D-Amygdalin

Name: <SC>D</SC>-Amygdalin
Brand: ALDRICH

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₇NO₁₁

CAS Number:

29883-15-6

Molecular Weight:

457.43

UNSPSC Code:

12352103

EC Number:

249-925-3

Beilstein/REAXYS Number:

66856

MDL number:

MFCD00006598

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Properties

optical activity

[α]22/D −38°, c = 1.2 in H₂O

mp

223-226 °C (lit.)

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

Description

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.

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