PYRIDOXINE
General Information
| Mainterm | PYRIDOXINE |
| Doc Type | NIL |
| CAS Reg.No.(or other ID) | 65-23-6 |
| Regnum |
101.9 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 1054 |
| IUPAC Name | 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol |
| InChI | InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 |
| InChI Key | LXNHXLLTXMVWPM-UHFFFAOYSA-N |
| Canonical SMILES | CC1=NC=C(C(=C1O)CO)CO |
| Molecular Formula | C8H11NO3 |
| Wikipedia | pyridoxine |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 169.18 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Complexity | 142.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B y M A A A A A A A A A A A A A A A A A A A A A A A A A A s A A A A A A A A A A A B g A A A H g A A C A A A D A z h n g Y u h p I I E g C g A x R n R A S C g C A x Y C A A 2 C A 9 T J g K N 2 L S k Z O E c A h n w B H Y 2 A f w U A M O g A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 73.6 |
| Monoisotopic Mass | 169.074 |
| Exact Mass | 169.074 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.6889 |
| Human Intestinal Absorption | HIA+ | 0.9728 |
| Caco-2 Permeability | Caco2- | 0.8958 |
| P-glycoprotein Substrate | Non-substrate | 0.5579 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9723 |
| Non-inhibitor | 0.9221 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8177 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7589 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7386 |
| CYP450 2D6 Substrate | Non-substrate | 0.7810 |
| CYP450 3A4 Substrate | Non-substrate | 0.7104 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9046 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9071 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9230 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9025 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8648 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6950 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8454 |
| Non-inhibitor | 0.8734 | |
| AMES Toxicity | Non AMES toxic | 0.9133 |
| Carcinogens | Non-carcinogens | 0.9418 |
| Fish Toxicity | Low FHMT | 0.8792 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.8757 |
| Honey Bee Toxicity | Low HBT | 0.5988 |
| Biodegradation | Not ready biodegradable | 0.5678 |
| Acute Oral Toxicity | III | 0.8153 |
| Carcinogenicity (Three-class) | Non-required | 0.6568 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -0.9348 | LogS |
| Caco-2 Permeability | 0.9728 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6573 | LD50, mol/kg |
| Fish Toxicity | 2.4357 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.3762 | pIGC50, ug/L |
From admetSAR
Toxicity Profile
| Route of Exposure | Oral; parenteral (intramuscular). The B vitamins are readily absorbed from the gastrointestinal tract, except in malabsorption syndromes. Pyridoxine is absorbed mainly in the jejunum. |
|---|---|
| Mechanism of Toxicity | Vitamin B6 is the collective term for a group of three related compounds, pyridoxine (PN), pyridoxal (PL) and pyridoxamine (PM), and their phosphorylated derivatives, pyridoxine 5'-phosphate (PNP), pyridoxal 5'-phosphate (PLP) and pyridoxamine 5'-phosphate (PMP). Although all six of these compounds should technically be referred to as vitamin B6, the term vitamin B6 is commonly used interchangeably with just one of them, pyridoxine. Vitamin B6, principally in its biologically active coenzyme form 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). |
| Metabolism | Hepatic. Half Life: 15-20 days |
| Toxicity Values | LD50: 4 gm/kg (oral, rat) |
| Lethal Dose | None |
| Carcinogenicity (IARC Classification) | No indication of carcinogenicity to humans (not listed by IARC). |
| Minimum Risk Level | None |
| Health Effects | None |
| Treatment | Administer charcoal as a slurry. |
| Reference |
|
From T3DB
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Pyridines and derivatives |
| Subclass | Pyridoxines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyridoxines |
| Alternative Parents | |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Pyridoxine - Methylpyridine - Hydroxypyridine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Aromatic alcohol - Primary alcohol - Organooxygen compound - Organonitrogen compound - Alcohol - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as pyridoxines. These are pyridoxal derivatives in which the carbaldehyde group at position 2 of the pyridoxal moiety is replaced by a hydroxymethyl group. |
From ClassyFire
Targets
- General Function:
- L-aminoadipate-semialdehyde dehydrogenase activity
- Specific Function:
- Multifunctional enzyme mediating important protective effects. Metabolizes betaine aldehyde to betaine, an important cellular osmolyte and methyl donor. Protects cells from oxidative stress by metabolizing a number of lipid peroxidation-derived aldehydes. Involved in lysine catabolism.
- Gene Name:
- ALDH7A1
- Uniprot ID:
- P49419
- Molecular Weight:
- 58486.74 Da
- General Function:
- Zinc ion binding
- Specific Function:
- Required for synthesis of pyridoxal-5-phosphate from vitamin B6.
- Gene Name:
- PDXK
- Uniprot ID:
- O00764
- Molecular Weight:
- 35102.105 Da
- General Function:
- Pyridoxal phosphatase activity
- Specific Function:
- Protein serine phosphatase that dephosphorylates 'Ser-3' in cofilin and probably also dephosphorylates phospho-serine residues in DSTN. Regulates cofilin-dependent actin cytoskeleton reorganization. Required for normal progress through mitosis and normal cytokinesis. Does not dephosphorylate phospho-threonines in LIMK1. Does not dephosphorylate peptides containing phospho-tyrosine. Pyridoxal phosphate phosphatase. Has some activity towards pyridoxal 5'-phosphate (PLP), pyridoxine 5'-phosphate (PMP) and pyridoxine 5'-phosphate (PNP), with a highest activity with PLP followed by PNP.
- Gene Name:
- PDXP
- Uniprot ID:
- Q96GD0
- Molecular Weight:
- 31697.735 Da
- General Function:
- Ubiquitin protein ligase binding
- Specific Function:
- Hydro-lyase catalyzing the first step of the transsulfuration pathway, where the hydroxyl group of L-serine is displaced by L-homocysteine in a beta-replacement reaction to form L-cystathionine, the precursor of L-cysteine. This catabolic route allows the elimination of L-methionine and the toxic metabolite L-homocysteine (PubMed:23981774, PubMed:20506325, PubMed:23974653). Also involved in the production of hydrogen sulfide, a gasotransmitter with signaling and cytoprotective effects on neurons (By similarity).
- Gene Name:
- CBS
- Uniprot ID:
- P35520
- Molecular Weight:
- 60586.05 Da
- General Function:
- O-phospho-l-serine:2-oxoglutarate aminotransferase activity
- Specific Function:
- Catalyzes the reversible conversion of 3-phosphohydroxypyruvate to phosphoserine and of 3-hydroxy-2-oxo-4-phosphonooxybutanoate to phosphohydroxythreonine.
- Gene Name:
- PSAT1
- Uniprot ID:
- Q9Y617
- Molecular Weight:
- 40422.355 Da
- General Function:
- Toxic substance binding
- Specific Function:
- Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloidal osmotic pressure of blood. Major zinc transporter in plasma, typically binds about 80% of all plasma zinc.
- Gene Name:
- ALB
- Uniprot ID:
- P02768
- Molecular Weight:
- 69365.94 Da
From T3DB