기본 정보
- CAS
2616-64-0- 표준 SMILES
O=C(O)[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O- InChIKey
HDYANYHVCAPMJV-LXQIFKJMSA-N- 분자식
- C15H22N2O18P2
- 평균 분자량
- 580.28 g/mol
- 단동위원소 질량
- 580.03428512
개요
UDP-alpha-D-glucuronic acid is a UDP-sugar having alpha-D-glucuronic acid as the sugar component. It has a role as a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is functionally related to an alpha-D-glucuronic acid. It is a conjugate acid of an UDP-alpha-D-glucuronate(3-).
이름 및 식별자
- 우선 이름
- Udp-glucuronic acid
- IUPAC
- (2S,3S,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
- 영어명
- (2S,3S,4R,5R,6R)-6-[[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic
- 분자식
- C15H22N2O18P2
- 분자량
- 580.29
이름 및 동의어
Udp-glucuronic aciduridine diphosphate glucuronic acid2616-64-0UDPGAUdp glucuronic acidudp-glcuaUridine diphosphoglucuronic acidUDP-D-glucuronic acidUDP-alpha-D-glucuronic acidUridinediphosphoglucuronic acidURIDINE-5'-DIPHOSPHATE-GLUCURONIC ACID04SZC4MEFQ
이름 더 보기
UDP-glucuronateUDP-g acidUDP-Ghucuronie AcidUDPg acid,UDP g acidUDP-α-D-glucuronicaciUDP-α-D-galacturonic acid
DTXSID00903961alpha-D-Glucopyranuronic acid, 1-P'-ester with uridine 5'-(trihydrogen diphosphate)(2S,3S,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acidCHEBI:17200Uridine 5'-diphosphate alpha-D-Glucopyranuronic acid(2S,3S,4S,5R,6R)-6-({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acidAcid, UDP GlucuronicGlucuronic Acid, UDP
물성
구조 계산 물성
- XLogP
- -6.4
- 극성 표면적
- 309 Ų
- 수소 결합 공여자 수
- 9
- 수소 결합 수용자 수
- 18
- 회전 가능 결합 수
- 9
- 무거운 원자 수
- 37
- 형식 전하
- 0
- 복잡도
- 1,040
실험 및 물리화학적 성질
Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Collision Cross Section
210.1 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
211 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
210.9 Ų [M+Na]+
물리화학적 성질
- 밀도
- 2.05 · 2.05±0.1 g/cm3(Predicted)
- 산도 계수 (pKa)
- 1.1 · 1.10±0.50(Predicted)
- InChIKey
- HDYANYHVCAPMJV-ARRNFTAONA-N
- SMILES
- O[C@@H]1[C@@H]([C@@H](COP(O)(=O)OP(O)(=O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)O)O[C@H]1N1C=CC(=O)NC1=O)O |&1:1,2,3,14,15,16,18,20,27,r|
화학 및 산업
약리 정보
Tissue LocationsLiver
Cellular LocationsEndoplasmic reticulum
Metabolite Pathways17-Beta Hydroxysteroid Dehydrogenase III Deficiency
용도 및 제조
Uses
A nucleoside diphosphate sugar which serves as a source of glucuronic acid for polysaccharide biosynthesis. It may also be epimerized to UDP iduronic acid, which donates iduronic acid to polysaccharides. In animals, UDP glucuronic acid is used for formation of many glucosiduronides with various aglycones. [ChemIDplus]
응용 분야
개요An intermediate in the phase II reaction that results in the formation of glucuro_x0002_nic acid conjugates of xenobiotics which contain substituents such as hydroxyl, amino, or sulfhydryl groups, forming the O-, N-, and S-glucuronides, respectively. UDPGA is formed by two reactions: (i) the formation of UDPG from UTP and glucose 1-phosphate and (ii) the formation of UDPGA from UDPG. The two reactions are catalyzed by UDPG pyrophosphorylase and UDPG dehydrogenase, respectively, whereas glucuronide formation is catalyzed by glucuronosyltransferase. Glucuronide formation from xenobiotics is common in all animal groups except insects.
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