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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

Quality Level

200

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000362741
0000339979
0000339979
0000362741
SLCB2466

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Rebecca E Miller et al.
Phytochemistry, 67(1), 43-51 (2005-11-26)
The cyanogenic diglycoside lucumin ((R)-mandelonitrile-beta-D-primeveroside) and monoglucoside prunasin ((R)-mandelonitrile-beta-D-glucoside) were isolated from the foliage of the rare Australian rainforest tree species Clerodendrum grayi (Lamiaceae). This is the first reported isolation of the diglycoside lucumin from vegetative tissue (foliage), and the
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
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
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
Takuya Yamaguchi et al.
Bioscience, biotechnology, and biochemistry, 82(11), 2021-2029 (2018-07-22)
Japanese apricot, Prunus mume Sieb. et Zucc., biosynthesizes the l-phenylalanine-derived cyanogenic glucosides prunasin and amygdalin. Prunasin has biological properties such as anti-inflammation, but plant extraction and chemical synthesis are impractical. In this study, we identified and characterized UGT85A47 from Japanese
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