Record Information |
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Version | 1.0 |
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Created at | 2021-01-06 07:03:55 UTC |
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Updated at | 2021-07-15 17:37:19 UTC |
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NP-MRD ID | NP0021801 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Zeatin riboside |
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Provided By | NPAtlas |
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Description | Trans-zeatin riboside belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Zeatin riboside is found in Agrobacterium tumefaciens, Brassica napus, Brassica campestris , Vinca rosea , Datura innoxia , Ecklonia maxima, Euglena gracilis, Dolichos lablab , Mercurialis ambigua, Plasmodiophora brassicae, Pseudomonas syringae, Rhizopogon roseolus, Corynebacterium fascians, Solanum tuberosum , Phaseolus mungo and Zea mays . It was first documented in 1967 (PMID: 6036233). Based on a literature review a significant number of articles have been published on trans-zeatin riboside (PMID: 12379786) (PMID: 20488581) (PMID: 21790030) (PMID: 21867755). |
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Structure | [H]OC([H])([H])C(=C(/[H])C([H])([H])N([H])C1=NC([H])=NC2=C1N=C([H])N2[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@@]1([H])O[H])\C([H])([H])[H] InChI=1S/C15H21N5O5/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(24)11(23)9(5-22)25-15/h2,6-7,9,11-12,15,21-24H,3-5H2,1H3,(H,16,17,18)/b8-2+/t9-,11-,12-,15-/m1/s1 |
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Synonyms | Value | Source |
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(e)-N-(4-Hydroxy-3-methyl-2-butenyl)adenosine | ChEBI | 9-beta-D-Ribofuranosyl-trans-zeatin | ChEBI | 9-beta-D-Ribosyl-trans-zeatin | ChEBI | trans-Zeatin 9-beta-D-ribofuranoside | ChEBI | Zeatin riboside | ChEBI | 9-b-D-Ribofuranosyl-trans-zeatin | Generator | 9-Β-D-ribofuranosyl-trans-zeatin | Generator | 9-b-D-Ribosyl-trans-zeatin | Generator | 9-Β-D-ribosyl-trans-zeatin | Generator | trans-Zeatin 9-b-D-ribofuranoside | Generator | trans-Zeatin 9-β-D-ribofuranoside | Generator | Ribosylzeatin | MeSH | Zeatin riboside, (e)-isomer | MeSH | N-(4-Hydroxy-3-methyl-2-butenyl)adenosine | MeSH | Zeatin riboside, (cis-(Z))-isomer | MeSH | N-[(2E)-4-Hydroxy-3-methyl-2-buten-1-yl]adenosine | PhytoBank | 6-(4-Hydroxy-3-methyl-trans-2-butenylamino)-9-beta-D-ribofuranosylpurine | PhytoBank | 6-(4-Hydroxy-3-methyl-trans-2-butenylamino)-9-β-D-ribofuranosylpurine | PhytoBank | 9-Ribosyl-trans-zeatin | PhytoBank | 9-beta-D-Ribofuranosylzeatin | PhytoBank | 9-β-D-Ribofuranosylzeatin | PhytoBank | N6-(4-Hydroxy-3-methylbut-2-trans-enyl)adenosine | PhytoBank | N6-(trans-4-Hydroxy-3-methylbut-2-enyl)adenosine | PhytoBank | Ribosyl-trans-zeatin | PhytoBank | Zeatin ribonucleoside | PhytoBank | Zeatin 9-riboside | PhytoBank | Zeatin 9-beta-ribonucleoside | PhytoBank | Zeatin 9-β-ribonucleoside | PhytoBank | Zeatin-9-beta-D-ribofuranoside | PhytoBank | Zeatin-9-β-D-ribofuranoside | PhytoBank | trans-Zeatin 9-riboside | PhytoBank | trans-Zeatin riboside | PhytoBank |
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Chemical Formula | C15H21N5O5 |
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Average Mass | 351.3577 Da |
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Monoisotopic Mass | 351.15427 Da |
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IUPAC Name | (2R,3R,4S,5R)-2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol |
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Traditional Name | trans-zeatin riboside |
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CAS Registry Number | Not Available |
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SMILES | C\C(CO)=C/CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O |
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InChI Identifier | InChI=1S/C15H21N5O5/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(24)11(23)9(5-22)25-15/h2,6-7,9,11-12,15,21-24H,3-5H2,1H3,(H,16,17,18)/b8-2+/t9-,11-,12-,15-/m1/s1 |
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InChI Key | GOSWTRUMMSCNCW-HNNGNKQASA-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, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, 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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Species Where Detected | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | Purine nucleosides |
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Sub Class | Not Available |
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Direct Parent | Purine nucleosides |
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Alternative Parents | |
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Substituents | - Purine nucleoside
- Glycosyl compound
- N-glycosyl compound
- 6-alkylaminopurine
- 6-aminopurine
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Aminopyrimidine
- Secondary aliphatic/aromatic amine
- Monosaccharide
- N-substituted imidazole
- Pyrimidine
- Imidolactam
- Tetrahydrofuran
- Azole
- Imidazole
- Heteroaromatic compound
- Secondary alcohol
- Organoheterocyclic compound
- Azacycle
- Secondary amine
- Oxacycle
- Amine
- Organic nitrogen compound
- Alcohol
- Hydrocarbon derivative
- Organopnictogen compound
- Organonitrogen compound
- Organooxygen compound
- Organic oxygen compound
- Primary alcohol
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic 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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