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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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Roslyn M Gleadow et al.
Phytochemistry, 63(6), 699-704 (2003-07-05)
Cyanogenesis (i.e. the evolution of HCN from damaged plant tissue) requires the presence of two biochemical pathways, one controlling synthesis of the cyanogenic glycoside and the other controlling the production of a specific degradative beta-glucosidase. The sole cyanogenic glycoside in
C Campa et al.
Journal of chromatography. B, Biomedical sciences and applications, 739(1), 95-100 (2000-04-01)
The separation of amygdalin, prunasin and their isomers neoamygdalin and sambunigrin could be achieved with micellar capillary electrophoresis (MEKC). The two isomers were obtained in alkaline conditions and were produced in less than 15 min at pH 11.0. The developed
T K Franks et al.
Phytochemistry, 66(2), 165-173 (2005-01-18)
Twelve grapevine (Vitis vinifera L.) cultivars were surveyed for 'cyanide potential' (i.e. the total cyanide measured in beta-glucosidase-treated crude, boiled tissue extract) in mature leaves. Two related cultivars (Carignan and Ruby Cabernet) had mean cyanide potential (equivalent to 110 mgHCNkg-1fr.wt)
Y Mizushina et al.
Journal of biochemistry, 126(2), 430-436 (1999-07-29)
A DNA polymerase beta (pol. beta) inhibitor has been isolated independently from two organisms; a red perilla, Perilla frutescens, and a mugwort, Artemisia vulgaris. These molecules were determined by spectroscopic analyses to be the cyanogenic glucoside, D-mandelonitrile-beta-D-glucoside, prunasin. The compound
Tan Hooi Poay et al.
Phytochemical analysis : PCA, 22(6), 516-525 (2011-04-16)
Phyllagathis rotundifolia (Jack) Bl. (Melastomataceae) is a creeping herb found in Peninsular Malaysia and Sumatra. Traditionally, a decoction of the leaves is used in the treatment of malaria, fever and stomach ache. To provide ESI-MS(n) data which are applicable for
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