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Merck
CN

SMB00173

Prunasin

别名:

D-Mandelonitrile β-D-glucoside

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经验公式(希尔记法):
C14H17NO6
化学文摘社编号:
分子量:
295.29
UNSPSC Code:
12352205
EC Number:
202-738-0
NACRES:
NA.25
PubChem Substance ID:
MDL number:
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InChI key

ZKSZEJFBGODIJW-UHFFFAOYSA-N

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

SMILES string

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

Quality Level

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

General description

Natural product derived from plant source.

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Repr. 1B

存储类别

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
Jandirk Sendker et al.
Phytochemistry, 70(3), 388-393 (2009-02-07)
The cyanogenic glucoside-related compound prunasinamide, (2R)-beta-d-glucopyranosyloxyacetamide, has been detected in dried, but not in fresh leaves of the prunasin-containing species Olinia ventosa, Prunus laurocerasus, Pteridium aquilinium and Holocalyx balansae. Experiments with leaves of O. ventosa indicated a connection between amide
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)
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
J Christensen et al.
Organic letters, 3(14), 2193-2195 (2001-07-07)
[structure: see text] Leaves of the edible passion fruit plant, Passiflora edulis, contain benzylic beta-D-allopyranosides 1 and 2, representatives of a rare class of natural glycosides with D-allose as the only sugar constituent. The glycoside 1 is the first known

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