Prunasin

Inquiry

For Research Use Only.

Category

Phenols

Cat.No.

NP4632

CAS

99-18-3

Product Name

Prunasin

Structure

Product Details

Description

Prunasin is a natural phenol found in the genus Prunus such as Prunus japonica or P. maximowiczii and in bitter almonds.

Synonyms

(r)-Alpha-(beta-d-glucopyranosyloxy)benzene-acetonitrile; (r)-Prunasin; d-Prunasin

IUPAC Name

(2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

Molecular Weight

295.29

Molecular Formula

C14H17NO6

Canonical SMILES

C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)CO)O)O)O

InChI

1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10+,11+,12-,13+,14+/m0/s1

InChIKey

ZKSZEJFBGODIJW-GMDXDWKASA-N

Boiling Point

527.0±50.0 °C(Predicted)

Melting Point

138-148°C

Purity

>96%

Density

1.45±0.1 g/cm3(Predicted)

Solubility

Soluble in Chloroform,Dichloromethanole,Ethyl Acetate,DMSO,Acetone,etc.

Appearance

Powder

Application

Enzyme Inhibitors

Storage

Hygroscopic, -20°C Freezer, Under Inert Atmosphere

Chemical Properties

White Solid

EINECS

202-738-0

Enzyme Inhibitor

This cyanogenic glucoside (FW = 295.29 g/mol; CAS 99-18-3), also known as D(R)-mandelonitrile-b-D-glucoside, is readily obtained from amygdalin and is found in the pits of Prunus serotina. Prunasin is soluble in water and will give rise to prulaurasin (i.e., the diastereoisomeric mixture of DL(RS)- mandelonitrile-b-D-glucoside [i.e., prunasin and sambunigrin]). Target(s): DNA-directed DNA polymerase; DNA polymerase b; and a,a trehalase.

Hazard Class

pKa

12.71±0.70(Predicted)

RIDADR

UN 2811 6.1 / PGIII

Risk Statements

36/37/38-25-60

RTECS

UL3420000

Safety Statements

26-36/37/39-61-45

Uses