Record Information |
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Version | 1.0 |
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Created at | 2020-04-17 18:42:18 UTC |
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Updated at | 2020-12-07 19:11:05 UTC |
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CannabisDB ID | CDB004841 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Uridine |
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Description | Uridine, also known as beta-uridine or Urd, belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. Uridine is an extremely weak basic (essentially neutral) compound (based on its pKa). Uridine exists in all living species, ranging from bacteria to humans. In humans, uridine is involved in the metabolic disorder called the g(m2)-gangliosidosis: variant b, tay-sachs disease pathway. Uridine, with regard to humans, has been found to be associated with several diseases such as uremia, irritable bowel syndrome, degenerative disc disease, and canavan disease; uridine has also been linked to the inborn metabolic disorder argininemia. A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a beta-N(1)-glycosidic bond. Uridine 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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1-beta-D-Ribofuranosylpyrimidine-2,4(1H,3H)-dione | ChEBI | 1-beta-D-Ribofuranosyluracil | ChEBI | beta-Uridine | ChEBI | u | ChEBI | Urd | ChEBI | Uridin | ChEBI | 1-b-D-Ribofuranosylpyrimidine-2,4(1H,3H)-dione | Generator | 1-Β-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione | Generator | 1-b-D-Ribofuranosyluracil | Generator | 1-Β-D-ribofuranosyluracil | Generator | b-Uridine | Generator | Β-uridine | Generator | 1-b-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione | HMDB | 1-beta-delta-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione | HMDB | 1-beta-delta-Ribofuranosyluracil | HMDB | b-D-Ribofuranoside 2,4(1H,3H)-pyrimidinedione-1 | HMDB | beta-delta-Ribofuranoside 2,4(1H,3H)-pyrimidinedione-1 | HMDB | Allo uridine | HMDB | Allo-uridine | HMDB | Allouridine | HMDB |
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Chemical Formula | C9H12N2O6 |
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Average Molecular Weight | 244.2 |
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Monoisotopic Molecular Weight | 244.0695 |
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IUPAC Name | 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione |
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Traditional Name | uridine |
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CAS Registry Number | 68184-15-6 |
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SMILES | OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O |
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InChI Identifier | InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1 |
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InChI Key | DRTQHJPVMGBUCF-XVFCMESISA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine 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 | Pyrimidine nucleosides |
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Sub Class | Not Available |
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Direct Parent | Pyrimidine nucleosides |
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Alternative Parents | |
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Substituents | - Pyrimidine nucleoside
- Glycosyl compound
- N-glycosyl compound
- Pentose monosaccharide
- Pyrimidone
- Hydropyrimidine
- Monosaccharide
- Pyrimidine
- Vinylogous amide
- Tetrahydrofuran
- Heteroaromatic compound
- Urea
- Secondary alcohol
- Lactam
- Organoheterocyclic compound
- Oxacycle
- Azacycle
- Hydrocarbon derivative
- Organopnictogen compound
- Organooxygen compound
- Organonitrogen compound
- Primary alcohol
- Alcohol
- Organic oxygen compound
- Organic oxide
- Organic nitrogen compound
- 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 | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 163 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | logP | -1.98 | HANSCH,C ET AL. (1995) |
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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) | splash10-08mi-9400000000-bafe048989f1a5c86d2d | 2018-05-25 | View Spectrum | GC-MS | Uridine, 3 TMS, GC-MS Spectrum | splash10-00kb-1970000000-d1bfa838a4e9fa77c862 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-00kb-1960000000-a8283468b762a8520102 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-014i-1950000000-70fdf4785544d0968f70 | Spectrum | GC-MS | Uridine, 3 TMS, GC-MS Spectrum | splash10-00di-9520000000-591c0bcf8f956d710367 | Spectrum | GC-MS | Uridine, 4 TMS, GC-MS Spectrum | splash10-066s-2970000000-36fbef6f6b10c2895df4 | Spectrum | GC-MS | Uridine, 3 TMS, GC-MS Spectrum | splash10-014i-1890000000-dd0569d4351a64c566c9 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-00kb-1970000000-d1bfa838a4e9fa77c862 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-00kb-1960000000-a8283468b762a8520102 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-014i-1950000000-70fdf4785544d0968f70 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-00di-9520000000-591c0bcf8f956d710367 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-066s-2970000000-36fbef6f6b10c2895df4 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-014i-1890000000-dd0569d4351a64c566c9 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-014j-1940000000-8b7a5ce66afa9b9bf939 | Spectrum | GC-MS | Uridine, non-derivatized, GC-MS Spectrum | splash10-00kb-1950000000-00519445de22f955367d | Spectrum | Predicted GC-MS | Uridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-056u-9530000000-e83d5f042dbda82911cf | Spectrum | Predicted GC-MS | Uridine, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0g30-5935200000-88c9a24e13b0f41cbc83 | Spectrum | Predicted GC-MS | Uridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Uridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Uridine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Uridine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Uridine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Uridine, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Uridine, TMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Uridine, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Uridine, TMS_2_3, 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) | splash10-03di-0900000000-7010b37007f5c3d9ce1f | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-03di-3900000000-b4639c8c89eac6158da6 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-022a-9200000000-f8472930d09b32f54790 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-014i-0291000000-aebaa77a411473acb859 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-014j-9000000000-205562662b564ebdca28 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-03di-0900000000-776595fd1c19f6ec51cd | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-000i-0900000000-10358e53c56bcb50ed4c | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-0002-0971000000-f989283d2dec564a3af0 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-00kf-9000000000-c11e7bfdec0b5c7bf450 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-000i-9000000000-104e62fbffc4110779ef | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive | splash10-03di-0900000000-eaf6ff9ac3971d6f045f | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-052f-0697120000-c9fd5b8d641165d84e92 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0006-9000000000-995de18be458c48a8d2d | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0udi-0590000000-4d1d6aba25697dd11da8 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0uki-0190000000-3aea11527d0520158d77 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-004l-0291010000-c8f22405e9290fccc011 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0udi-0490000000-1a2f990a874bb1868249 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0006-0090000000-c8efbe58f0df63698b2c | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative | splash10-0006-0090000000-7495d9b948a8e3b7b83b | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive | splash10-03dj-3960000000-3466ccfdf88139ddf140 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive | splash10-03di-3900000000-0d08e4a7d4b8aacee6e6 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive | splash10-03di-4900000000-d942ee27b3ca1d6ef94d | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive | splash10-03di-9700000000-594c7bb6dc6de848ff11 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive | splash10-022d-9100000000-2826c4eb794745ec3148 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive | splash10-03di-0910000000-617b4ec6cf749942c0cd | 2012-08-31 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 13C NMR Spectrum (1D, 125 MHz, H2O, experimental) | | Spectrum | 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, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, experimental) | | 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 | Pyrimidine Metabolism | | | Beta Ureidopropionase Deficiency | | Not Available | UMP Synthase Deficiency (Orotic Aciduria) | | Not Available | Dihydropyrimidinase Deficiency | | Not Available | MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy) | | 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 | |
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Transcriptional Factors | Not Available |
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Concentrations Data |
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External Links |
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HMDB ID | HMDB0000296 |
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DrugBank ID | DB02745 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB007411 |
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KNApSAcK ID | C00019674 |
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Chemspider ID | 5807 |
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KEGG Compound ID | C00299 |
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BioCyc ID | URIDINE |
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BiGG ID | 34541 |
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Wikipedia Link | Uridine |
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METLIN ID | 90 |
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PubChem Compound | 6029 |
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PDB ID | Not Available |
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ChEBI ID | 16704 |
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References |
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General References | Not Available |
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