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
Weitere Namen anzeigen
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
- Formalladung
- 0
- Komplexität
- 162
Experimentelle und physikochemische Eigenschaften
Ionization Efficiency
Positive
2.42
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Collision Cross Section
131.4 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
135.42 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
130.5 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
131.3 Ų [M+H]+
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)
- Farbe
- White to off-white
- EPA chemische Informationen
- 4 · 4-Pyridinecarboxaldehyde, 3-hydroxy-5-(hydroxymethyl)-2-methyl- (66-72-8)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
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
Sicherheitsdaten
- Alarmwort
- Warnung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302
Chemie und Industrie
Pharmakologische Informationen
Pharmacodynamics
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
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).
Verwendung und Herstellung
Vor- und nachgelagerte Produkte
Nachgelagerte Produkte
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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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