Details
Stereochemistry | ACHIRAL |
Molecular Formula | C8H9NO3.ClH |
Molecular Weight | 203.623 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC1=NC=C(CO)C(C=O)=C1O
InChI
InChIKey=FCHXJFJNDJXENQ-UHFFFAOYSA-N
InChI=1S/C8H9NO3.ClH/c1-5-8(12)7(4-11)6(3-10)2-9-5;/h2,4,10,12H,3H2,1H3;1H
Pyridoxal is a pyridinecarbaldehyde and a form of vitamin B 6 which is converted to pyridoxal phosphate. Pyridoxal 5'-phosphate is involved in a wide range of biochemical reactions, including the metabolism of amino acids and glycogen, the synthesis of nucleic acids, hemoglobin, sphingomyelin, and other sphingolipids, and the synthesis of the neurotransmitters serotonin, dopamine, norepinephrine and gamma-aminobutyric acid (GABA). Pyridoxal is one of the natural forms available of vitamin B6, therefore, it is used for nutritional supplementation and for treating dietary shortage or imbalances. Some medically relevant bacteria, such as those in the genera Granulicatella and Abiotrophia, require pyridoxal for growth. This nutritional requirement can lead to the culture phenomenon of satellite growth. In in vitro culture, these pyridoxal-dependent bacteria may only grow in areas surrounding colonies of bacteria from other genera ("satellitism") that are capable of producing pyridoxal.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0002374 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27085010 |
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Target ID: CHEMBL2096664 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1421208 |
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Target ID: CHEMBL3257 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7365745 |
30.0 µM [Ki] |
PubMed
Title | Date | PubMed |
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Stereospecificity for the hydrogen transfer of pyridoxal enzyme reactions. | 2001 |
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Neuroprotective effects of pyridoxal phosphate and pyridoxal against ischemia in monkeys. | 2001 |
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Isoprenoid biosynthesis via 1-deoxy-D-xylulose 5-phosphate/2-C-methyl-D-erythritol 4-phosphate (DOXP/MEP) pathway. | 2001 |
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Biosynthesis of biotin and lipoic acid. | 2001 |
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Biosynthesis of vitamin B6 and structurally related derivatives. | 2001 |
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Effect of energy restriction and exercise on vitamin B-6 status of women during lactation. | 2001 Apr |
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Production of pyridoxal phosphate by a mutant strain of Schizosaccharomyces pombe. | 2001 Aug |
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Experimental model of pyridoxine (B6) deficiency-induced neuropathy. | 2001 Aug |
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The pdx genetic marker adjacent to the chloramphenicol biosynthesis gene cluster in Streptomyces venezuelae ISP5230: functional characterization. | 2001 Aug |
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Structure of human cystathionine beta-synthase: a unique pyridoxal 5'-phosphate-dependent heme protein. | 2001 Aug 1 |
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Pyridoxal 5'-phosphate inhibits DNA binding of HNF1. | 2001 Dec 19 |
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Electrophysiologic endpoint measures in a multicenter ALS drug trial. | 2001 Feb 15 |
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Occurrence of D-Amino Acids and a pyridoxal 5'-phosphate-dependent aspartate racemase in the acidothermophilic archaeon, Thermoplasma acidophilum. | 2001 Feb 23 |
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Purification and characterization of tyrosine decarboxylase of Lactobacillus brevis IOEB 9809 isolated from wine. | 2001 Feb 5 |
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Pyridoxal 5'-phosphate-dependent alpha,beta-elimination reactions: mechanism of O-acetylserine sulfhydrylase. | 2001 Jan |
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Abnormal vitamin B6 metabolism in alkaline phosphatase knock-out mice causes multiple abnormalities, but not the impaired bone mineralization. | 2001 Jan |
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Phosphorylation of 1-deoxy-D-xylulose by D-xylulokinase of Escherichia coli. | 2001 Jan |
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Purification and some properties of alanine racemase from a bivalve mollusc Corbicula japonica. | 2001 Jan 1 |
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Identification of lysine 346 as a functionally important residue for pyridoxal 5'-phosphate binding and catalysis in lysine 2, 3-aminomutase from Bacillus subtilis. | 2001 Jan 16 |
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Strain is more important than electrostatic interaction in controlling the pKa of the catalytic group in aspartate aminotransferase. | 2001 Jan 16 |
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Influence of pyridoxal 5'-phosphate alone and in combination with vigabatrin on brain GABA measured by 1H-NMR-spectroscopy. | 2001 Jul 1 |
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Vitamin B1 and B6 retention in milk after continuous-flow microwave and conventional heating at high temperatures. | 2001 Jun |
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Cassette mutagenesis of lysine 130 of human glutamate dehydrogenase. An essential residue in catalysis. | 2001 Jun |
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Complexities of measuring antagonist potency at P2X(7) receptor orthologs. | 2001 Mar |
