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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
Structure of 4-PYRIDOXIC ACID

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)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Plasma B-6 vitamer and plasma and urinary 4-pyridoxic acid concentrations in young women as determined using high performance liquid chromatography.
1991 Sep
[The effect of riboflavin supply on metabolism of water-soluble vitamins].
1993 Sep-Oct
[Connection between changing the vitamin and immune status and the character of the throat microflora in patients with chronic tonsillitis].
2003
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
Vitamin B6 metabolites in idiopathic calcium stone formers: no evidence for a link to hyperoxaluria.
2004 Feb
Plasma taurine and cysteine levels following an oral methionine load: relationship with coronary heart disease.
2004 Jan
B-6 vitamers and 4-pyridoxic acid in the plasma, erythrocytes, and urine of postmenopausal women.
2004 Oct
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
Major factors modulating the serum oxalic acid level in hemodialysis patients.
2004 Sep 1
Pyridoxine supplementation corrects vitamin B6 deficiency but does not improve inflammation in patients with rheumatoid arthritis.
2005
Inflammation causes tissue-specific depletion of vitamin B6.
2005
Evidence for a second class of S-adenosylmethionine riboswitches and other regulatory RNA motifs in alpha-proteobacteria.
2005
Effects of excess pantothenic acid administration on the other water-soluble vitamin metabolisms in rats.
2005 Dec
Pyridoxal phosphate inhibits the group I intron splicing.
2005 Dec
Inhibition of glycosylation processes: the reaction between pyridoxamine and glucose.
2005 Jul
Multianalyte quantification of vitamin B6 and B2 species in the nanomolar range in human plasma by liquid chromatography-tandem mass spectrometry.
2005 Jul
Plasma pyridoxal 5'-phosphate is a significant indicator of immune responses in the mechanically ventilated critically ill.
2005 Jul-Aug
Use of chlorite to improve HPLC detection of pyridoxal 5'-phosphate.
2005 Sep 5
B-vitamin status and concentrations of homocysteine in Austrian omnivores, vegetarians and vegans.
2006
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
Vitamin B6 supplementation increases immune responses in critically ill patients.
2006 Oct
Simultaneous fluorometric resolution of pyridoxal, pyridoxamine and 4-pyridoxic acid using chemometric methods.
2007 Apr
Vitamin B6 status assessment in relation to dietary intake in high school students aged 16-18 years.
2007 Apr
PLP catabolism: identification of the 4-pyridoxic acid dehydrogenase gene in Mesorhizobium loti MAFF303099.
2007 Dec
Pyridoxine-related metabolite concentrations in normal and Down syndrome amniotic fluid.
2008
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
Determination of individual vitamin B(6) compounds based on enzymatic conversion to 4-pyridoxolactone.
2008 Feb
Inhibitory and structural studies of novel coenzyme-substrate analogs of human histidine decarboxylase.
2008 Mar
Gene identification and characterization of the pyridoxine degradative enzyme 4-pyridoxic acid dehydrogenase from the nitrogen-fixing symbiotic bacterium Mesorhizobium loti MAFF303099.
2008 May
Effect of selenium status and supplementation with high-selenium yeast on plasma homocysteine and B vitamin concentrations in the UK elderly.
2008 Nov
Age-related alterations of B-group vitamin contents in urine, blood and liver from rats.
2008 Oct
Gene identification and characterization of 5-formyl-3-hydroxy-2-methylpyridine 4-carboxylic acid 5-dehydrogenase, an NAD+-dependent dismutase.
2009 Apr
Discovery of leukotriene A4 hydrolase inhibitors using metabolomics biased fragment crystallography.
2009 Aug 13
Comparison of the nicotinamide catabolism among rat strains.
2009 Feb
Effects of 21 days of bed rest, with or without artificial gravity, on nutritional status of humans.
2009 Jul
Study Protocol: randomised controlled trial to investigate the functional significance of marginal riboflavin status in young women in the UK (RIBOFEM).
2009 Mar 26
Quantitative profiling of biomarkers related to B-vitamin status, tryptophan metabolism and inflammation in human plasma by liquid chromatography/tandem mass spectrometry.
2009 May
A simplified protein precipitation and filtration procedure for determining serum vitamin B6 by high-performance liquid chromatography.
2009 May 1
Nested case-control study of one-carbon metabolites in mid-pregnancy and risks of cleft lip with and without cleft palate.
2009 Nov
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
Development of simultaneous enzymatic assay method for all six individual vitamin B6 forms and pyridoxine-beta-glucoside.
2010
Effect of fasting on the urinary excretion of water-soluble vitamins in humans and rats.
2010
Vitamin B6 metabolism in chronic kidney disease--relation to transsulfuration, advanced glycation and cardiovascular disease.
2010
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
Topology of 4-Pyridoxic acid dehydrogenase in transformed Escherichia coli cells.
2010 Feb
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
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
Photophysics and photochemical studies of the vitamin B6 group and related derivatives.
2010 Jan-Feb
Plasma vitamins B2, B6, and B12, and related genetic variants as predictors of colorectal cancer risk.
2010 Oct
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

Patents

Name Type Language
4-PYRIDOXIC ACID
MI  
Common Name English
4-PYRIDOXIC ACID [MI]
Common Name English
NSC-41814
Code English
PYRIDOXIC ACID, 4-
Common Name English
Code System Code Type Description
CHEBI
17405
Created by admin on Fri Dec 15 19:10:09 GMT 2023 , Edited by admin on Fri Dec 15 19:10:09 GMT 2023
PRIMARY
CAS
82-82-6
Created by admin on Fri Dec 15 19:10:09 GMT 2023 , Edited by admin on Fri Dec 15 19:10:09 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-440-8
Created by admin on Fri Dec 15 19:10:09 GMT 2023 , Edited by admin on Fri Dec 15 19:10:09 GMT 2023
PRIMARY
PUBCHEM
6723
Created by admin on Fri Dec 15 19:10:09 GMT 2023 , Edited by admin on Fri Dec 15 19:10:09 GMT 2023
PRIMARY
FDA UNII
5K18793O8D
Created by admin on Fri Dec 15 19:10:09 GMT 2023 , Edited by admin on Fri Dec 15 19:10:09 GMT 2023
PRIMARY
NSC
41814
Created by admin on Fri Dec 15 19:10:09 GMT 2023 , Edited by admin on Fri Dec 15 19:10:09 GMT 2023
PRIMARY
MERCK INDEX
m9364
Created by admin on Fri Dec 15 19:10:09 GMT 2023 , Edited by admin on Fri Dec 15 19:10:09 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID20861650
Created by admin on Fri Dec 15 19:10:09 GMT 2023 , Edited by admin on Fri Dec 15 19:10:09 GMT 2023
PRIMARY