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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
Structure of PYRIDOXAL HYDROCHLORIDE

SMILES

Cl.CC1=C(O)C(C=O)=C(CO)C=N1

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

HIDE SMILES / InChI
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

Sources: N. Y. (Geneva) Agr. Expt. Sta., Ann. Rept. (1943), No. 1, 75 pp.

Approval Year

Targets
PubMed

PubMed

TitleDatePubMed
[Depression of serum pyridoxal levels in theophylline-related seizures].
2000 Jul
Biosynthesis of biotin and lipoic acid.
2001
Production of pyridoxal phosphate by a mutant strain of Schizosaccharomyces pombe.
2001 Aug
Pyridoxal isonicotinoyl hydrazone (PIH) prevents copper-mediated in vitro free radical formation.
2001 Dec
Structure-activity relationships of pyridoxal phosphate derivatives as potent and selective antagonists of P2X1 receptors.
2001 Feb 1
Electrophysiologic endpoint measures in a multicenter ALS drug trial.
2001 Feb 15
Purification and characterization of tyrosine decarboxylase of Lactobacillus brevis IOEB 9809 isolated from wine.
2001 Feb 5
Computational studies on nonenzymatic and enzymatic pyridoxal phosphate catalyzed decarboxylations of 2-aminoisobutyrate.
2001 Feb 6
Rapid kinetic and isotopic studies on dialkylglycine decarboxylase.
2001 Feb 6
Determination of vitamin B(6) in cooked sausages.
2001 Jan
Pyridoxal 5'-phosphate-dependent alpha,beta-elimination reactions: mechanism of O-acetylserine sulfhydrylase.
2001 Jan
Abnormal vitamin B6 metabolism in alkaline phosphatase knock-out mice causes multiple abnormalities, but not the impaired bone mineralization.
2001 Jan
Strain is more important than electrostatic interaction in controlling the pKa of the catalytic group in aspartate aminotransferase.
2001 Jan 16
Functional properties of the active core of human cystathionine beta-synthase crystals.
2001 Jan 5
Effect of feeding on circulating micronutrient concentrations in the Burmese python (Python molurus).
2001 Jun
Vitamin B1 and B6 retention in milk after continuous-flow microwave and conventional heating at high temperatures.
2001 Jun
The three-dimensional structure of cystathionine beta-lyase from Arabidopsis and its substrate specificity.
2001 Jun
Genomic structure, developmental distribution and functional properties of the chicken P2X(5) receptor.
2001 Jun
Specific labeling of the bovine heart mitochondrial phosphate carrier with fluorescein 5-isothiocyanate: roles of Lys185 and putative adenine nucleotide recognition site in phosphate transport.
2001 Mar 30
Chronic renal transplantation: a model for the hyperhomocysteinemia of renal insufficiency.
2001 May
A water-soluble homodimeric serine palmitoyltransferase from Sphingomonas paucimobilis EY2395T strain. Purification, characterization, cloning, and overproduction.
2001 May 25
Development of potential iron chelators for the treatment of Friedreich's ataxia: ligands that mobilize mitochondrial iron.
2001 May 31
Pyridoxal 5'-phosphate and pyridoxal inhibit angiogenesis in serum-free rat aortic ring assay.
2001 Nov
Microassay of phosphate provides a general method for measuring the activity of phosphatases using physiological, nonchromogenic substrates such as lysophosphatidic acid.
2001 Nov 15
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
Significance of two distinct types of tryptophan synthase beta chain in Bacteria, Archaea and higher plants.
2002
Purification and biochemical characterization of some of the properties of recombinant human kynureninase.
2002 Apr
Study of substrate-enzyme interaction between immobilized pyridoxamine and recombinant porcine pyridoxal kinase using surface plasmon resonance biosensor.
2002 Apr 1
Structure and function of threonine synthase from yeast.
2002 Apr 5
Cold-induced enzyme inactivation: how does cooling lead to pyridoxal phosphate-aldimine bond cleavage in tryptophanase?
2002 Feb 11
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
Inhibition of camel lens zeta-crystallin by aspirin and aspirin-like analgesics.
2002 Jan
Determination of vitamin B6 vitamers and pyridoxic acid in plasma: development and evaluation of a high-performance liquid chromatographic assay.
2002 Jun 1
Cysteine synthase of an extremely thermophilic bacterium, Thermus thermophilus HB8.
2002 Mar
Crystal structure of the beta Ser178--> Pro mutant of tryptophan synthase. A "knock-out" allosteric enzyme.
2002 Mar 22
Structure of external aldimine of Escherichia coli CsdB, an IscS/NifS homolog: implications for its specificity toward selenocysteine.
2002 May
Reaction mechanism of alanine racemase from Bacillus stearothermophilus: x-ray crystallographic studies of the enzyme bound with N-(5'-phosphopyridoxyl)alanine.
2002 May 24
Patents

Sample Use Guides

10 mg
Route of Administration: Oral
Name Type Language
PYRIDOXAL HYDROCHLORIDE
MI   WHO-DD  
Common Name English
PYRIDOXAL HYDROCHLORIDE [MI]
Preferred Name English
NSC-19613
Code English
Pyridoxal hydrochloride [WHO-DD]
Common Name English
3-HYDROXY-5-(HYDROXYMETHYL)-2-METHYL-4-PYRIDINECARBOXALDEHYDE HYDROCHLORIDE
Systematic Name English
PYRIDOXAL HCL
Common Name English
Code System Code Type Description
PUBCHEM
6171
Created by admin on Mon Mar 31 17:54:05 GMT 2025 , Edited by admin on Mon Mar 31 17:54:05 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-602-5
Created by admin on Mon Mar 31 17:54:05 GMT 2025 , Edited by admin on Mon Mar 31 17:54:05 GMT 2025
PRIMARY
WIKIPEDIA
Pyridoxal hydrochloride
Created by admin on Mon Mar 31 17:54:05 GMT 2025 , Edited by admin on Mon Mar 31 17:54:05 GMT 2025
PRIMARY
MERCK INDEX
m9361
Created by admin on Mon Mar 31 17:54:05 GMT 2025 , Edited by admin on Mon Mar 31 17:54:05 GMT 2025
PRIMARY Merck Index
FDA UNII
1416KF0QBC
Created by admin on Mon Mar 31 17:54:05 GMT 2025 , Edited by admin on Mon Mar 31 17:54:05 GMT 2025
PRIMARY
NSC
19613
Created by admin on Mon Mar 31 17:54:05 GMT 2025 , Edited by admin on Mon Mar 31 17:54:05 GMT 2025
PRIMARY
DRUG BANK
DB00147
Created by admin on Mon Mar 31 17:54:05 GMT 2025 , Edited by admin on Mon Mar 31 17:54:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID0058774
Created by admin on Mon Mar 31 17:54:05 GMT 2025 , Edited by admin on Mon Mar 31 17:54:05 GMT 2025
PRIMARY
CAS
65-22-5
Created by admin on Mon Mar 31 17:54:05 GMT 2025 , Edited by admin on Mon Mar 31 17:54:05 GMT 2025
PRIMARY