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PRUNASIN

Basic information Safety Supplier Related

PRUNASIN Basic information

Product Name:
PRUNASIN
Synonyms:
  • D-Mandelonitrile β-D-glucoside
  • (R)-α-(β-D-Glucopyranosyloxy)benzeneacetonitrile
  • (αR)-α-(β-D-Glucopyranosyloxy)-α-phenylacetonitrile
  • [(αR)-α-Cyanobenzyl]β-D-glucopyranoside
  • Prunacin
  • (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
  • (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-ethanenitrile
  • (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxy-acetonitrile
CAS:
99-18-3
MF:
C14H17NO6
MW:
295.29
EINECS:
202-738-0
Product Categories:
  • Chiral Reagents
  • Miscellaneous Natural Products
  • Aromatics
  • Carbohydrates & Derivatives
Mol File:
99-18-3.mol
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PRUNASIN Chemical Properties

Melting point:
138-148°C
Boiling point:
527.0±50.0 °C(Predicted)
Density 
1.45±0.1 g/cm3(Predicted)
storage temp. 
Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
pka
12.71±0.70(Predicted)
color 
White to off-white
Stability:
Hygroscopic
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Safety Information

Hazard Codes 
T
Risk Statements 
36/37/38-25-60
Safety Statements 
26-36/37/39-61-45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
UL3420000
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PRUNASIN Usage And Synthesis

Description

(R)-Prunasin is a cyanogenic glucoside that is the precursor to amygdalin, a bitter component found in species of the genera Prunus and Olinia. It can be degraded to hydrogen cyanide, glucose, and benzaldehyde by the action of prunasin hydrolase and mandelonitrile lyase and possesses inhibitory effects on plant growth. (R)-Prunasin reportedly inhibits rat DNA polymerase β, which performs base excision repair required for DNA maintenance and replication, with an IC50 value of 98 μM.

Chemical Properties

White Solid

Uses

Used in the synthesis of cyanogen glycoside. A component of antiperspirants, deodorants, body soaps, shampoos, hair rinses, and hair

Definition

ChEBI: (R)-prunasin is a prunasin.

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.

PRUNASINSupplier

BioBioPha Co., Ltd. Gold
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0871-65217109 13211707573;
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y.liu@mail.biobiopha.com
J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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jkinfo@jkchemical.com
Chembest Research Laboratories Limited
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+86-21-20908456
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sales@BioChemBest.com
Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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shchemsky@sina.com
Chengdu Biopurify Phytochemicals Ltd.
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+86-028-82633397 18982077548
Email
cwb1@biopurify.cn