NEBULARINE Property

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

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)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

NEBULARINE Chemical Properties,Usage,Production

Description

This purine base is produced by Agarius nebularis Batsch. (Syn. Clitocybe nebularis). It is laevorotatory with [α]²⁵_D - 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.

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.]