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Vitamin B6

HCID 104817
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Grundinformationen

CAS
8059-24-3
Standard-SMILES
Cc1ncc(COP(=O)([O-])[O-])c(C)c1O
InChIKey
RBCOYOYDYNXAFA-UHFFFAOYSA-L
Summenformel
C8H10NO5P-2
Durchschnittliche Molmasse
231,14 g/mol

Überblick

Vitamin B6 is a group of water-soluble vitamins essential for metabolism and normal physiological functions. B6 vitamins, including pyridoxine, pyridoxal, and pyridoxamine, are converted in vivo to pyridoxal phosphate, a cofactor necessary for the synthesis of amino acids, neurotransmitters, and sphingolipids. More than 100 enzymes involved in protein metabolism require vitamin B6 as a cofactor. Vitamin B6 is essential to red blood cell, nervous system, and immune systems functions and helps maintain normal blood glucose levels. Vitamin B6 is found in a wide variety of foods including cereals, beans, meat, poultry, fish, and some fruits and vegetables. (NCI04)

Namen und Bezeichner

Bevorzugter Name
Vitamin B6
IUPAC
(5-hydroxy-4,6-dimethyl-3-pyridinyl)methyl phosphate
Lokaler Name
Vitamin B6
Englischer Name
Vitamin B6
Summenformel
C10H16N2O3S
Molmasse
244.31

Namen und Synonyme

8059-24-3Vitamin B 6DTXSID501015372RefChem:902002VIT B6CHEBI:27306232-503-8Vitamin B-6Vitamin B6(5-hydroxy-4,6-dimethylpyridin-3-yl)methyl phosphateEINECS 232-503-8AKOS015891944
Weitere Namen anzeigen
BIOTINBIOEPIDERM(+)-BIOTINCOENZYME RPiridoxin HCLRONACARE(TM) BIOTIN PLUSBIOS HFACTOR SBIOTINUM
FP09822BIOTIN, IMMOBILIZED ON DEXTRAN-LYSINENS00020888

Datenbank-Bezeichner

CAS
8059-24-3
PubChem CID
104817
EC Number
232-503-8

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,9
Polarare Oberfläche (TPSA)
106 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
6
Frei drehbare Bindungen
2
Schwere Atome
15
Formalladung
-2
Komplexität
244

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Vitamins and Derivatives
Dietary IngredientsVitamin B6

Physikochemische Eigenschaften

Schmelzpunkt
231 · 231-233 °C(lit.)
storage temp.
2 · 2-8°C
Löslichkeit
2 O: · H2O: 0.2 mg/mL Solubility increases with addition of 1 N NaOH.
Aggregatzustand
powder
Kosmetik-Inhaltsstoffe Funktionen
ANTISTATICSKIN CONDITIONINGHAIR CONDITIONING
InChI
InChI=1S/C8H12NO5P/c1-5-7(4-14-15(11,12)13)3-9-6(2)8(5)10/h3,10H,4H2,1-2H3,(H2,11,12,13)/p-2
InChIKey
RBCOYOYDYNXAFA-UHFFFAOYSA-L
SMILES
C1(C)=NC=C(COP([O-])([O-])=O)C(C)=C1O
CAS Datenbank
8059 · 8059-24-3(CAS DataBase Reference)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Vitamin B6

Regulation (EC) No 1831/2003 (amended)

Vitamin B6: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummarySee Pyridoxine hydrochloride.

Sicherheitsdaten

F
8
wgk
1
RTECS-Nr.
XJ9088200
safety_code
24/25

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationA group of water-soluble vitamins, some of which are COENZYMES.

Verwendung und Herstellung

Uses · 2 Einträge

VITAMIN B 6 refers to several PICOLINES (especially PYRIDOXINE; PYRIDOXAL; & PYRIDOXAMINE) that are efficiently converted by the body to PYRIDOXAL PHOSPHATE which is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, and aminolevulinic acid. During transamination of amino acids, pyridoxal phosphate is transiently converted into PYRIDOXAMINE phosphate. Although pyridoxine and Vitamin B 6 are still frequently used as synonyms, especially by medical researchers, this practice is erroneous and sometimes misleading (EE Snell; Ann NY Acad Sci, vol 585 pg 1, 1990). Most of vitamin B6 is eventually degraded to PYRIDOXIC ACID and excreted in the urine. [ChemIDplus] Pyridoxine hydrochloride (a form of vitamin B6) is used as a nutritional additive in animal feeds and considered safe for all species; [ExPub: EFSA - FEEDAP]

Farming (Feed Additives) [Category: Industry]

Household ProductsInformation on 1 consumer products that contain Vitamin B6 (Vitamin H) in the following categories is provided:
Anwendungen · 2 Einträge

BeschreibungVitamin B6 (vitB6), or pyridoxine, is an important compound for general cellular metabolism. Since its discovery in 1934 by Gyrgy and colleagues, it has been implicated as a co-factor in more than 140 biochemical reactions in the cell. Although most vitB6 co-catalyzed reactions are related to amino acid biosynthesis and catabolism, vitB6 also contributes to fatty acid biosynthesis, breakdown of certain storage compounds in animals and plants, as well as in the biosynthesis of plant hormones, neurotransmitters, and organelle-specific compounds such as chlorophyll. In addition, vitamin B6 can quench reactive oxygen species (ROS). Because of its role in ROS scavenging and chlorophyll synthesis, vitamin B6 benefits photosynthesis and is discussed as a possible factor in alleviating abiotic and biotic stress. Vitamin B6 (pyridoxal 5′-phosphate) participates in the process of synthesizing dopamine, epinephrine, norepinephrine, serotonin and GABA. It has also been found to be an antioxidant.

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VerwendenVitamin B6 comprises a group of six water-soluble compounds, including pyridoxal, pyridoxamine, pyridoxine, and their 5′-phosphates. It functions as a versatile coenzyme participating in over 100 biochemical reactions and is generally considered to have negligible toxicity due to its ready metabolism and excretion[1][2][3]. Vitamin B6 serves as a cofactor for approximately 160 reactions, including glycogen breakdown, amino acid transformations, and the synthesis of neurotransmitters such as GABA, dopamine, norepinephrine, and serotonin. Therapeutic administration is used to treat vitamin B6 deficiency (typically around 50 mg/day orally), prevent peripheral neuropathy induced by isoniazid, and manage nausea and vomiting during pregnancy[1][2][3][4].

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