1-β-D-Arabinofuranosyl-(1H,3H)-pyrimidin-2,4-dion

Uracil Arabinoside

HCID 18323CAS 3083-77-0

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Grundinformationen

Standard-SMILES: O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)[nH]1
InChIKey: DRTQHJPVMGBUCF-CCXZUQQUSA-N
Summenformel: C9H12N2O6
Durchschnittliche Molmasse: 244,2 g/mol
Monoisotopische Masse: 244,0695361

Überblick

Arauridine is a N-glycosyl compound. It has a role as a metabolite.

Namen und Bezeichner

Bevorzugter Name: Uracil Arabinoside
IUPAC: 1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Lokaler Name: 1-β-D-Arabinofuranosyl-(1H,3H)-pyrimidin-2,4-dion
Englischer Name: 1-beta-D-Arabinofuranosyluracil
Summenformel: C9H12N2O6
Molmasse: 244.2

Namen und Synonyme

3083-77-0SpongouridineARABINOFURANOSYLURACILUracil arabinosideAra-UArabinosyluracilNSC 68928ZK0WMW5NQFUracil, 1-beta-D-arabinofuranosyl-2,4(1H,3H)-Pyrimidinedione, 1-beta-D-arabinofuranosyl-DTXSID80184832NSC-68928

Weitere Namen anzeigen

1-β-D-Arabinofuranosyluracil1-β-D-ArabinofuranosyluracilAra-UrarauridinespongouridinUracyl ArabinosideURACIL-1-BETA-D-ARABINOFURANOSIDE

SponguridineArabinoside, UracilAra UUracil ArabinofuranosideArabinofuranoside, Uracil1 beta D Arabinofuranosyl Uracil1-beta-D-Arabinofuranosyl UracilUracil, 1-beta-D-Arabinofuranosyl

Datenbank-Bezeichner

CAS: 3083-77-0
PubChem CID: 18323
DTXSID: DTXSID80184832
ChEMBL: CHEMBL1092065
ChEBI: CHEBI:68346
UNII: ZK0WMW5NQF
EC Number: 221-386-9
Nikkaji: J14.430D

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -2
Polarare Oberfläche (TPSA): 119 Å²
H-Brücken-Donoren: 4
H-Brücken-Akzeptoren: 6
Frei drehbare Bindungen: 2
Schwere Atome: 17
Formalladung: 0
Komplexität: 370

Physikochemische Eigenschaften

Schmelzpunkt: 220 · 220-222°C
storage temp.: -20 °C · -20°C
Löslichkeit: Methanol (Slightly), Water (Slightly)
Aggregatzustand: Powder
pka: 1 · pK1:9.30 (25°C)
Dichte: 1.674 · 1.674±0.06 g/cm3(Predicted)
Farbe: White to Off-white
Biologische Quelle: synthetic (organic)
Wasserlöslichkeit: 50 mg/mL, · water: 50mg/mL, clear, colorless
BRN: 28749 · 28749
Major Application: pharmaceutical
InChI: InChI=1/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7+,8-/s3
InChIKey: DRTQHJPVMGBUCF-YEZNIHIWNA-N
SMILES: O[C@H]1[C@@H]([C@@H](CO)O[C@H]1N1C=CC(=O)NC1=O)O |&1:1,2,3,7,r|
CAS Datenbank: 3083 · 3083-77-0(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

Warning

H361 (50%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesRepr. 2 (50%)

Sicherheitsdaten

F: 3
wgk: 3
hs_code: 29349990
RTECS-Nr.: YQ8818000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 22-24/25-36-26
Speicherklasse: 13 - Non Combustible Solids

Chemie und Industrie

Anwendungen

Beschreibung1-β-D-Arabinofuranosyluracil (ara-U) is an inactive metabolite of cytarabine . Ara-U is formed when cytarabine undergoes deamination by cytidine deaminase.

Verwenden1-beta-D-Arabinofuranosyluracil is used for the treatment of severe acute respiratory syndrome (SARS).