Deoxyuridine (HCID 13712)

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-DeoxyuridinedURDDeoxyribose uracil2'-DesoxyuridineUridine, 2'-deoxy-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione1-(2-deoxy-beta-D-erythro-pentofuranosyl)uracilW78I7AY22C

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'

1-(2-Deoxy-beta-D-erythro-pentofuranoxyl)uracilCHEBI:164502,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-ribofuranosyl)-DTXSID308836212,4(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-dione1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrimidine-2,4-dione

데이터베이스 식별자

CAS: 951-78-0
PubChem CID: 13712
DTXSID: DTXSID30883621
ChEMBL: CHEMBL353955
ChEBI: CHEBI:16450
UNII: W78I7AY22C
EC Number: 213-455-7
Nikkaji: J7.186B

물성

구조 계산 물성

XLogP: -1.6
극성 표면적: 99.1 Å²
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

Melting Point167 °C

Physical DescriptionSolid

Collision Cross Section · 4건

145.91 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

151.64 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

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

157.3 Å² [M+Na]+

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)
물리적 상태: 가루
산도 계수 (pKa): 9.3 · pKa 9.3(H2O t = 25) (Uncertain)
색상: 흰색에서 황백색까지
생물학적 소스: synthetic (organic)
수용성: 300 g/L · 300 g/L (20 ºC)
Merck: 14 · 14,2910
BRN: 24433 · 24433
InChI: 1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1
InChIKey: MXHRCPNRJAMMIM-ATRFCDNQSA-N
SMILES: OC[C@H]1O[C@H](C[C@@H]1O)N2C=CC(=O)NC2=O
EPA: 2 · Uridine, 2'-deoxy- (951-78-0)

화학적 성질

White crystalline powder

안전 및 규제

GHS 분류

GHS Classification · 5건

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 · 2건

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.

상·하류 제품 정보

하류 제품

5-Chloro-2'-deoxyuridine 1-(beta-D-2-Deoxyribofuranosyl)-4-(1,2,4-triazol-1-yl)-5-methylpyrimidin-2-one 5-(2-하이드록시에틸)-2'-데옥시유리딘

공급사50 곳

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

추가 설명 · 1건

정의ChEBI: 2'-deoxyuridine is a pyrimidine 2'-deoxyribonucleoside having uracil as the nucleobase. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is functionally related to a uracil.