Pyridoxal

HCID 1050CAS 66-72-8

Grundinformationen

Standard-SMILES
Cc1ncc(CO)c(C=O)c1O
InChIKey
RADKZDMFGJYCBB-UHFFFAOYSA-N
Summenformel
C8H9NO3
Durchschnittliche Molmasse
167,16 g/mol
Monoisotopische Masse
167,05824315

Überblick

Pyridoxal is a pyridinecarbaldehyde that is pyridine-4-carbaldehyde bearing methyl, hydroxy and hydroxymethyl substituents at positions 2, 3 and 5 respectively. The 4-carboxyaldehyde form of vitamin B6, it is converted into pyridoxal phosphate, a coenzyme for the synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid. It has a role as a cofactor, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is a member of methylpyridines, a vitamin B6, a monohydroxypyridine, a pyridinecarbaldehyde and a hydroxymethylpyridine. It is a conjugate base of a pyridoxal(1+).

Namen und Bezeichner

Bevorzugter Name
Pyridoxal
IUPAC
3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde
Lokaler Name
Pyridoxal
Englischer Name
pyridoxal
Summenformel
C8H9NO3
Molmasse
167.16

Namen und Synonyme

pyridoxal66-72-8Pyridoxaldehyde3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehydePiridoxalDTXSID40460204-Pyridinecarboxaldehyde, 3-hydroxy-5-(hydroxymethyl)-2-methyl-CHEBI:173103THM379K8A3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarboxaldehyde3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carboxaldehyde
Weitere Namen anzeigen
PYRIDOXALEPyridoxal Labeled d3Metazachlor Impurity 8(Triflumizole)3-hydroxy-2-methyl-5-methylol-isonicotinaldehyde3-Hydroxy-5-hydroxymethyl-2-methylpyridine-4-carbaldehyde3-Hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridinecarbaldehyde3-(Hydroxymethyl)-5-hydroxy-6-methylpyridine-4-carbaldehyde
DTXCID20260202-methyl-3-hydroxy-4-formyl-5-hydroxymethylpyridineRefChem:177705200-630-8MFCD00464806EINECS 200-630-8NSC 196133-hydroxy-5-(hydroxymethyl)-2-methyl-pyridine-4-carbaldehyde

Datenbank-Bezeichner

CAS
66-72-8
PubChem CID
1050
DTXSID
DTXSID4046020
ChEMBL
CHEMBL102970
ChEBI
CHEBI:17310
UNII
3THM379K8A
EC Number
200-630-8
Nikkaji
J2.361B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0
Polarare Oberfläche (TPSA)
70,4 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
2
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Vitamins and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
LogP-0.82
Solubility500.0 mg/mL
Melting Point165 °C
Vapor Pressure0.00000162 [mmHg]

Physikochemische Eigenschaften

Schmelzpunkt
165 °C · 165 °C
Siedepunkt
412.8 · 412.8±40.0 °C(Predicted)
Dichte
1.36 · 1.360±0.06 g/cm3(Predicted)
storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C
Aggregatzustand
Solid
pka
4.2 · pKa 4.20 (H2O t = 25 I = 0.1)(Approximate)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazards SummaryCauses rigidity and convulsions in oral and intraperitoneal lethal-dose studies of mice; [RTECS] See Pyridoxine hydrochloride.
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

Alarmwort
Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302

Chemie und Industrie

Pharmakologische Informationen

Pharmacodynamics · 1 Eintrag

Pyridoxal principally in the form of the coenzyme 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, hemogloblin, sphingomyelin and other sphingolipids, and the synthesis of the neurotransmitters serotonin, dopamine, norepinephrine and gamma-aminobutyric acid (GABA).

Mechanism of Action · 1 Eintrag

Pyridoxal is the precursor 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, hemogloblin, sphingomyelin and other sphingolipids, and the synthesis of the neurotransmitters serotonin, dopamine, norepinephrine and gamma-aminobutyric acid (GABA).

MeSH Pharmacological ClassificationA group of water-soluble vitamins, some of which are COENZYMES.
Tissue LocationsErythrocyte
Cellular LocationsCytoplasm
Metabolite Pathways2-Methyl-3-Hydroxybutryl CoA Dehydrogenase Deficiency

Verwendung und Herstellung

UsesThe 4-carboxyaldehyde form of vitamin B6 that is converted to the coenzyme pyridoxal phosphate; [ChemIDplus]

Anbieter26 Anbieter

毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
韶关市启程生物科技有限公司18122215013 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A pyridinecarbaldehyde that is pyridine-5-carbaldehyde bearing methyl, hydroxy and hydroxymethyl substituents at positions 2, 3 and 4 respectively.

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