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PRUNASIN

PRUNASIN Structure
CAS No.
99-18-3
Chemical Name:
PRUNASIN
Synonyms
Prunacin;PRUNASIN;d-prunasin;(r)-prunasin;Noguro Sakura;Wild cherry glycoside;(r)-benzeneacetonitril;Prunasin (6CI, 7CI, 8CI);D-MANDELONITRILE B-D-GLUCOSIDE;D-Mandelonitrile β-D-glucoside
CBNumber:
CB9677133
Molecular Formula:
C14H17NO6
Molecular Weight:
295.29
MOL File:
99-18-3.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:42

PRUNASIN 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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS08
Signal word  Danger
Hazard statements  H301-H360
Precautionary statements  P201-P301+P310+P330
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
NFPA 704
0
2 0

PRUNASIN price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SMB00173 Prunasin ≥90% (LC/MS-ELSD) 99-18-3 1MG ₹42304.1 2022-06-14 Buy
Product number Packaging Price Buy
SMB00173 1MG ₹42304.1 Buy

PRUNASIN Chemical Properties,Uses,Production

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

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.

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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 PENTAMETHYL-6-HYDROXYCHROMAN, 2,2,5,7,8-(RG) Benzeneacetonitrile, a-(b-D-glucopyranosyloxy)-, (aR)- D-MANDELONITRILE-BETA-D-GLUCOSIDE PRUNASIN (R)-(beta-D-glucopyranosyloxy)phenylacetonitrile D-MANDELONITRILE B-D-GLUCOSIDE (r)-alpha-(beta-d-glucopyranosyloxy)benzene-acetonitrile (r)-benzeneacetonitril (r)-prunasin d-prunasin Noguro Sakura Benzeneacetonitrile, α-(β-D-glucopyranosyloxy)-, (αR)- Wild cherry glycoside Prunasin (6CI, 7CI, 8CI) D-Mandelonitrile β-D-glucoside 99-18-3 Chiral Reagents Miscellaneous Natural Products Aromatics Carbohydrates & Derivatives