A83202
D-Amygdalin
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:
Molecular Weight:
457.43
Beilstein/REAXYS Number:
66856
EC Number:
MDL number:
UNSPSC Code:
12352103
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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
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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Ping Deng et al.
Foods (Basel, Switzerland), 10(2) (2021-03-07)
To reveal the accumulation pattern of cyanogenic glycosides (amygdalin and prunasin) in bitter apricot kernels to further understand the metabolic mechanisms underlying differential accumulation during kernel development and ripening and explore the association between cyanogenic glycoside accumulation and the physical
James P Tauber et al.
Insects, 11(11) (2020-11-15)
Amygdalin, a cyanogenic glycoside, is found in the nectar and pollen of almond trees, as well as in a variety of other crops, such as cherries, nectarines, apples and others. It is inevitable that western honeybees (Apis mellifera) consistently consume
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