5-Methyluridine
RIBOTHYMIDINE · 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-MethylpyriMidine-2,4(1H,3H)-dione · ribosylthymine · 5-Me-U · 5-Me-Ur · Methyluridine · 1-(BETA-D-RIBOFURANOSYL)THYMINE · 5-methyuridine
식별자 및 물리적 특성
| CAS No. | 1463-10-1 |
|---|---|
| 분자식 | C10H14N2O6 |
| 평균 분자량 | 258.23 g/mol |
| 단동위원소 질량 | 258.08518617 g/mol |
| SMILES | Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]c1=O |
| InChIKey | DWRXFEITVBNRMK-JXOAFFINSA-N |
| PubChem CID | 445408 |
| ChEMBL | CHEMBL106175 |
| ChEBI | CHEBI:45996 |
| EC No. | 215-973-9 |
| DTXSID | DTXSID20163348 |
화학 및 물리적 성질
| XLogP | -1.6 |
|---|---|
| 극성 표면적 | 119 |
| 수소 결합 공여자 수 | 4 |
| 수소 결합 수용자 수 | 6 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 18 |
| 형식 전하 | 0 |
| 복잡도 | 409 |
| 녹는점 | 183 - 187 °C183-184 °C(lit.) |
| Physical Description | Solid |
| Collision Cross Section | 153.52 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)] |
| 밀도 | 1.576±0.06 g/cm3(Predicted) |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| 용해도 | 메탄올(약간 용해됨 가열, 초음파 처리), 물(조금, 초음파 처리) |
| pKa(산도 계수) | 9.55±0.10(Predicted) |
| 물리적 상태 | 가루 |
| 색상 | 하얀색 |
| pH | 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 |
화학적 성질
White Powder
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.WarningH315 (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. |
|---|---|
| 규제 정보 | Status: Active Update: 09-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/31788 |
| Hazard Classes and Categories | Skin Irrit. 2 (33.3%) |
| 수질 위해 등급(WGK) | 3 |
| 관세 코드 | 29349990 |
| 위험 문구(R) | 26/27/28 |
| 위험 표시 | T+ |
| 안전 문구(S) | 24/25 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
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.
용도
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.