HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Uridin-5'-(trihydrogen-diphosphat), Mono-α-D-glucopyranosylester
Udp-glucose · Uridine diphosphate glucose · UDP-D-glucose · UDP-a-D-Glucose · Uridine diphosphoglucose · Uridine-5''-diphospho-D-glucose · Uridine 5'-pyrophosphate, D-glucosyl ester · uridine(5')dihydrogendiphospho(1)-alpha-D-glucose
Identifikatoren & physikalische Daten
| CAS No. | 133-89-1 |
|---|---|
| Summenformel | C15H24N2O17P2 |
| Durchschnittliche Molmasse | 566,3 g/mol |
| Monoisotopische Masse | 566,05502057 g/mol |
| SMILES | O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1 |
| InChIKey | HSCJRCZFDFQWRP-JZMIEXBBSA-N |
| PubChem CID | 8629 |
| ChEMBL | CHEMBL375951 |
| ChEBI | CHEBI:46229 |
| EC No. | 205-121-4 |
| DTXSID | DTXSID00157902 |
| Lokaler Name | Uridin-5'-(trihydrogen-diphosphat), Mono-α-D-glucopyranosylester |
Chemische & physikalische Eigenschaften
| XLogP | -6,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 292 |
| H-Brücken-Donoren | 9 |
| H-Brücken-Akzeptoren | 17 |
| Frei drehbare Bindungen | 9 |
| Schwere Atome | 36 |
| Formalladung | 0 |
| Komplexität | 964 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Physical Description | Solid |
| Collision Cross Section | 209.2 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]210.5 Ų [M+Na]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]207.3 Ų [M-H]- |
| Lagerbedingungen | Store at -20°C, protect from light, stored under nitrogen |
| Löslichkeit | Easily soluble (water), soluble (methanol), insoluble ((CH3)2CO, (C2H5)2O)Water : ≥ 50 mg/mL |
| Aggregatzustand | Solid |
| Dichte | 1.97±0.1 g/cm3(Predicted) |
| pKa (Säurekonstante) | 1.10±0.50(Predicted) |
| Farbe | White to off-white |
| InChIKey | HSCJRCZFDFQWRP-JZMIEXBBSA-N |
| SMILES | O[C@@H]1[C@@H]([C@H](O[C@H]1N1C=CC(NC1=O)=O)COP(O)(=O)OP(O)(=O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O |
Anwendungen & Verwendung
Beschreibung
An intermediate in the phase II reaction that results in the formation of glucose conjugates of xenobiotics which contain substituents such as hydroxyl, amino or sulfhydryl groups, the O-, N-, and S-glucosides, respectively. UDPG is formed from uridine triphosphate and glucose-1- phosphate in a reaction catalyzed by the enzyme UDPG pyro_x0002_phosphorylase. Glucoside formation is common in insects and plants, whereas animals other than insects utilize uridine diphosphate glucuronic acid to form glucuronides.