10050
Fluka

Amygdalin

BioChemika, ≥97.0% (HPLC)

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Synonym

D-Mandelonitrile 6-O-β-D-glucosido-β-D-glucoside

D-Mandelonitrile-β-gentiobioside

Laetrile

Molecular Formula

C₂₀H₂₇NO₁₁

Molecular Weight

457.43

CAS Number

29883-15-6

Beilstein Registry Number

66856

MDL number

MFCD00006598

PubChem Substance ID

24846528

EG/EC Number

249-925-3

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Descriptions

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 glycosides¹

Properties

product line

BioChemika

assay

≥97.0% (HPLC)

optical activity

[α]20/D −39±2°, c = 2% in H₂O

loss

≤5% loss on drying, 110 °C

210-215 °C

solubility

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

anion traces

chloride (Cl^-): ≤50 mg/kg

sulfate (SO₄^2-): ≤200 mg/kg

cation traces

Ca: ≤20 mg/kg

Cd: ≤5 mg/kg

Co: ≤5 mg/kg

Cr: ≤5 mg/kg

Cu: ≤5 mg/kg

Fe: ≤5 mg/kg

K: ≤50 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

References

Cited Reference

1. E.E. Conn Int. Rev. Biochem. (Biochemistry of Nutrition 1A, A. Neuberger, T.H. Jukes, eds. Baltimore 27, 21, (1979)

Reference

Chitnis, M.P., et al. , Studies on high-dose chemotherapy of amygdalin in murine P388 lymphocytic leukaemia and P815 mast cell leukaemia. J. Cancer Res. Clin. Oncol. 109, 208-209, (1985)

Syrigos, K.N., et al., In vitro cytotoxicity following specific activation of amygdalin by β-glucosidase conjugated to a bladder cancer-associated monoclonal antibody. Int. J. Cancer 78, 712-719, (1998)

Moertel, C.G., et al., A clinical trial of amygdalin (Laetrile) in the treatment of human cancer. New Engl. J. Med. 306, 201-206, (1982)

Merck

Merck 13,601

Beilstein

Beil. 17,V,8,118

Safety

Hazard Codes

Risk Statements

Safety Statements

26-36/37/39-45

WGK Germany

RTECS