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Merck

10050

Amygdalin

BioXtra, ≥97.0% (HPLC)

Synonym(e):

D-Mandelsäurenitril-β-gentiobiosid, D-Mandelsäurenitril-6-O-β-D-glucosido-β-D-glucosid, Amygdalosid, Laetril

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Über diesen Artikel

Empirische Formel (Hill-System):
C20H27NO11
CAS-Nummer:
Molekulargewicht:
457.43
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
249-925-3
Beilstein/REAXYS Number:
66856
MDL number:

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InChI key

XUCIJNAGGSZNQT-SWRVSKMJSA-N

InChI

1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10?,11-,12-,13-,14-,15+,16+,17-,18-,19-,20-/m1/s1

SMILES string

OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(C#N)c3ccccc3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

biological source

synthetic

product line

BioXtra

assay

≥97.0% (HPLC)

form

powder

optical activity

[α]20/D −39±2°, c = 2% in H2O

technique(s)

HPLC: suitable

loss

≤7.5% loss on drying, 110 °C

color

white to off-white

solubility

H2O: 0.1 g/mL, clear to very faintly turbid, colorless (hot)

anion traces

chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤300 mg/kg

cation traces

Ca: ≤30 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤300 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

Quality Level

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Dieser Artikel
A6005PHL89559M0779
Amygdalin phyproof® Reference Substance

PHL89559

Amygdalin

technique(s)

HPLC: suitable

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

biological source

synthetic

biological source

apricot kernels

biological source

-

biological source

-

assay

≥97.0% (HPLC)

assay

≥99% (HPLC)

assay

≥95.0% (HPLC)

assay

≥99% (HPLC and GC)

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

200

solubility

H2O: 0.1 g/mL, clear to very faintly turbid, colorless (hot)

solubility

water: 50 mg/mL, clear to slightly hazy, colorless

solubility

-

solubility

water: 100 mg/mL, clear, colorless

form

powder

form

powder

form

-

form

powder

Application

Amygdalin, a cyanide containing glycoside, may be used as a substrate to identify, differentiate and characterize enzymes such as maltase(s), emulsin(s) and β-glucosidase(s).

Biochem/physiol Actions

Cyanogenic glycoside that is a component of bitter almonds and apricot pits. There is no scientific evidence that amygdalin itself is an effective anti-cancer agent. Recent studies using β−glucoside linked to a tumor-associated monoclonal antibody to release cyanide at the tumor cell has shown significant cytotoxicity.

Other Notes

Review: Cyanogenic glycosides[1]
To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Die Dokumentenbibliothek aufrufen

E.E. Conn
Int. Rev. Biochem. (Biochemistry of Nutrition 1A, A. Neuberger, T.H. Jukes, eds., 27, 21-21 (1979)
Geraldine A Wright et al.
Current biology : CB, 20(24), 2234-2240 (2010-12-07)
Avoiding toxins in food is as important as obtaining nutrition. Conditioned food aversions have been studied in animals as diverse as nematodes and humans [1, 2], but the neural signaling mechanisms underlying this form of learning have been difficult to
Lishuang Yu et al.
Electrophoresis, 32(2), 218-222 (2011-01-22)
A new method for separation and determination of amygdalin and its epimer (neoamygdalin) in the epimerization of amygdalin by MEEKC is proposed. For the chiral separation of amygdalin and neoamygdalin, a running buffer composed of 80 mM sodium cholate, 5.0% v/v
Ebenezer O Farombi et al.
International journal of environmental research and public health, 8(6), 2533-2555 (2011-07-22)
Recently, considerable attention has been focused on dietary and medicinal phytochemicals that inhibit, reverse or retard diseases caused by oxidative and inflammatory processes. Vernonia amygdalina is a perennial herb belonging to the Asteraceae family. Extracts of the plant have been
Alexander M Abdelnoor
Expert opinion on therapeutic patents, 19(8), 1057-1071 (2009-07-02)
It is hypothesized that psoriasis is an autoimmune disease. The most recent therapeutic approach that proved to be more effective than earlier methods of treatment is the use of mAb/fusion proteins. Efforts nowadays are focused on investigating the antipsoriatic affect

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