10050

Amygdalin

BioXtra, ≥97.0% (HPLC)

• Synonym(s): D-Mandelonitrile 6-O-β-D-glucosido-β-D-glucoside, D-Mandelonitrile-β-gentiobioside, Amygdaloside, Laetrile
• Empirical Formula (Hill Notation): C₂₀H₂₇NO₁₁
• CAS Number: 29883-15-6
• Molecular Weight: 457.43
• Beilstein/REAXYS Number: 66856
• EC Number: 249-925-3
• MDL number: MFCD00006598
• UNSPSC Code: 12352201
• PubChem Substance ID: 57646792
• NACRES: NA.25

Properties

• 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 (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

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

Review: Cyanogenic glycosides

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves