기본 정보
- 표준 SMILES
O=c1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)[nH]1- InChIKey
AHCYMLUZIRLXAA-SHYZEUOFSA-N- 분자식
- C9H15N2O14P3
- 평균 분자량
- 468.14 g/mol
- 단동위원소 질량
- 467.97361305
개요
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-).
이름 및 식별자
- 우선 이름
- Deoxyuridine Triphosphate
- IUPAC
- [[(2R,3S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
- 영어명
- 2'-Deoxyuridine-5'-triphosphate trisodium salt
- 분자식
- C9H16N2NaO14P3
- 분자량
- 492.14
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
102814-08-4、1173-82-6、91918-34-2- PubChem CID
- 65070
- DTXSID
DTXSID60908053- ChEMBL
CHEMBL374361- ChEBI
CHEBI:17625- Nikkaji
- J315.490D
물성
구조 계산 물성
- XLogP
- -5.5
- 극성 표면적
- 239 Ų
- 수소 결합 공여자 수
- 6
- 수소 결합 수용자 수
- 14
- 회전 가능 결합 수
- 8
- 무거운 원자 수
- 28
- 형식 전하
- 0
- 복잡도
- 808
실험 및 물리화학적 성질
Collision Cross Section
188.9 Ų [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
188.9 Ų [M-2H+Na]-
물리화학적 성질
- 녹는점
- 150 o · >150o C (Dec.)
- 저장 조건
- -20 °C · -20°C
- 용해도
- 메탄올(약간 용해됨), 물(약간 용해됨)
- 물리적 상태
- 가루
- 색상
- 하얀색
- 생물학적 소스
- synthetic (organic)
- 수용성
- 물에 용해됩니다.
- 안정성
- 흡습성
- 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|
화학적 성질
2'-Deoxyuridine-5'-triphosphate trisodium salt is White powder
안전 및 규제
독성 정보
Toxicity Summary
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)
안전 데이터
- wgk
- 1
- HS 번호
- 29349990
- risk_code
- 36/37/38
- safety_code
- 26-36
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Metabolism/Metabolites
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.
용도 및 제조
응용 분야
용도2'-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.
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