| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:18:25 UTC |
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| Update Date | 2020-05-21 16:29:01 UTC |
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| BMDB ID | BMDB0000012 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Deoxyuridine |
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| Description | Deoxyuridine, also known as dU, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. Deoxyuridine is an extremely weak basic (essentially neutral) compound (based on its pKa). Deoxyuridine exists in all living organisms, ranging from bacteria to humans. Deoxyuridine is a potentially toxic compound. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 2-Deoxyuridine | ChEBI | | dU | ChEBI | | 2'-Deoxyuridine | Kegg | | 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-2,4(1H,3H)-pyrimidinedione | HMDB | | 1-(2-Deoxy-beta-D-ribofuranosyl)-2,4(1H,3H)-pyrimidinedione | HMDB | | 1-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-2,4(1H,3H)-pyrimidinedione | HMDB | | 1-(2-Deoxy-beta-delta-ribofuranosyl)-2,4(1H,3H)-pyrimidinedione | HMDB | | 1-(2-Deoxy-D-erythro-pentofuranosyl)uracil | HMDB | | 1-(2-Deoxy-delta-erythro-pentofuranosyl)uracil | HMDB | | 2'-Desoxyuridine | HMDB | | Deoxyribose uracil | HMDB | | Desoxyuridine | HMDB | | Uracil deoxyriboside | HMDB | | Uracil desoxyuridine | HMDB | | (beta 1-(2-Deoxyribopyranosyl))thymidine | HMDB | | Deoxyuridine | ChEBI |
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| Chemical Formula | C9H12N2O5 |
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| Average Molecular Weight | 228.202 |
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| Monoisotopic Molecular Weight | 228.074621504 |
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| IUPAC Name | 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione |
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| Traditional Name | 2'-deoxyuridine |
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| CAS Registry Number | 951-78-0 |
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| SMILES | OC[C@H]1O[C@H](C[C@@H]1O)N1C=CC(=O)NC1=O |
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| InChI Identifier | InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1 |
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| InChI Key | MXHRCPNRJAMMIM-SHYZEUOFSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. |
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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 | Pyrimidine 2'-deoxyribonucleosides |
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| Direct Parent | Pyrimidine 2'-deoxyribonucleosides |
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| Alternative Parents | |
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| Substituents | - Pyrimidine 2'-deoxyribonucleoside
- Pyrimidone
- Hydropyrimidine
- Pyrimidine
- Heteroaromatic compound
- Tetrahydrofuran
- Vinylogous amide
- Lactam
- Secondary alcohol
- Urea
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Primary alcohol
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Alcohol
- 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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| Status | Detected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | |
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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 | 167 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | -1.51 | BALZARINI,JM ET AL. (1989) |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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