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A model for enzyme-substrate interaction in alanine racemase. | 2001 Mar 28 |
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Proteinuria and plasma total homocysteine levels in chronic renal disease patients with a normal range serum creatinine: critical impact of true glomerular filtration rate. | 2001 Nov |
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Pyridoxal 5'-phosphate and pyridoxal inhibit angiogenesis in serum-free rat aortic ring assay. | 2001 Nov |
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Long-range interactions in the dimer interface of ornithine decarboxylase are important for enzyme function. | 2001 Nov 6 |
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Seizures induced by intracerebral administration of pyridoxal-5'-phosphate: effect of GABAergic drugs and glutamate receptor antagonists. | 2001 Oct |
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Vitamin B6 intakes and status assessment of elderly men and women in Taiwan. | 2001 Sep |
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Cloning and overexpression of the oah1 gene encoding O-acetyl-L-homoserine sulfhydrylase of Thermus thermophilus HB8 and characterization of the gene product. | 2001 Sep 10 |
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Enzyme catalysis of 1,2-amino shifts: the cooperative action of B6, B12, and aminomutases. | 2001 Sep 12 |
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Biocatalysis of isomerization of 1,2-benzisoxazole by bovine serum albumin in an organic solvent. | 2001 Sep 20 |
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The iron chelator pyridoxal isonicotinoyl hydrazone inhibits mitochondrial lipid peroxidation induced by Fe(II)-citrate. | 2001 Sep 28 |
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Significance of two distinct types of tryptophan synthase beta chain in Bacteria, Archaea and higher plants. | 2002 |
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Purification and biochemical characterization of some of the properties of recombinant human kynureninase. | 2002 Apr |
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Characteristics of bovine hemoglobin as a potential source of hemoglobin-vesicles for an artificial oxygen carrier. | 2002 Apr |
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Cold-induced enzyme inactivation: how does cooling lead to pyridoxal phosphate-aldimine bond cleavage in tryptophanase? | 2002 Feb 11 |
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Modification of an essential amino group in the mineralocorticoid receptor evidences a differential conformational change of the receptor protein upon binding of antagonists, natural agonists and the synthetic agonist 11,19-oxidoprogesterone. | 2002 Feb 13 |
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Inhibition of camel lens zeta-crystallin by aspirin and aspirin-like analgesics. | 2002 Jan |
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Active site structure and stereospecificity of Escherichia coli pyridoxine-5'-phosphate oxidase. | 2002 Jan 18 |
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Determination of vitamin B6 vitamers and pyridoxic acid in plasma: development and evaluation of a high-performance liquid chromatographic assay. | 2002 Jun 1 |
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Crystals of tryptophan indole-lyase and tyrosine phenol-lyase form stable quinonoid complexes. | 2002 Jun 14 |
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Cysteine synthase of an extremely thermophilic bacterium, Thermus thermophilus HB8. | 2002 Mar |
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Purification and characterization of pyridoxal 4-dehydrogenase from Aureobacterium luteolum. | 2002 Mar |
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The Arabidopsis salt overly sensitive 4 mutants uncover a critical role for vitamin B6 in plant salt tolerance. | 2002 Mar |
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Production of diamino propionic acid ammonia lyase by a new strain of Salmonella typhimurium PU011. | 2002 Mar 15 |
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Reactive intermediate formation from the 2-(Fluoromethoxy)-1,1,3,3,3-pentafluoro-1-propene (compound A)-derived cysteine S-conjugate S-[2-(Fluoromethoxy)-1,1,3,3,3-pentafluoropropyl]-L-cysteine in pyridoxal model systems. | 2002 May |
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Structure of external aldimine of Escherichia coli CsdB, an IscS/NifS homolog: implications for its specificity toward selenocysteine. | 2002 May |
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Reaction mechanism of alanine racemase from Bacillus stearothermophilus: x-ray crystallographic studies of the enzyme bound with N-(5'-phosphopyridoxyl)alanine. | 2002 May 24 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25052410
10 mg
Route of Administration:
Oral
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6171
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200-602-5
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Pyridoxal hydrochloride
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m9361
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1416KF0QBC
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19613
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DB00147
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DTXSID0058774
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65-22-5
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ACTIVE MOIETY
SUBSTANCE RECORD