우리딘5'-(이인산삼수소),모노-알파-d-글루코피라노실에스테르

Udp-Glucose

HCID 8629CAS 133-89-1

기본 정보

표준 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
분자식: C15H24N2O17P2
평균 분자량: 566.3 g/mol
단동위원소 질량: 566.05502057

개요

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-).

이름 및 식별자

우선 이름: 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
현지명: 우리딘5'-(이인산삼수소),모노-알파-d-글루코피라노실에스테르
영어명: Uridine 5'-(trihydrogen diphosphate), mono-alpha-d-glucopyranosyl ester
분자식: C15H24N2O17P2
분자량: 566.3

이름 및 동의어

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

이름 더 보기

우리딘5'-(이인산삼수소),모노-알파-d-글루코피라노실에스테르UDP-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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: -6.3
극성 표면적: 292 Å²
수소 결합 공여자 수: 9
수소 결합 수용자 수: 17
회전 가능 결합 수: 9
무거운 원자 수: 36
형식 전하: 0
복잡도: 964

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

Physical DescriptionSolid

Collision Cross Section · 3건

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]-

물리화학적 성질

저장 조건: -20 °C, · Store at -20°C, protect from light, stored under nitrogen
용해도: Easily soluble (water), soluble (methanol), insoluble ((CH3)2CO, (C2H5)2O)
물리적 상태: Solid
밀도: 1.97 · 1.97±0.1 g/cm3(Predicted)
산도 계수 (pKa): 1.1 · 1.10±0.50(Predicted)
색상: White to off-white
수용성: 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

안전 및 규제

안전 데이터

기존화학 물질: KE-35247

화학 및 산업

약리 정보

Tissue LocationsLiver

Cellular LocationsEndoplasmic reticulum

Metabolite PathwaysCongenital disorder of glycosylation CDG-IId

응용 분야 · 1건

개요An 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.