5-Methyluridine (HCID 445408)

概要

Ribothymidine is a methyluridine having a single methyl substituent at the 5-position on the uracil ring. It has a role as an antigen, an Escherichia coli metabolite and a human metabolite.

名称と識別子

優先名称: 5-Methyluridine
IUPAC: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
現地名: 5-メチルウリジン
英語名: 5-Methyluridine
分子式: C10H14N2O6
分子量: 258.23

名称と別名

5-Methyluridine1463-10-1RibothymidineThymine ribosideRibosylthymineribosylthymidine1-(beta-D-ribofuranosyl)thymineCHEBI:45996ZS1409014ADTXSID201633481-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

名称をさらに表示

5-メチルウリジンチミンリボクラノシド5-メチル-1-β-D-リボフラノシル-1,2,3,4-テトラヒドロピリミジン-2,4-ジオン1-β-D-リボフラノシルチミンリボチミジンチミンリボヌクレオシド2'α-ヒドロキシチミジン1-(β-D-リボフラノシル)チミン5-メチル-1-(β-D-リボフラノシル)ピリミジン-2,4(1H,3H)-ジオンリボシルチミンチミンリボシド5-メチルウリジン, 結晶1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-MethylpyriMidine-2,4(1H,3H)-dione5-Me-U5-Me-UrMethyluridine5-methyuridine5-methyl-uridinTHYMINERIBOSIDE

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-methylpyrimidine-2,4-dioneRefChem:898086DTXCID9085839215-973-9Uridine, 5-methyl-5-Methyl UridineThymine ribofuranoside

データベース識別子

CAS: 1463-10-1
PubChem CID: 445408
DTXSID: DTXSID20163348
ChEMBL: CHEMBL106175
ChEBI: CHEBI:45996
UNII: ZS1409014A
EC Number: 215-973-9
Nikkaji: J32.354C

物性

構造計算による物性

XLogP: -1.6
極性表面積: 119 Å²
水素結合供与体数: 4
水素結合受容体数: 6
回転可能結合数: 2
重原子数: 18
形式電荷: 0
複雑度: 409

実験および物理化学的性質

Melting Point183 - 187 °C

Physical DescriptionSolid

Collision Cross Section153.52 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

物理化学的性質

融点: 183 · 183-184 °C(lit.)
比重(密度): 1.576 · 1.576±0.06 g/cm3(Predicted)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: メタノール（少量、加熱、超音波処理）、水（少量、超音波処理）
酸解離定数(Pka): 9.55 · 9.55±0.10(Predicted)
外見: 粉
色: 白い
PH: 9.7 · 9.7
InChI: InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1
InChIKey: DWRXFEITVBNRMK-JXOAFFINSA-N
SMILES: OC[C@H]1O[C@@H](N2C=C(C)C(=O)NC2=O)[C@H](O)[C@@H]1O
CAS データベース: 1463 · 1463-10-1(CAS DataBase Reference)

化学的性質

化学的特性White Powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Warning

H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationStatus: Active Update: 09-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/31788

Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)

安全データ

wgk: 3
hs_code: 29349990
risk_code: 26/27/28
化審法: (5)-6843
hazard_code: T+
safety_code: 24/25
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Tissue LocationsPlacenta

Cellular LocationsCytoplasm

応用分野 · 4 件

解説1-β-D-ribofuranosylthimine．C10H14N2O6(258.23)．5-メチルウリジンは，大腸菌tRNAをはじめ，多くのtRNA中に存在する修飾ヌクレオシドの一種．トリメチルシリルチミンとO-ベンゾイル-D-リボフラノシルクロリドとを縮合させたのち，保護基をはずすと得られる．白色の粉末．融点184～185 ℃．[α]17D－10.0°(水)．水に可溶．λmax 267 nm(ε 9800，pH 7)．森北出版「化学辞典（第2版）

用途有機合成原料。

説明5-Methyluridine is a pyrimidine nucleoside and methylated form of uridine. It is the ribonucleoside counterpart to the deoxyribonucleoside thymidine, which lacks a hydroxyl group at the 2' position. 5-Methyluridine contains a thymine base joined to a ribose pentose sugar. It is an endogenous methylated nucleoside found in human fluids. In cells, 5-methyluridine is present in tRNA, formed during its post-transcriptional modification by the methylation of uridine.

使用A primary degradation product of tRNA, an urinary nucleoside as biological marker for patients with colorectal cancer.It enhances the antitumor activity of 5-fluorouracil in a mouse Erlich solid carcinoma model and a P388 murine leukemia model. It has been used to characterize the activity of a variety of enzymes, including uridine nucleosidase.

上流・下流製品情報

上流原料

Uridine, 5'-O-[(4-methoxyphenyl)diphenylmethyl]-5-methyl- (9CI)Uridine, 5-methyl-5'-O-(triphenylmethyl)-Uridine, 5-methyl-, 2',3',5'-triacetate Uridine, 5-methyl-, 2',3',5'-tribenzoate 2'-O-[2-[(diMethylaMino)oxy]ethyl]-5-Methyl-uridine β-D-リボフラノース1-アセタート2,3,5-トリベンゾアート 1,2,3,5-テトラ-O-アセチル-Β-L-リボフラノース N3-Methyl-5-methyluridine 2,4-ビス[(トリメチルシリルオキシ)]-5-メチルピリミジントリエチルアミン三フッ化水素酸塩チミングアノシン

下流製品

2'β-ヒドロキシ-5-メチル-2'-デオキシウリジン安息香酸エチルサニルブジン

サプライヤー50 社

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]

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]

河南福雷斯特新材料科技有限公司18639096640 · [email protected]

5-メチルウリジン

基本情報

概要