NEBULARINE

NEBULARINE Structure
CAS No.
550-33-4
Chemical Name:
NEBULARINE
Synonyms
NSC65423;NEBULARINE;Purinosine;ribosylpurine;ribosyl-purin;PURINE RIBOSIDE;Ribosyl-isopurine;6-deaMinoadenosine;PURINE RIBONUCLEOSIDE;9-purineribonucleoside
CBNumber:
CB9264951
Molecular Formula:
C10H12N4O4
Molecular Weight:
252.23
MOL File:
550-33-4.mol
MSDS File:
SDS
Modify Date:
2023/6/30 15:45:59

NEBULARINE Properties

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)
pka 13.13±0.70(Predicted)
form Solid
color Pale Beige to Beige
Merck 13,6461
Stability Hygroscopic

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H319-H335-H315
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
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)
NFPA 704
0
2 0

NEBULARINE Chemical Properties,Uses,Production

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).

Chemical Properties

Crystalline Solid

Uses

Nebularine is 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.

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.]

NEBULARINE Preparation Products And Raw materials

Raw materials

Preparation Products

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9-(beta-d-ribofuranosyl)purine 9-beta-d-ribofuranosyl-9h-purin 9-beta-d-ribofuranosyl-9h-purine 9-purineribonucleoside ribosyl-purin ribosylpurine 1-(9H-Purine-9-yl)-1-deoxy-β-D-ribofuranose 9-β-D-Ribofuranosyl-9H-purine PURINE RIBONUCLEOSIDE PURINE RIBOSIDE PURINE 9BETA-D-RIBOFURANOSIDE NEBULARINE Purine-9-D-Ribofuranoside 9H-Purine, 9-.beta.-D-ribofuranosyl- NSC65423 Nebularine (high purity) 9-beta-D-Ribosyl-9H-purine Purinosine Ribosyl-isopurine 6-deaMinoadenosine 9H-Purine, 9-β-D-ribofuranosyl- 6-Deaminoadenosine, purine riboside, Nabularine (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol Nebularine,6-Deamino adenosine 550-33-4 Sugars, Carbohydrates & Glucosides Bases & Related Reagents Nucleotides