Deoxyuridine Triphosphate (HCID 65070)

概要

DUTP is a deoxyuridine phosphate having a triphosphate group at the 5'-position. It has a role as an Arabidopsis thaliana metabolite, a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is a deoxyuridine phosphate and a pyrimidine 2'-deoxyribonucleoside 5'-triphosphate. It is a conjugate acid of a dUTP(3-).

名称と識別子

優先名称: Deoxyuridine Triphosphate
IUPAC: [[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
現地名: 2'-デオキシウリジン5'-三りん酸
英語名: 2'-Deoxyuridine-5'-triphosphate trisodium salt
分子式: C9H16N2NaO14P3
分子量: 492.14

名称と別名

dUTPDeoxyuridine triphosphate1173-82-62'-Deoxyuridine 5'-triphosphatedeoxy-UTP[[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphateCHEBI:176252'-deoxyuridine 5'-(tetrahydrogen triphosphate)2'-Deoxyuridine-5'-triphosphorate(((2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl)methoxy-hydroxyphosphoryl) phosphono hydrogen phosphateRefChem:585755(((((((2R,3S,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)phosphonic acid

名称をさらに表示

デオキシウリジン三りん酸2'-デオキシウリジン5'-三りん酸2′-デオキシウリジン 5′-三リン酸ナトリウム塩2'-dUTP2’dUTP,3NadUTP.Na3-C-βAids052149Aids-052149-Deoxy-β-Epi 2&rsquo

2'-deoxyuridine-5'-triphosphate102814-08-4DEOXYURIDINE-5'-TRIPHOSPHATEDeoxyuridine 5'-triphosphate2'-Deoxyuridine-5'-triphosphoric acid2'-Deoxyuracil 5'-triphosphate2'-Deoxyuridine-5'-triphosphate trisodium saltCHEMBL374361

データベース識別子

CAS: 102814-08-4、1173-82-6、91918-34-2
PubChem CID: 65070
DTXSID: DTXSID60908053
ChEMBL: CHEMBL374361
ChEBI: CHEBI:17625
Nikkaji: J315.490D

物性

構造計算による物性

XLogP: -5.5
極性表面積: 239 Å²
水素結合供与体数: 6
水素結合受容体数: 14
回転可能結合数: 8
重原子数: 28
形式電荷: 0
複雑度: 808

実験および物理化学的性質

Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives

DrugsPharmaceuticals -> Listed in ZINC15

Physical DescriptionSolid

Collision Cross Section · 2 件

188.9 Å² [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

188.9 Å² [M-2H+Na]-

物理化学的性質

融点: 150 o · >150o C (Dec.)
貯蔵温度: -20 °C · -20°C
溶解性: メタノール（微量）、水（微量）
外見: 粉
色: 白い
由来生物: synthetic (organic)
水溶解度: 水に溶ける。
安定性: 吸湿性
InChIKey: FVFWWPFKJNTHIQ-BAJMBWAYNA-N
SMILES: O=C1NC(=O)C=CN1[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1.[NaH] |&1:8,10,12,r|

化学的性質

化学的特性2'-Deoxyuridine-5'-triphosphate trisodium salt is White powder

安全と法規制

毒性情報

Toxicity Summary · 1 件

Deoxyuridine triphosphate (dUTP) can be misincorporated into DNA and cause DNA damage. The extent of DNA damage caused by dUTP is dependent on the levels of the pyrophosphatase dUTPase and uracil-DNA glycosylase (UDG). DNA damage due to dUTP misincorporation is highly dependent on the levels of the pyrophosphatase dUTPase, which limits intracellular accumulation of dUTP. (A4337) Also, loss of viability following thymidylate synthase (TS) inhibition occurs as a consequence of accumulation of dUTP in some cell lines and subsequent misincorporation of uracil into DNA. (PMCID: PMC2364072)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

安全データ

wgk: 1
hs_code: 29349990
risk_code: 36/37/38
safety_code: 26-36
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Metabolism of organophosphates occurs principally by oxidation, by hydrolysis via esterases and by reaction with glutathione. Demethylation and glucuronidation may also occur. Oxidation of organophosphorus pesticides may result in moderately toxic products. In general, phosphorothioates are not directly toxic but require oxidative metabolism to the proximal toxin. The glutathione transferase reactions produce products that are, in most cases, of low toxicity. Paraoxonase (PON1) is a key enzyme in the metabolism of organophosphates. PON1 can inactivate some organophosphates through hydrolysis. PON1 hydrolyzes the active metabolites in several organophosphates insecticides as well as, nerve agents such as soman, sarin, and VX. The presence of PON1 polymorphisms causes there to be different enzyme levels and catalytic efficiency of this esterase, which in turn suggests that different individuals may be more susceptible to the toxic effect of organophosphate exposure.

Tissue LocationsEpidermis

Cellular LocationsMitochondria

Metabolite PathwaysBeta Ureidopropionase Deficiency

用途と製造

UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.

応用分野 · 1 件

使用2'-Deoxyuridine-5'-triphosphate trisodium salt may be used to study the distribution, specificity and kinetics of deoxyuridine 5′-triphosphate nucleotidohydrolase(s). 2'-Deoxyuridine-5'-triphosphate trisodium salt is important enzymes that protect cells from the incorporation of dUTP into DNA.