CAS 3083-77-0|1-β-D-Arabinofuranosyluracil
| Common Name | 1-β-D-Arabinofuranosyluracil | ||
|---|---|---|---|
| CAS Number | 3083-77-0 | Molecular Weight | 244.201 |
| Density | 1.7±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C9H12N2O6 | Melting Point | 220-222ºC |
| MSDS | ChineseUSA | Flash Point | / |
Names
| Name | 1-β-D-Arabinofuranosyluracil, Uracil 1-β-D-arabinofuranoside |
|---|---|
| Synonym | More Synonyms |
1-β-D-Arabinofuranosyluracil BiologicalActivity
| 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]. |
|---|---|
| Related Catalog | Research Areas >>CancerResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Others >>OthersResearch Areas >>Inflammation/Immunology |
| References | [1]. Bertin MJ, et al. Spongosine production by a Vibrio harveyi strain associated with the sponge Tectitethya crypta. J Nat Prod. 2015 Mar 27;78(3):493-9. [2]. Müller WE, et al. Metabolism of 1-beta-D-arabinofuranosyluracil in mouse L5178Y cells. Cancer Res. 1979 Mar;39(3):1102-7. |
Chemical & Physical Properties
| Density | 1.7±0.1 g/cm3 |
|---|---|
| Melting Point | 220-222ºC |
| Molecular Formula | C9H12N2O6 |
| Molecular Weight | 244.201 |
| Exact Mass | 244.069534 |
| PSA | 124.78000 |
| LogP | -1.61 |
| Index of Refraction | 1.643 |
| InChIKey | DRTQHJPVMGBUCF-PDVZPSIWSA-N |
| SMILES | O=c1ccn(C2OC(CO)C(O)C2O)c(=O)[nH]1 |
| Storage condition | 2-8°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intravenous
- DOSE :
- 90 mg/kg
- SEX/DURATION :
- female 7-12 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
MUTATION DATA - TYPE OF TEST :
- DNA inhibition
- TEST SYSTEM :
- Rodent - mouse Leukocyte
- DOSE/DURATION :
- 2820 umol/L
- REFERENCE :
- CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 42,3957,1982
- TYPE OF TEST :
- DNA inhibition
- TEST SYSTEM :
- Rodent - mouse Leukocyte
- DOSE/DURATION :
- 2820 umol/L
- REFERENCE :
- CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 42,3957,1982
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| Risk Phrases | R36/37/38 |
| Safety Phrases | 22-24/25-36-26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | YQ8818000 |
Articles29
More Articles| N4-[Alkyl-(hydroxyphosphono)phosphonate]-cytidine—New drugs covalently linking antimetabolites (5-FdU, araU or AZT) with bone-targeting bisphosphonates (alendronate or pamidronate) Bioorg. Med. Chem. 19(11) , 3520-6, (2011) New cytostatic antimetabolite-bisphosphonates. | |
| Bioactive compounds from the fern Lepisorus contortus. J. Nat. Prod. 74 , 129-36, (2011) Phytochemical investigation of the whole plant of Lepisorus contortus (Christ) Ching led to the isolation of five new phenylethanoid glycosides (1-5), each containing a caffeoyl group, a new flavonoid... | |
| Imaging of a localized bacterial infection with endogenous thymidine kinase using radioisotope-labeled nucleosides. Int. J. Med. Microbiol. 302(2) , 101-7, (2012) The importance of noninvasive imaging methods to bacterial infections is widely recognized. To obtain bacterial infection imaging with radioisotope-labeled nucleosides, bacterial thymidine kinase (tk)... |
Synonyms
| Uracil 1-β-D-Arabinofuranoside |
| 1-Pentofuranosyl-2,4(1H,3H)-pyrimidinedione |
| 4-Hydroxy-1-pentofuranosylpyrimidin-2(1H)-one |
| 1-pentofuranosylpyrimidine-2,4(1H,3H)-dione |
| Uracil arabinoside |
| Spongouridine |
| 1-β-D-Arabinofuranosyluracil |
| 1-[3,4-Dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4(1H,3H)-pyrimidindion |
| 1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H- pyrimidine-2,4-dione |
| 1-.β.-D-Arabinofuranosyluracil |
| 2,4(1H,3H)-Pyrimidinedione, 1-pentofuranosyl- |
| MFCD00065998 |
| 1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4(1H,3H)-pyrimidinedione |
| EINECS 221-386-9 |
| 2(1H)-pyrimidinone, 4-hydroxy-1-pentofuranosyl- |
| 1-[3,4-Dihydroxy-5-(hydroxyméthyl)tétrahydro-2-furanyl]-2,4(1H,3H)-pyrimidinedione |
| 1-((2R,3S,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione |
