Uridine
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Grundinformationen
- CAS
58-96-8- Standard-SMILES
O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1- InChIKey
DRTQHJPVMGBUCF-XVFCMESISA-N- Summenformel
- C9H12N2O6
- Durchschnittliche Molmasse
- 244,2 g/mol
- Monoisotopische Masse
- 244,0695361
Überblick
Uridine is a ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a betaN1-glycosidic bond. It has a role as a drug metabolite, a human metabolite and a fundamental metabolite. It is functionally related to a uracil.
Namen und Bezeichner
- Bevorzugter Name
- Uridine
- IUPAC
- 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
- Englischer Name
- Uridine
- Summenformel
- C9H12N2O6
- Molmasse
- 244.2
Namen und Synonyme
uridine58-96-8UridinUracil riboside1-beta-D-RibofuranosyluracilCHEBI:16704WHI7HQ7H85DTXSID40891555NSC-20256NSC202561-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
Weitere Namen anzeigen
1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dioneURURDbeta-UridineURACIL-1-BETA-D-RIBOFURANOSIDED-URIDINEβ-Uridine
1-beta-D-ribofuranosylpyrimidine-2,4(1H,3H)-dioneAllo UridineAllo-Uridine1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrimidine-2,4-dione1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dioneRefChem:6340DTXCID001030648200-407-5
Datenbank-Bezeichner
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -2
- Polarare Oberfläche (TPSA)
- 119 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 17
- Formalladung
- 0
- Komplexität
- 370
Experimentelle und physikochemische Eigenschaften
Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesCrystal structure
LogP-1.98
Solubility34.9 [ug/mL] (The mean of the results at pH 7.4)
Melting Point163 °C
Optical Rotation(c = 2, H2O) [a]20 D = 9.4 ± 2°
Physical Description
Solid; [Merck Index] White powder; [Alfa Aesar MSDS]
Solid
Collision Cross Section
160.1 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
152 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]
150.7 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
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 85.7% (12 of 14) of all reports.
Warning
H315 (14.3%): 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 14 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Uridine
Status: Active Update: 12-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/31621
Uridine: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryCauses somnolence, other liver changes, effects on transaminases, and inflammation in acute intraperitoneal studies of mice and rats; [RTECS] May cause irritation; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (14.3%)
Toxikologische Informationen
Toxicity DataMouse(ip): LD50 4335 mg/kg
Sicherheitsdaten
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
WHI7HQ7H85
URIDINE
Established Pharmacologic Class [EPC] - Pyrimidine Analog
Chemical/Ingredient structural concept [Chemical/Ingredient] - Pyrimidines
Chemical/Ingredient structural concept [Chemical/Ingredient] - Analogs/Derivatives
Uridine is a Pyrimidine Analog. The chemical classification of uridine is Pyrimidines and Analogs/Derivatives.
Tissue LocationsPlacenta
Cellular LocationsExtracellular
Metabolite PathwaysBeta Ureidopropionase Deficiency
Verwendung und Herstellung
UsesNucleoside found throughout nature; [Merck Index]
General Manufacturing InformationUridine: ACTIVE
Anwendungen
VerwendenUridine is a nucleoside, contains a uracil attached to a ribose ring via a β-N1-glycosidic bond
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
108
Notizen zur Verbindung
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