5-Methyluridin
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
Identifikatoren & physikalische Daten
| CAS No. | 1463-10-1 |
|---|---|
| Summenformel | C10H14N2O6 |
| Durchschnittliche Molmasse | 258,23 g/mol |
| Monoisotopische Masse | 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 |
| Lokaler Name | 5-Methyluridin |
Chemische & physikalische Eigenschaften
| XLogP | -1,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 119 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 6 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 18 |
| Formalladung | 0 |
| Komplexität | 409 |
| Schmelzpunkt | 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)] |
| Dichte | 1.576±0.06 g/cm3(Predicted) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | Methanol (Slightly, Heated, Sonicated), Water (Sparingly, Sonicated) |
| pKa (Säurekonstante) | 9.55±0.10(Predicted) |
| Aggregatzustand | powder |
| Farbe | white |
| 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 |
| CAS Datenbank | 1463-10-1(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | 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. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 09-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/31788 |
| Hazard Classes and Categories | Skin Irrit. 2 (33.3%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29349990 |
| R-Sätze (R) | 26/27/28 |
| Gefahrensymbole | T+ |
| Sicherheitshinweise (S) | 24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
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.