Record Information |
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Version | 1.0 |
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Created at | 2020-04-17 19:27:51 UTC |
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Updated at | 2020-12-07 19:11:54 UTC |
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CannabisDB ID | CDB005285 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Pyridoxine |
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Description | Pyridoxine, also known as pyridoxol or vitamin B6, 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. Pyridoxine is a very strong basic compound (based on its pKa). Pyridoxine exists in all living species, ranging from bacteria to humans. Within humans, pyridoxine participates in a number of enzymatic reactions. In particular, pyridoxine can be converted into pyridoxal; which is catalyzed by the enzyme pyridoxine-5'-phosphate oxidase. In addition, pyridoxine can be converted into pyridoxine 5'-phosphate through its interaction with the enzyme pyridoxal kinase. In humans, pyridoxine is involved in vitamin B6 metabolism. Outside of the human body, Pyridoxine is found, on average, in the highest concentration within a few different foods, such as common sages, tarragons, and summer savories and in a lower concentration in hushpuppies, alaska pollocks, and clupeinae (herring, sardine, sprat). Pyridoxine has also been detected, but not quantified in, several different foods, such as ucuhuba, pikeperchs, whiskies, fruit gums, and ginsengs. This could make pyridoxine a potential biomarker for the consumption of these foods. Pyridoxine is a potentially toxic compound. Pyridoxine is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
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Structure | |
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Synonyms | Value | Source |
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2-Methyl-3-hydroxy-4,5-dihydroxymethylpyridine | ChEBI | 3-Hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine | ChEBI | 3-Hydroxy-4,5-dimethylol-alpha-picoline | ChEBI | 5-Hydroxy-6-methyl-3,4-pyridinedimethanol | ChEBI | Pyridoxol | ChEBI | Vitamin b6 | ChEBI | 3-Hydroxy-4,5-dimethylol-a-picoline | Generator | 3-Hydroxy-4,5-dimethylol-α-picoline | Generator | 2-Methyl-3-hydroxy-4,5-bis(hydroxymethyl)pyridine | HMDB | 2-Methyl-3-hydroxy-4,5-di(hydroxymethyl)pyridine | HMDB | 2-Methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridine | HMDB | 3-Hydroxy-2-picoline-4,5-dimethanol | HMDB | Adermine | HMDB | Gravidox | HMDB | Hydoxin | HMDB | Piridossina | HMDB | Piridoxina | HMDB | Pyridoxin | HMDB | Pyridoxinum | HMDB | Pyridoxolum | HMDB | Pyridoxol hydrochloride | HMDB | Rodex | HMDB | Pyridoxine hydrochloride | HMDB |
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Chemical Formula | C8H11NO3 |
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Average Molecular Weight | 169.18 |
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Monoisotopic Molecular Weight | 169.0739 |
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IUPAC Name | 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol |
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Traditional Name | pyridoxine |
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CAS Registry Number | 65-23-6 |
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SMILES | CC1=C(O)C(CO)=C(CO)C=N1 |
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InChI Identifier | InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 |
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InChI Key | LXNHXLLTXMVWPM-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | 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. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Pyridines and derivatives |
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Sub Class | Pyridoxines |
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Direct Parent | Pyridoxines |
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Alternative Parents | |
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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
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 159 - 162 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 79 mg/mL | Not Available | logP | -0.77 | SANGSTER (1993) |
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Predicted Properties | [] |
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Spectra |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-1003-6900000000-1237eaf82dfadfd54d4b | 2014-09-20 | View Spectrum | GC-MS | Pyridoxine, 3 TMS, GC-MS Spectrum | splash10-000t-0940000000-30b4702623a6d8fcb4bb | Spectrum | GC-MS | Pyridoxine, non-derivatized, GC-MS Spectrum | splash10-001j-0690000000-0581e2b42fa48c1ea498 | Spectrum | GC-MS | Pyridoxine, 3 TMS, GC-MS Spectrum | splash10-00di-9330000000-32929ff06762b9f5887f | Spectrum | GC-MS | Pyridoxine, 3 TMS, GC-MS Spectrum | splash10-001i-0490000000-34a09ddbbb462aeb02a6 | Spectrum | GC-MS | Pyridoxine, non-derivatized, GC-MS Spectrum | splash10-0f6x-9400000000-486db54a30b61c2eb9d4 | Spectrum | GC-MS | Pyridoxine, non-derivatized, GC-MS Spectrum | splash10-000t-0940000000-30b4702623a6d8fcb4bb | Spectrum | GC-MS | Pyridoxine, non-derivatized, GC-MS Spectrum | splash10-001j-0690000000-0581e2b42fa48c1ea498 | Spectrum | GC-MS | Pyridoxine, non-derivatized, GC-MS Spectrum | splash10-00di-9330000000-32929ff06762b9f5887f | Spectrum | GC-MS | Pyridoxine, non-derivatized, GC-MS Spectrum | splash10-001i-0490000000-34a09ddbbb462aeb02a6 | Spectrum | GC-MS | Pyridoxine, non-derivatized, GC-MS Spectrum | splash10-001j-0790000000-6f8f6e679e03f9119a65 | Spectrum | Predicted GC-MS | Pyridoxine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0f79-0900000000-0f727b3e23c2481951e8 | Spectrum | Predicted GC-MS | Pyridoxine, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00di-7079000000-2f143e187cb8c078f936 | Spectrum | Predicted GC-MS | Pyridoxine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Pyridoxine, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-0vi0-0900000000-bd0de86c072765a5caad | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-001i-3900000000-2018b406a3c75213b733 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-0059-9200000000-e69bb531deb2a103a476 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive | splash10-0f6x-9400000000-77c43a946c4ae1abf3b9 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-014i-0900000000-479d4492cc8d634fa366 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-0udi-0900000000-486d6a4e5e1a731b7c54 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-05fr-0900000000-4ef09ce9c04561a1085e | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-0ab9-1900000000-3298adf6db36689d5d43 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-0a6r-7900000000-6711954ee96f08344434 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive | splash10-00di-0900000000-234e90d43a7febd7a098 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive | splash10-0udi-0900000000-137080765c0035b45258 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive | splash10-001i-0900000000-882ee900a8bba08e2c7c | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive | splash10-003r-8900000000-e0e11797b63cea991d81 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive | splash10-0059-9100000000-c25384179219411af02c | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive | splash10-0ue9-0900000000-c0e149ce890192397b7f | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative | splash10-0v4i-0900000000-f9f378af3d47ab006806 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-014i-0900000000-479d4492cc8d634fa366 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0udi-0900000000-486d6a4e5e1a731b7c54 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-05fr-0900000000-4ef09ce9c04561a1085e | 2017-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0uk9-0900000000-eab5b3411261744df750 | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0ue9-0900000000-cc4dc8719602182ef1eb | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-001i-5900000000-1c2637733578fcdd7c6a | 2015-05-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0900000000-e89cc69d8b21012ff982 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-059i-0900000000-0ad8d09e042015cb2e33 | 2015-05-27 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9500000000-577a3d87899ca47d539f | 2015-05-27 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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Pathways |
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Pathways | Name | SMPDB/Pathwhiz | KEGG | Vitamin B6 Metabolism | | | Hypophosphatasia | | Not Available |
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Protein Targets |
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Enzymes | |
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Transporters | Not Available |
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Metal Bindings | |
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Receptors | Not Available |
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Transcriptional Factors | Not Available |
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Concentrations Data |
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| Not Available |
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External Links |
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HMDB ID | HMDB0000239 |
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DrugBank ID | DB00165 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB000574 |
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KNApSAcK ID | C00001551 |
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Chemspider ID | 1025 |
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KEGG Compound ID | C00314 |
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BioCyc ID | PYRIDOXINE |
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BiGG ID | Not Available |
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Wikipedia Link | Pyridoxine |
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METLIN ID | Not Available |
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PubChem Compound | 1054 |
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PDB ID | Not Available |
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ChEBI ID | 16709 |
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References |
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General References | Not Available |
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