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10050

Amygdalin

Name: Amygdalin
Brand: SIGMA

BioXtra, ≥97.0% (HPLC)

Synonym(s):

D-Mandelonitrile 6-O-β-D-glucosido-β-D-glucoside, D-Mandelonitrile-β-gentiobioside, Amygdaloside, Laetrile

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₇NO₁₁

CAS Number:

29883-15-6

Molecular Weight:

457.43

UNSPSC Code:

12352201

NACRES:

NA.25

PubChem Substance ID:

57646792

EC Number:

249-925-3

Beilstein/REAXYS Number:

66856

MDL number:

MFCD00006598

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Properties

biological source

synthetic

Quality Segment

200

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 (SO₄^2-): ≤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

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

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

InChI key

XUCIJNAGGSZNQT-SWRVSKMJSA-N

Description

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

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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

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Global Trade Item Number

SKU	GTIN
251712-100ML	04061825937915
10050-5G	04061838663702
10050-25G	04061838663696