Amygdalin is a glucoside found in stone fruits and apples that exhibits antinociceptive, analgesic, and anticancer chemotherapeutic activities. In animal models, amygdalin decreases formalin-induced pain. Amygdalin inhibits viability of leukemia cells and induces apoptosis in prostate cancer cells, increasing levels of Bax and decreasing levels of Bcl-2; in vivo, amygdalin induces apoptosis and inhibits tumor xenograft growth.
| Cas No. | 29883-15-6 |
|---|---|
| Purity | ≥98% |
| Formula | C20H27NO11 |
| Formula Wt. | 457.43 |
| Chemical Name | [(6-O-β-D-glucopyranosyl-beta-D-gluco-pyranosyl- β-D-gluco-pyranosyl)oxy]-benzeneacetonitrile |
| IUPAC Name | 2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile |
| Synonym | Amygdaloside |
| Melting Point | 210ªC-215°C |
| Solubility | Soluble in hot water (0.1g/mL) or alcohol (1g/900mL). |
| Appearance | White to off white powder |
| Store Temp | Ambient |
|---|---|
| Ship Temp | Ambient |
| MSDS | A5193 MSDS PDF |
|---|---|
| Info Sheet | A5193 Info Sheet PDF |
Chen Y, Ma J, Wang F, et al. Amygdalin induces apoptosis in human cervical cancer cell line HeLa cells. Immunopharmacol Immunotoxicol. 2013 Feb;35(1):43-51. PMID: 23137229.
Hwang HJ, Kim P, Kim CJ, et al. Antinociceptive effect of amygdalin isolated from Prunus armeniaca on formalin-induced pain in rats. Biol Pharm Bull. 2008 Aug;31(8):1559-64. PMID: 18670089.
Chang HK, Shin MS, Yang HY, et al. Amygdalin induces apoptosis through regulation of Bax and Bcl-2 expressions in human DU145 and LNCaP prostate cancer cells. Biol Pharm Bull. 2006 Aug;29(8):1597-602. PMID: 16880611.
