ウリジン5'-二りん酸P2-(α-D-グルコピラノシル)

Udp-Glucose

HCID 8629CAS 133-89-1

基本情報

標準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
分子式: C15H24N2O17P2
平均分子量: 566.3 g/mol
単同位体質量: 566.05502057

概要

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-).

名称と識別子

優先名称: 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
現地名: ウリジン5'-二りん酸P2-(α-D-グルコピラノシル)
英語名: Uridine 5'-(trihydrogen diphosphate), mono-alpha-d-glucopyranosyl ester
分子式: C15H24N2O17P2
分子量: 566.3

名称と別名

UDP-glucoseURIDINE DIPHOSPHATE GLUCOSE133-89-1UDPGUridine diphosphoglucoseco-waldenaseUDPglucoseco-galactoisomeraseCogalactoisomeraseUDP glucoseDiphosphate Glucose, Uridine5'-Diphosphoglucose

名称をさらに表示

ウリジン5'-[二りん酸β-(α-D-グルコピラノシル)]UDP-グルコースUDPグルコースウリジン5'-(二りん酸P2-α-D-グルコピラノシル)ウリジンジホスホグルコースウリジン5'-二りん酸P2-(α-D-グルコピラノシル)ウリジン5'-二りん酸-グルコースウリジンピロりん酸-グルコースウリジン5'-[二りん酸P2-(α-D-グルコピラノシル)]5'-O-[[(α-D-グルコピラノシルオキシ)ホスホニルオキシ]ホスホニル]ウリジンウリジン5'-(α-D-グルコピラノシルピロホスファート)UDP-D-グルコースウリジン5'-二りん酸β-(α-D-グルコピラノシル)ウリジン5'-(三水素ジホスファート)モノ-α-D-グルコピラノシルウリジン二りん酸グルコース二りん酸P1-α-D-グルコピラノシルP2-(5'-ウリジル)ウリジン5'-ジホスホグルコースウリジン-5'-二りん酸P2-α-D-gluco-ヘキソピラノシルウリジン5′-(二りん酸P2-α-D-グルコピラノシル)ウリジン5′-(三水素ジホスファート)モノ-α-D-グルコピラノシル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

データベース識別子

CAS: 133-89-1
PubChem CID: 8629
DTXSID: DTXSID00157902
ChEMBL: CHEMBL375951
ChEBI: CHEBI:46229
UNII: V50K1D7P4Y
EC Number: 205-121-4
Nikkaji: J9.610E

物性

構造計算による物性

XLogP: -6.3
極性表面積: 292 Å²
水素結合供与体数: 9
水素結合受容体数: 17
回転可能結合数: 9
重原子数: 36
形式電荷: 0
複雑度: 964

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

Physical DescriptionSolid

Collision Cross Section · 3 件

209.2 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

210.5 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

207.3 Å² [M-H]-

物理化学的性質

貯蔵温度: -20 °C, · Store at -20°C, protect from light, stored under nitrogen
溶解性: 易溶(水)，可溶(メタノール)，不溶((CH3)2CO，(C2H5)2O)
外見: Solid
比重(密度): 1.97 · 1.97±0.1 g/cm3(Predicted)
酸解離定数(Pka): 1.1 · 1.10±0.50(Predicted)
色: White to off-white
水溶解度: 50 mg/mL · Water : ≥ 50 mg/mL
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

化学と産業

薬理情報

Tissue LocationsLiver

Cellular LocationsEndoplasmic reticulum

Metabolite PathwaysCongenital disorder of glycosylation CDG-IId

応用分野 · 1 件

説明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.