Uracil Arabinoside

HCID 18323

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Basic information

CAS: 3083-77-0
Standard SMILES: O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)[nH]1
InChIKey: DRTQHJPVMGBUCF-CCXZUQQUSA-N
Molecular formula: C9H12N2O6
Average molar mass: 244.2 g/mol
Monoisotopic mass: 244.0695361

Overview

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

Names & identifiers

Preferred name: Uracil Arabinoside
IUPAC: 1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
English name: 1-beta-D-Arabinofuranosyluracil
Molecular formula: C9H12N2O6
Molecular weight: 244.2

Names & synonyms

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

Show more names

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

Database identifiers

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

Properties

Computed structural properties

XLogP: -2
Topological polar surface area: 119 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 6
Rotatable bonds: 2
Heavy atoms: 17
Formal charge: 0
Complexity: 370

Physicochemical properties

Melting point: 220 · 220-222°C
storage temp.: -20 °C · -20°C
solubility: Methanol (Slightly), Water (Slightly)
form: Powder
pka: 1 · pK1:9.30 (25°C)
Density: 1.674 · 1.674±0.06 g/cm3(Predicted)
color: White to Off-white
biological source: synthetic (organic)
Water Solubility: 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 DataBase Reference: 3083 · 3083-77-0(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 0 WMW5NQF · ZK0WMW5NQF
NCI Drug Dictionary: uridine
UNSPSC Code: 41116107 · 41116107
NACRES: 51 · NA.51
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Warning
Hazard statements: 315 · H315-H361-H335-H302-H341-H373-H332-H319-H312
Precautionary statements: 261 · P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501-P280-P302+P352-P312-P322-P363-P501-P260-P314-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P201-P202-P281-P308+P313-P405-P501
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 22 · 22-24/25-36-26
WGK Germany: 3 · 3
RTECS: 8818000 · YQ8818000
F: 3 · 3
HS Code: 29349990 · 29349990
Storage Class: 13 · 13 - Non Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

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.

Hazard information

Hazard Classes and CategoriesRepr. 2 (50%)

Safety data

F: 3
wgk: 3
rtecs: YQ8818000
hs_code: 29349990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07,GHS08
hazard_code: Xi
safety_code: 22-24/25-36-26
Storage Class: 13 - Non Combustible Solids
Hazard statements: H315-H361-H335-H302-H341-H373-H332-H319-H312
Precautionary statements: P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501-P280-P302+P352-P312-P322-P363-P501-P260-P314-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P201-P202-P281-P308+P313-P405-P501

Chemistry & industry

Applications

Description1-β-D-Arabinofuranosyluracil (ara-U) is an inactive metabolite of cytarabine . Ara-U is formed when cytarabine undergoes deamination by cytidine deaminase.

Uses1-beta-D-Arabinofuranosyluracil is used for the treatment of severe acute respiratory syndrome (SARS).