MedKoo Cat#: 600107 | Name: Amygdalin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Amygdalin is a glycoside initially isolated from the seeds of the tree Prunus dulcis, also known as bitter almonds. Several other related species in the genus of Prunus, including apricot and black cherry also contain amygdalin. Since the early 1950s, both amygdalin and a modified form named laetrile or Vitamin B17 have been promoted as cancer cures. However, neither of these compounds nor any other derivatives are vitamins in any sense, and studies have found them to be clinically ineffective in the treatment of cancer, as well as dangerously toxic. They are potentially lethal when taken by mouth, because certain enzymes (in particular, glucosidases that occur in the gut and in various kinds of seeds, edible or inedible) act on them to produce cyanide. The promotion of laetrile to treat cancer has been described in the medical literature as a canonical example of quackery, and as "the slickest, most sophisticated, and certainly the most remunerative cancer quack promotion in medical history." Amygdalin is extracted from almonds or apricot kernels by boiling in ethanol; on evaporation of the solution and the addition of diethyl ether, amygdalin is precipitated as white minute crystals.

Chemical Structure

Amygdalin
Amygdalin
CAS#29883-15-6

Theoretical Analysis

MedKoo Cat#: 600107

Name: Amygdalin

CAS#: 29883-15-6

Chemical Formula: C20H27NO11

Exact Mass: 457.1584

Molecular Weight: 457.43

Elemental Analysis: C, 52.51; H, 5.95; N, 3.06; O, 38.47

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
10g USD 400.00 2 Weeks
25g USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
D-Mandelonitrile 6-O-β-D-glucosido-β-D-glucoside; D-Mandelonitrile-β-gentiobioside; Amygdaloside; Laetrile; NSC 15780; NSC15780; NSC-15780; (R)-Amygdalin;(D)-Amygdalin;(–)-Amygdalin
IUPAC/Chemical Name
(R)-2-Phenyl-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)acetonitrile
InChi Key
XUCIJNAGGSZNQT-JHSLDZJXSA-N
InChi Code
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+/m0/s1
SMILES Code
N#C[C@@H](C1=CC=CC=C1)O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)O2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO.
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 457.43 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Perez JJ. Amygdalin analogs for the treatment of psoriasis. Future Med Chem. 2013 May;5(7):799-808. doi: 10.4155/fmc.13.27. Review. PubMed PMID: 23651093.