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550-33-4

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550-33-4 Structure

550-33-4 Structure
IdentificationBack Directory
[Name]

NEBULARINE
[CAS]

550-33-4
[Synonyms]

NSC65423
Purinosine
NEBULARINE
ribosyl-purin
ribosylpurine
PURINE RIBOSIDE
Ribosyl-isopurine
6-deaMinoadenosine
PURINE RIBONUCLEOSIDE
9-purineribonucleoside
Nebularine (high purity)
Purine-9-D-Ribofuranoside
9-beta-D-Ribosyl-9H-purine
9-β-D-Ribofuranosyl-9H-purine
PURINE 9BETA-D-RIBOFURANOSIDE
9-(beta-d-ribofuranosyl)purine
9-beta-d-ribofuranosyl-9h-purin
9-beta-d-ribofuranosyl-9h-purine
9H-Purine, 9-.beta.-D-ribofuranosyl-
1-(9H-Purine-9-yl)-1-deoxy-β-D-ribofuranose
[EINECS(EC#)]

208-981-9
[Molecular Formula]

C10H12N4O4
[MDL Number]

MFCD00022819
[MOL File]

550-33-4.mol
[Molecular Weight]

252.23
Chemical PropertiesBack Directory
[Appearance]

Crystalline Solid
[Melting point ]

181-182°C
[alpha ]

D25 -48.6° (H2O)
[Boiling point ]

395.4°C (rough estimate)
[density ]

1.3402 (rough estimate)
[refractive index ]

1.6500 (estimate)
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly), Ethanol, Methanol (Slightly)
[form ]

Solid
[pka]

13.13±0.70(Predicted)
[color ]

Pale Beige to Beige
[Merck ]

13,6461
[Stability:]

Hygroscopic
Hazard InformationBack Directory
[Chemical Properties]

Crystalline Solid
[Uses]

Shown to have inhibitory effects against mouse Sarcoma 180 and mycobacteria
[Definition]

ChEBI: A purine ribonucleoside that is 9H-purine attached to a beta-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.
[Description]

This purine base is produced by Agarius nebularis Batsch. (Syn. Clitocybe nebularis). It is laevorotatory with [α]25D - 48.6° (c 1.0, H20).
[storage]

+4°C
[Purification Methods]

Nebularine is recrystallised from butanone/MeOH or EtOH and forms a MeOH photo-adduct. It is a strong inhibitor of adenosine deaminase [EC 3.5.4.4]. [Nair & Weichert Bioorg Chem 9 423 1980, Lfgren et al. Acta Chem Scand 7 225 1953, UV: Brown & Weliky J Biol Chem 204 1019 1953, Beilstein 26 III/IV 1740.]
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[RTECS ]

UO9100000
[Toxicity]

LD50 in rats, guinea pigs (mg/kg): 220, 15 s.c. (Truant, D'Amato)
Spectrum DetailBack Directory
[Spectrum Detail]

NEBULARINE(550-33-4)MS
NEBULARINE(550-33-4)1HNMR
NEBULARINE(550-33-4)IR1
NEBULARINE(550-33-4)IR2
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