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SMB00173

Sigma-Aldrich

Prunasin

≥90% (LC/MS-ELSD)

Synonym(s):

D-Mandelonitrile β-D-glucoside

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About This Item

Empirical Formula (Hill Notation):
C14H17NO6
CAS Number:
99-18-3
Molecular Weight:
295.29
EC Number:
202-738-0
MDL number:
MFCD00049232
UNSPSC Code:
12352205
PubChem Substance ID:
329824839
NACRES:
NA.25

Assay

≥90% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

OCC1OC(OC(C#N)c2ccccc2)C(O)C(O)C1O

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

InChI key

ZKSZEJFBGODIJW-UHFFFAOYSA-N

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General description

Natural product derived from plant source.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H360

Precautionary Statements

P201 - P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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V Berenguer-Navarro et al.
Journal of agricultural and food chemistry, 50(24), 6960-6963 (2002-11-14)
The determination of cyanogenic compounds in plants is often performed by HPLC. However, in this analysis, interferences due to compounds in the matrix, such as tannins and other pigments, are encountered, especially in roots and leaves. A new method is
F Dicenta et al.
Journal of agricultural and food chemistry, 50(7), 2149-2152 (2002-03-21)
The relationship between the levels of cyanogenic compounds (amygdalin and prunasin) in kernels, leaves, and roots of 5 sweet-, 5 slightly bitter-, and 5 bitter-kernelled almond trees was determined. Variability was observed among the genotypes for these compounds. Prunasin was
M T Tomicic et al.
Cancer research, 61(20), 7399-7403 (2001-10-19)
The efficacy of suicide herpes simplex virus-1 thymidine kinase (HSVtk)/ganciclovir (GCV) gene therapy is often limited by intrinsic resistance of tumor cells. Here we show that repair of GCV incorporated in DNA is a factor involved in GCV resistance. A
L Brimer et al.
Rivista di biologia, 89(3), 493-496 (1996-01-01)
Mucor circinelloides LU M40 and Penicillium aurantiogriseum P 35, characterized by extracellular beta-glucosidase activity on cyanogenic glycosides, hydrolyse amygdalin by a two-step reaction mechanism being the first step of hydrolysis, from amygdalin to prunasin, very rapid (15 min) and the
Raquel Sánchez-Pérez et al.
Plant physiology, 146(3), 1040-1052 (2008-01-15)
Bitterness in almond (Prunus dulcis) is determined by the content of the cyanogenic diglucoside amygdalin. The ability to synthesize and degrade prunasin and amygdalin in the almond kernel was studied throughout the growth season using four different genotypes for bitterness.
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