디옥시우리딘
Deoxyuridine
기본 정보
- CAS
951-78-0- 표준 SMILES
O=c1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1- InChIKey
MXHRCPNRJAMMIM-SHYZEUOFSA-N- 분자식
- C9H12N2O5
- 평균 분자량
- 228.2 g/mol
- 단동위원소 질량
- 228.07462149
개요
2'-deoxyuridine is a pyrimidine 2'-deoxyribonucleoside having uracil as the nucleobase. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is functionally related to a uracil.
이름 및 식별자
- 우선 이름
- Deoxyuridine
- IUPAC
- 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
- 현지명
- 디옥시우리딘
- 영어명
- 2'-Deoxyuridine
- 분자식
- C9H12N2O5
- 분자량
- 228.2
이름 및 동의어
2'-DEOXYURIDINE951-78-0deoxyuridineUracil deoxyriboside2-DeoxyuridineUridine, 2'-deoxy-dURDDeoxyribose uracil2'-Desoxyuridine1-(2-deoxy-beta-D-erythro-pentofuranosyl)uracil1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione1-(2-Deoxy-beta-D-erythro-pentofuranoxyl)uracil
이름 더 보기
2""-데옥시우리딘디옥시우리딘2'-데옥시우리딘(2'-DEOXYURIDINE)2'-데옥시우리딘DU1-((2R,4S,5R)-4-Hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione2'-dUNSC 23615UracildeoxyrDeoxy-uridinDEOXYURIDINE-2'
W78I7AY22CDTXSID308836212,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-ribofuranosyl)-CHEBI:164502,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-ribofuranosyl)-NSC-236151-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione(beta 1-(2-Deoxyribopyranosyl))thymidine
물성
구조 계산 물성
- XLogP
- -1.6
- 극성 표면적
- 99.1 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 5
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 16
- 형식 전하
- 0
- 복잡도
- 343
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesCrystal structure
LogP
-1.51
-1.51
Melting Point167 °C
Physical DescriptionSolid
Collision Cross Section
156 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
159.45 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
156.4 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
150 Ų [M-H]-
물리화학적 성질
- 녹는점
- 167 · 167-169 °C(lit.)
- 끓는 점
- 370.01 °C · 370.01°C (rough estimate)
- 밀도
- 1.3705 · 1.3705 (rough estimate)
- 굴절률
- 52 ° · 52 ° (C=1, 1mol/L NaOH)
- 저장 조건
- 2 · Inert atmosphere,2-8°C
- 용해도
- DMSO(약간 용해됨), 메탄올(약간 용해됨, 가열), 물(약간 용해됨)
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 20% (1 of 5) of reports.
Warning
H302 (40%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 5 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Hazard Classes and CategoriesAcute Tox. 4 (40%)
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- YU7490000
- HS 번호
- 29349990
- risk_code
- 36/37/38
- hazard_code
- Xn
- safety_code
- 22-24/25-37/39-36/37/39-26
- F 고인화성물질
- 10-23
- 위험 참고 사항
- Air Sensitive
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
MeSH Pharmacological ClassificationDrugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033)
Tissue LocationsBladder
Cellular LocationsExtracellular
Metabolite PathwaysBeta Ureidopropionase Deficiency
용도 및 제조
General Manufacturing InformationUridine, 2'-deoxy-: ACTIVE
응용 분야
개요2'-Deoxyuridine is an intermediate in the synthesis of thymidylate, which is a precursor for DNA synthesis. It has been shown to inhibit the enzymatic activity of enzymes responsible for synthesizing uridine and thymidylate, leading to neuronal death. 2'-Deoxyuridine has been used as a fluorescence probe for nucleic acids and as a polymerase chain reaction (PCR) substrate. It is also known to bind with toll-like receptor 4 (TLR4), which is involved in inflammatory responses.
용도2'-Deoxyuridine is frequently halogenated to create thymidine analogues useful for studies of DNA synthesis and degradation mechanisms. Derivatized 2'-Deoxyuridines used as labeling substrates include chloro-2'-deoxyuridine (CldU), bromodeoxyuridine (BrdU) and/or iododeoxyuridine (IdU). Other useful analogues of 2'-deoxyuridine include 5-ethynyl-2'-deoxyuridine (DdU) and 5-hydroxymethyl-2'-deoxyuridine (HmdU). Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemias due to vitamin B12 and folate deficiencies. Deoxyuridine (dU) is used to indirectly determine if there are sufficient levels of folate and cobalamin in cell or tissue samples.
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