| Record Information |
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| Version | 2.0 |
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| Created at | 2022-09-11 14:17:56 UTC |
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| Updated at | 2022-09-11 14:17:56 UTC |
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| NP-MRD ID | NP0315589 |
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| Secondary Accession Numbers | None |
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| Natural Product Identification |
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| Common Name | pyridoxine-α-glucoside |
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| Description | 5'-O-beta-D-glucosylpyridoxine, also known as beta-D-glucopyranoside pyridoxol or 5'-O-(glucopyranosyl)pyridoxine, 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-α-glucoside is found in Pisum sativum. pyridoxine-α-glucoside was first documented in 1992 (PMID: 1552357). Based on a literature review a small amount of articles have been published on 5'-O-beta-D-glucosylpyridoxine (PMID: 12023280) (PMID: 12221231) (PMID: 12730423) (PMID: 15051835). |
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| Structure | CC1=NC=C(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(CO)=C1O InChI=1S/C14H21NO8/c1-6-10(18)8(3-16)7(2-15-6)5-22-14-13(21)12(20)11(19)9(4-17)23-14/h2,9,11-14,16-21H,3-5H2,1H3/t9-,11-,12+,13-,14-/m1/s1 |
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| Synonyms | | Value | Source |
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| 5'-O-(beta-D-Glucopyranosyl)pyridoxine | ChEBI | | 5'-O-(Glucopyranosyl)pyridoxine | ChEBI | | 5'-Pyridoxine glucoside | ChEBI | | beta-D-Glucopyranoside pyridoxol | ChEBI | | Pyridoxine beta-glucoside | ChEBI | | Pyridoxine-5'-beta-D-glucoside | ChEBI | | 5'-O-(b-D-Glucopyranosyl)pyridoxine | Generator | | 5'-O-(Β-D-glucopyranosyl)pyridoxine | Generator | | b-D-Glucopyranoside pyridoxol | Generator | | Β-D-glucopyranoside pyridoxol | Generator | | Pyridoxine b-glucoside | Generator | | Pyridoxine β-glucoside | Generator | | Pyridoxine-5'-b-D-glucoside | Generator | | Pyridoxine-5'-β-D-glucoside | Generator | | 5'-O-b-D-Glucosylpyridoxine | Generator | | 5'-O-Β-D-glucosylpyridoxine | Generator | | 5'-O-(Glucopyranosyl)pyridoxine, (alpha)-isomer | MeSH | | 5'-O-(Glucopyranosyl)pyridoxine, (5'alpha)-isomer | MeSH | | Pyridoxine-alpha-glucoside | MeSH | | Pyridoxine-5'-glucoside | MeSH |
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| Chemical Formula | C14H21NO8 |
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| Average Mass | 331.3210 Da |
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| Monoisotopic Mass | 331.12672 Da |
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| IUPAC Name | (2R,3R,4S,5S,6R)-2-{[5-hydroxy-4-(hydroxymethyl)-6-methylpyridin-3-yl]methoxy}-6-(hydroxymethyl)oxane-3,4,5-triol |
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| Traditional Name | pyridoxine-α-glucoside |
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| CAS Registry Number | Not Available |
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| SMILES | CC1=NC=C(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(CO)=C1O |
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| InChI Identifier | InChI=1S/C14H21NO8/c1-6-10(18)8(3-16)7(2-15-6)5-22-14-13(21)12(20)11(19)9(4-17)23-14/h2,9,11-14,16-21H,3-5H2,1H3/t9-,11-,12+,13-,14-/m1/s1 |
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| InChI Key | MDLTWTOQCHCLSZ-RGCYKPLRSA-N |
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| Experimental Spectra |
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| Not Available | | Predicted Spectra |
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| | Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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| 1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| | Chemical Shift Submissions |
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| Not Available | | Species |
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| Species of Origin | |
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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 | - Hexose monosaccharide
- Pyridoxine
- Glycosyl compound
- O-glycosyl compound
- Hydroxypyridine
- Methylpyridine
- Monosaccharide
- Oxane
- Heteroaromatic compound
- Secondary alcohol
- Acetal
- Oxacycle
- Azacycle
- Polyol
- Organooxygen compound
- Organonitrogen compound
- Alcohol
- Hydrocarbon derivative
- Organic nitrogen compound
- Organopnictogen compound
- Primary alcohol
- Organic oxygen compound
- Aromatic alcohol
- Aromatic heteromonocyclic compound
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| Molecular Framework | Aromatic heteromonocyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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