Grundinformationen
- Standard-SMILES
O=c1[nH]cc(CO)c(=O)[nH]1- InChIKey
JDBGXEHEIRGOBU-UHFFFAOYSA-N- Summenformel
- C5H6N2O3
- Durchschnittliche Molmasse
- 142,11 g/mol
- Monoisotopische Masse
- 142,03784205
Überblick
5-hydroxymethyluracil is a primary alcohol that is uracil bearing a hydroxymethyl substituent at the 5-position. It has a role as a human metabolite. It is a primary alcohol and a pyrimidone. It is functionally related to a uracil.
Namen und Bezeichner
- Bevorzugter Name
- 5-(Hydroxymethyl)uracil
- IUPAC
- 5-(hydroxymethyl)-1H-pyrimidine-2,4-dione
- Lokaler Name
- 5-(Hydroxymethyl)uracil
- Englischer Name
- 5-Hydroxymethyluracil
- Summenformel
- C5H6N2O3
- Molmasse
- 142.11
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
4433-40-3- PubChem CID
- 78168
- DTXSID
DTXSID9063455- ChEMBL
CHEMBL1233360- ChEBI
CHEBI:16964- UNII
- 590TQ3GL34
- EC Number
- 224-636-5
- Nikkaji
- J58.058I
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -1,9
- Polarare Oberfläche (TPSA)
- 78,4 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 209
Experimentelle und physikochemische Eigenschaften
Collision Cross Section
119.21 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
124.5 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
124.1 Ų [M-H]-
Physikochemische Eigenschaften
- Schmelzpunkt
- 300 °C · >300 °C(lit.)
- Dichte
- 1.401 · 1.401±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- DMSO (Slightly, Heated), Methanol (Slightly, Heated), Water (Slightly, Heated)
- pka
- 8.46 · 8.46±0.10(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White
- Wasserlöslichkeit
- Soluble in water. (50 g/L ) at 20°C, DMSO, dimethyl formamide or 100% ethanol.
- BRN
- 125482 · 125482
- InChI
- InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10)
- InChIKey
- JDBGXEHEIRGOBU-UHFFFAOYSA-N
- SMILES
- C1(=O)NC=C(CO)C(=O)N1
- CAS Datenbank
- 4433 · 4433-40-3(CAS DataBase Reference)
- EPA chemische Informationen
- 2 · 2,4(1H,3H)-Pyrimidinedione, 5-(hydroxymethyl)- (4433-40-3)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.
Warning
H315 (66.7%): 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 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29335990
- RTECS-Nr.
- YR0513000
- hazard_code
- Xi
- safety_code
- 22-24/25
- hazard_class
- IRRITANT
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.
Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief.
Verwendung und Herstellung
Anwendungen
Beschreibung5-Hydroxymethyluracil is a product of oxidative damage to DNA, predominantly by hydroxyl radical via the Fenton reaction. It can be used as a potential epigenetic mark enhancing or inhibiting transcription with bacterial RNA polymerase.
Verwenden5-Hydroxymethyluracil (cas# 4433-40-3) is a compound useful in organic synthesis.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: 5-hydroxymethyluracil is a primary alcohol that is uracil bearing a hydroxymethyl substituent at the 5-position. It has a role as a human metabolite. It is a primary alcohol and a pyrimidone. It derives from a uracil.
Zugehörige Reaktionen
Verknüpfte Notizen
Wird geladen…