5-Methyluridin
5-Methyluridine
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Grundinformationen
- CAS
1463-10-1- Standard-SMILES
Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]c1=O- InChIKey
DWRXFEITVBNRMK-JXOAFFINSA-N- Summenformel
- C10H14N2O6
- Durchschnittliche Molmasse
- 258,23 g/mol
- Monoisotopische Masse
- 258,08518617
Überblick
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.
Namen und Bezeichner
- Bevorzugter Name
- 5-Methyluridine
- IUPAC
- 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
- Lokaler Name
- 5-Methyluridin
- Englischer Name
- 5-Methyluridine
- Summenformel
- C10H14N2O6
- Molmasse
- 258.23
Namen und Synonyme
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
Weitere Namen anzeigen
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
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -1,6
- Polarare Oberfläche (TPSA)
- 119 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 18
- Formalladung
- 0
- Komplexität
- 409
Experimentelle und physikochemische Eigenschaften
Melting Point183 - 187 °C
Physical DescriptionSolid
Collision Cross Section153.52 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physikochemische Eigenschaften
- Schmelzpunkt
- 183 · 183-184 °C(lit.)
- Dichte
- 1.576 · 1.576±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Löslichkeit
- Methanol (Slightly, Heated, Sonicated), Water (Sparingly, Sonicated)
- pka
- 9.55 · 9.55±0.10(Predicted)
- Aggregatzustand
- powder
- Farbe
- white
- 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
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
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.
Gefahrenhinweise
Regulatory InformationStatus: Active Update: 09-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/31788
Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29349990
- risk_code
- 26/27/28
- hazard_code
- T+
- safety_code
- 24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsPlacenta
Cellular LocationsCytoplasm
Anwendungen
Beschreibung5-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.
VerwendenA 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.
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