid administration on the other water-soluble vitamin metabolisms in rats. | 2005 Dec |
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Pyridoxal phosphate inhibits the group I intron splicing. | 2005 Dec |
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Inhibition of glycosylation processes: the reaction between pyridoxamine and glucose. | 2005 Jul |
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Multianalyte quantification of vitamin B6 and B2 species in the nanomolar range in human plasma by liquid chromatography-tandem mass spectrometry. | 2005 Jul |
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Plasma pyridoxal 5'-phosphate is a significant indicator of immune responses in the mechanically ventilated critically ill. | 2005 Jul-Aug |
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Use of chlorite to improve HPLC detection of pyridoxal 5'-phosphate. | 2005 Sep 5 |
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B-vitamin status and concentrations of homocysteine in Austrian omnivores, vegetarians and vegans. | 2006 |
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Chelation of UO(2)(2+) by vitamin B6 complex derivatives: synthesis and characterization of [UO2(beta-pyracinide)2(H2O)] and [UO2(Pyr2en)DMSO]Cl2{Pyr2en=N,N'-ethylenebis(pyridoxylideneiminato)}. A useful modeling of assimilation of uranium by living beings. | 2006 Oct |
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Vitamin B6 supplementation increases immune responses in critically ill patients. | 2006 Oct |
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Simultaneous fluorometric resolution of pyridoxal, pyridoxamine and 4-pyridoxic acid using chemometric methods. | 2007 Apr |
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Vitamin B6 status assessment in relation to dietary intake in high school students aged 16-18 years. | 2007 Apr |
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PLP catabolism: identification of the 4-pyridoxic acid dehydrogenase gene in Mesorhizobium loti MAFF303099. | 2007 Dec |
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Pyridoxine-related metabolite concentrations in normal and Down syndrome amniotic fluid. | 2008 |
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Cardiovascular disease-risk factors in middle-aged osteopaenic women treated with calcium alone or combined to three nutrients essential to artery and bone collagen. | 2008 Apr |
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Determination of individual vitamin B(6) compounds based on enzymatic conversion to 4-pyridoxolactone. | 2008 Feb |
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Inhibitory and structural studies of novel coenzyme-substrate analogs of human histidine decarboxylase. | 2008 Mar |
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Gene identification and characterization of the pyridoxine degradative enzyme 4-pyridoxic acid dehydrogenase from the nitrogen-fixing symbiotic bacterium Mesorhizobium loti MAFF303099. | 2008 May |
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Effect of selenium status and supplementation with high-selenium yeast on plasma homocysteine and B vitamin concentrations in the UK elderly. | 2008 Nov |
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Age-related alterations of B-group vitamin contents in urine, blood and liver from rats. | 2008 Oct |
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Gene identification and characterization of 5-formyl-3-hydroxy-2-methylpyridine 4-carboxylic acid 5-dehydrogenase, an NAD+-dependent dismutase. | 2009 Apr |
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Discovery of leukotriene A4 hydrolase inhibitors using metabolomics biased fragment crystallography. | 2009 Aug 13 |
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Comparison of the nicotinamide catabolism among rat strains. | 2009 Feb |
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Effects of 21 days of bed rest, with or without artificial gravity, on nutritional status of humans. | 2009 Jul |
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Study Protocol: randomised controlled trial to investigate the functional significance of marginal riboflavin status in young women in the UK (RIBOFEM). | 2009 Mar 26 |
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Quantitative profiling of biomarkers related to B-vitamin status, tryptophan metabolism and inflammation in human plasma by liquid chromatography/tandem mass spectrometry. | 2009 May |
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A simplified protein precipitation and filtration procedure for determining serum vitamin B6 by high-performance liquid chromatography. | 2009 May 1 |
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Nested case-control study of one-carbon metabolites in mid-pregnancy and risks of cleft lip with and without cleft palate. | 2009 Nov |
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Application of the high-performance liquid chromatography method with coulometric detection for determination of vitamin B(6) in human plasma and serum. | 2009 Oct 1 |
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Development of simultaneous enzymatic assay method for all six individual vitamin B6 forms and pyridoxine-beta-glucoside. | 2010 |
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Effect of fasting on the urinary excretion of water-soluble vitamins in humans and rats. | 2010 |
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Vitamin B6 metabolism in chronic kidney disease--relation to transsulfuration, advanced glycation and cardiovascular disease. | 2010 |
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Effects of folic acid supplementation to rations differing in the concentrate to roughage ratio on ruminal fermentation, nutrient flow at the duodenum, and on serum and milk variables of dairy cows. | 2010 Dec |
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Topology of 4-Pyridoxic acid dehydrogenase in transformed Escherichia coli cells. | 2010 Feb |
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Enhancement of calcium/vitamin d supplement efficacy by administering concomitantly three key nutrients essential to bone collagen matrix for the treatment of osteopenia in middle-aged women: a one-year follow-up. | 2010 Jan |
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Vitamins B2 and B6 and genetic polymorphisms related to one-carbon metabolism as risk factors for gastric adenocarcinoma in the European prospective investigation into cancer and nutrition. | 2010 Jan |
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Photophysics and photochemical studies of the vitamin B6 group and related derivatives. | 2010 Jan-Feb |
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Plasma vitamins B2, B6, and B12, and related genetic variants as predictors of colorectal cancer risk. | 2010 Oct |
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Biochemical risk indices, including plasma homocysteine, that prospectively predict mortality in older British people: the National Diet and Nutrition Survey of People Aged 65 Years and Over. | 2010 Sep |
Patents
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17405
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82-82-6
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201-440-8
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6723
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5K18793O8D
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41814
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m9364
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DTXSID20861650
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PARENT (METABOLITE)
SUBSTANCE RECORD