| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:33:10 UTC |
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| Update date | 2017-01-19 02:36:39 UTC |
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| FoodComEx ID | PC000869 |
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| FoodDB Record | FDB007509 |
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| Chemical Information |
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| Name | Uridine diphosphate |
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| Description | Uridine 5'-diphosphate, also known as 5'-UDP or uridine diphosphoric acid, belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. Uridine 5'-diphosphate is an important extracellular pyrimidine signaling molecule that mediates diverse biological effects via P1 and P2 purinergic receptors, such as the uptake of thymidine and proliferation of gliomas. Uridine 5'-diphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Uridine 5'-diphosphate exists in all living species, ranging from bacteria to humans. Within humans, uridine 5'-diphosphate participates in a number of enzymatic reactions. In particular, tamoxifen-N-glucuronide and uridine 5'-diphosphate can be biosynthesized from tamoxifen and uridine diphosphate glucuronic acid through the action of the enzyme UDP-glucuronosyltransferase 1-4. In addition, 4-hydroxytamoxifen-O-glucuronide and uridine 5'-diphosphate can be biosynthesized from 4-hydroxytamoxifen and uridine diphosphate glucuronic acid through the action of the enzyme UDP-glucuronosyltransferase 1-4. In humans, uridine 5'-diphosphate is involved in tamoxifen metabolism pathway. Outside of the human body, Uridine 5'-diphosphate has been detected, but not quantified in, several different foods, such as pineapples, pine nuts, potato, swiss chards, and lima beans. This could make uridine 5'-diphosphate a potential biomarker for the consumption of these foods. |
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| CAS Number | 58-98-0 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 5'-UDP | HMDB | | UDP | HMDB | | Uridine 5'-(trihydrogen diphosphate) (9CI) | biospider | | Uridine 5'-(trihydrogen pyrophosphate) (8CI) | biospider | | Uridine 5'-diate | ChEBI | | Uridine 5'-diic acid | Generator | | Uridine 5'-diphosphate | biospider | | Uridine 5'-diphosphic acid | biospider | | Uridine 5'-pyroate | HMDB | | Uridine 5'-pyroorate | HMDB | | Uridine 5'-pyrooric acid | HMDB | | Uridine 5'-pyrophosphate | biospider | | Uridine 5'-pyrophosphorate | biospider | | Uridine 5'-pyrophosphoric acid | biospider | | Uridine diate | ChEBI | | Uridine diic acid | Generator | | Uridine diphosphate (6CI) | biospider | | Uridine pyroate | HMDB | | Uridine pyrophosphate (7CI) | biospider | | URIDINE-5'-DIPHOSPHATE | biospider | | Uridine, 5'-(trihydrogen diphosphate) | biospider |
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| Chemical Formula | C9H14N2O12P2 |
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| IUPAC name | [({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid |
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| InChI Identifier | InChI=1S/C9H14N2O12P2/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 |
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| InChI Key | XCCTYIAWTASOJW-XVFCMESISA-N |
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| Isomeric SMILES | O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O |
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| Average Molecular Weight | 404.1612 |
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| Monoisotopic Molecular Weight | 404.002196946 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Nucleosides, nucleotides, and analogues |
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| Class | Pyrimidine nucleotides |
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| Sub Class | Pyrimidine ribonucleotides |
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| Direct Parent | Pyrimidine ribonucleoside diphosphates |
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| Alternative Parents | |
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| Substituents | - Pyrimidine ribonucleoside diphosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- Monosaccharide phosphate
- Organic pyrophosphate
- Hydroxypyrimidine
- Pyrimidone
- Monoalkyl phosphate
- Hydropyrimidine
- Monosaccharide
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Pyrimidine
- Alkyl phosphate
- Heteroaromatic compound
- Tetrahydrofuran
- Secondary alcohol
- 1,2-diol
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Organooxygen compound
- Organonitrogen compound
- Organic oxide
- Alcohol
- Organopnictogen compound
- Organic oxygen compound
- Aromatic heteromonocyclic compound
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| Molecular Framework | Aromatic heteromonocyclic compounds |
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| External Descriptors | |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 10 mg |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| AKSci | V1660 |
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