Uracil arabinoside
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Uracil arabinoside
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CAS No:
3083-77-0
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Formula:
C9H12N2O6
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Chemical Name:
Uracil arabinoside
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Synonyms:
2,4(1H,3H)-Pyrimidinedione,1-β-D-arabinofuranosyl-;Uracil,1-β-D-arabinofuranosyl-;1-β-D-Arabinofuranosyl-2,4(1H,3H)-pyrimidinedione;Spongouridine;Uracil arabinoside;1-β-D-Arabinofuranosyluracil;Arauridine;Uracil β-D-arabinofuranoside;Arabinosyluracil;Arabinofuranosyluracil;Spongouridin;Ara-U;NSC 68928;489-61-2;92418-86-5
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CAS No:
Description
1-beta-D-Arabinofuranosyluracil (Uracil 1-β-D-arabinofuranoside) isolated from the Caribbean sponge Tectitethya crypta, is a methoxyadenosine derivative. 1-beta-D-Arabinofuranosyluracil has demonstrated a diverse bioactivity profile including anti-inflammatory activity, analgesic and vasodilation properties[1]. 1-beta-D-Arabinofuranosyluracil reduces a proliferation of mouse lymphoma cells[2].
Spongouridin is a pyrimidine nucleoside.|A pyrimidine nucleoside formed in the body by the deamination of CYTARABINE.
Uracil arabinoside Basic Attributes
244.2
244.20
221-386-9
240592|68928|20256
DTXSID80184832
29349990
Characteristics
119
-2.85190
White to Off-white Powder
1.7±0.1 g/cm3
213-216 °C
1.643
2-8°C
(c = 2, H2O) [a]20 D = 9.4 ± 2°
Safety Information
NONH for all modes of transport
3
36/37/38
22-24/25-36-26
YQ8818000
Xi
|Warning|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P314, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Uracil arabinoside Use and Manufacturing
Antiviral agent. Used for the treatment of severe acute respiratory syndrome (SARS).
Computed Properties
Molecular Weight:244.20
XLogP3:-2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:244.06953611
Monoisotopic Mass:244.06953611
Topological Polar Surface Area:119
Heavy Atom Count:17
Complexity:371
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Tegafur in TS-1 inhibits thymidylate synthase, preventing deoxyuridylic acid from converting to deoxythymidylic acid, thereby interfering with DNA synthesis. Gimostat in TS-1 inhibits fluorouracil-degrading enzymes in the gastrointestinal tract, thereby prolonging the duration of drug action. Oxonamide potassium in TS-1 is a gastric mucosal protective agent.
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