Uridin-5'-(trihydrogen-diphosphat), Mono-α-D-glucopyranosylester
Udp-Glucose
Grundinformationen
- CAS
133-89-1- Standard-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- Summenformel
- C15H24N2O17P2
- Durchschnittliche Molmasse
- 566,3 g/mol
- Monoisotopische Masse
- 566,0550213
Überblick
UDP-alpha-D-glucose is the alpha-anomer of UDP-alpha-D-glucose. It is used in nucleotide sugars metabolism. It has a role as a fundamental metabolite. It is a conjugate acid of an UDP-alpha-D-glucose(2-).
Namen und Bezeichner
- Bevorzugter Name
- Udp-Glucose
- IUPAC
- [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
- Lokaler Name
- Uridin-5'-(trihydrogen-diphosphat), Mono-α-D-glucopyranosylester
- Englischer Name
- Uridine 5'-(trihydrogen diphosphate), mono-alpha-d-glucopyranosyl ester
- Summenformel
- C15H24N2O17P2
- Molmasse
- 566.3
Namen und Synonyme
UDP-glucoseURIDINE DIPHOSPHATE GLUCOSE133-89-1UDPGUridine diphosphoglucoseco-waldenaseUDPglucoseco-galactoisomeraseCogalactoisomeraseUDP glucoseDiphosphate Glucose, Uridine5'-Diphosphoglucose
Weitere Namen anzeigen
UDP-D-glucoseUDP-a-D-GlucoseUridine-5''-diphospho-D-glucoseUridine 5'-pyrophosphate, D-glucosyl esteruridine(5')dihydrogendiphospho(1)-alpha-D-glucose5-triphosphate hydrogen - β - D-glucopyranose uridineUridine 5'-diphosphoric acid β-(α-D-glucopyranosyl) ester
Uridine 5'-pyrophosphate glucose esterV50K1D7P4Y[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphateDTXSID00157902URIDINE-5'-DIPHOSPHOGLUCOSEUridine 5'-(trihydrogen diphosphate), P'-alpha-D-glucopyranosyl esterGlucose, UDPDiphosphoglucose, Uridine
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -6,3
- Polarare Oberfläche (TPSA)
- 292 Ų
- H-Brücken-Donoren
- 9
- H-Brücken-Akzeptoren
- 17
- Frei drehbare Bindungen
- 9
- Schwere Atome
- 36
- Formalladung
- 0
- Komplexität
- 964
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Collision Cross Section
209.2 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
210.5 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
216.4 Ų [M+K]+
Physikochemische Eigenschaften
- storage temp.
- -20 °C, · Store at -20°C, protect from light, stored under nitrogen
- Löslichkeit
- Easily soluble (water), soluble (methanol), insoluble ((CH3)2CO, (C2H5)2O)
- Aggregatzustand
- Solid
- Dichte
- 1.97 · 1.97±0.1 g/cm3(Predicted)
- pka
- 1.1 · 1.10±0.50(Predicted)
- Farbe
- White to off-white
- Wasserlöslichkeit
- 50 mg/mL · Water : ≥ 50 mg/mL
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsLiver
Cellular LocationsEndoplasmic reticulum
Metabolite PathwaysCongenital disorder of glycosylation CDG-IId
Anwendungen
BeschreibungAn 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.
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