Key Documents

View All Documentation

A6005

Amygdalin

Name: Amygdalin
Brand: SIGMA

≥99% (HPLC), from apricot kernels

Synonym(s):

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

Select a Size

Change View

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:

24891046

EC Number:

249-925-3

Beilstein/REAXYS Number:

66856

MDL number:

MFCD00006598

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

biological source

apricot kernels

Quality Level

300

assay

≥99% (HPLC)

form

powder

technique(s)

HPLC: suitable

impurities

<11% water (Karl Fischer)

color

white

mp

223-226 °C

solubility

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

storage temp.

room temp

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Biochemicals

Carbohydrates for Biochemical Research

Cell Culture Supplements & Reagents

Chemical Biology

Glycoconjugates

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

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

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Prunasin hydrolases during fruit development in sweet and bitter almonds.

Raquel Sánchez-Pérez et al.

Plant physiology, 158(4), 1916-1932 (2012-02-23)

Amygdalin is a cyanogenic diglucoside and constitutes the bitter component in bitter almond (Prunus dulcis). Amygdalin concentration increases in the course of fruit formation. The monoglucoside prunasin is the precursor of amygdalin. Prunasin may be degraded to hydrogen cyanide, glucose

The beta-glucosidases responsible for bioactivation of hydroxynitrile glucosides in Lotus japonicus.

Anne Vinther Morant et al.

Plant physiology, 147(3), 1072-1091 (2008-05-10)

Lotus japonicus accumulates the hydroxynitrile glucosides lotaustralin, linamarin, and rhodiocyanosides A and D. Upon tissue disruption, the hydroxynitrile glucosides are bioactivated by hydrolysis by specific beta-glucosidases. A mixture of two hydroxynitrile glucoside-cleaving beta-glucosidases was isolated from L. japonicus leaves and

Taoren-Honghua herb pair and its main components promoting blood circulation through influencing on hemorheology, plasma coagulation and platelet aggregation.

Li Liu et al.

Journal of ethnopharmacology, 139(2), 381-387 (2011-11-30)

Persicae Semen (Taoren) and Carthami Flos (Honghua) used in pair which is named as Taoren-Honghua (TH) herb pair has been used in traditional Chinese medicine (TCM) for promoting blood circulation to dissipate blood stasis for many years in China. This

Amygdalin (Laetrile) and veterinary medicine.

D W Macy

Journal of the American Veterinary Medical Association, 171(3), 284-286 (1977-08-01)

Amygdalin analogs for the treatment of psoriasis.

Juan J Perez

Future medicinal chemistry, 5(7), 799-808 (2013-05-09)

Psoriasis is one of the most prevalent immune-mediated illness worldwide. The disease can still only be managed rather than cured, so treatments are aimed at clearing skin lesions and preventing their recurrence. Several treatments are available depending on the extent

View All Related Papers

Global Trade Item Number

SKU	GTIN
A6005-1G	04061833376676
A6005-5G	04061832960678
A6005-25G	04061833376683

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service