1-β-D-Arabinofuranosyluracil

Modify Date: 2024-01-06 13:36:31

1-β-D-Arabinofuranosyluracil Structure
1-β-D-Arabinofuranosyluracil structure
 Common Name 1-β-D-Arabinofuranosyluracil
CAS Number 3083-77-0 Molecular Weight 244.201
Density 1.7±0.1 g/cm3 Boiling Point N/A
Molecular Formula C9H12N2O6 Melting Point 220-222ºC
MSDS Chinese USA Flash Point N/A

 Use of 1-β-D-Arabinofuranosyluracil


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].

 Names

Name 1-β-D-Arabinofuranosyluracil, Uracil 1-β-D-arabinofuranoside
Synonym More Synonyms

 1-β-D-Arabinofuranosyluracil Biological Activity

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
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
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YQ8818000
CHEMICAL NAME :
Uracil, 1-beta-D-arabinofuranosyl-
CAS REGISTRY NUMBER :
3083-77-0
BEILSTEIN REFERENCE NO. :
0028749
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C9-H12-N2-O6
MOLECULAR WEIGHT :
244.23
WISWESSER LINE NOTATION :
T6NVMVJ A- BT5OTJ CQ DQ E1Q

HEALTH HAZARD DATA

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

 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

 Synthetic Route

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 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
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