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Amygdalin

Catalog No. 10050 Name Sigma Aldrich
CAS Number 29883-15-6 Website http://www.sigmaaldrich.com
M. F. C20H27NO11 Telephone 1-800-521-8956
M. W. 457.42848 Fax
Purity ≥97.0% (HPLC) Email
Storage Chembase ID: 106097

SYNONYMS

Title
扁桃苷
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]oxy}methyl)oxan-2-yl]oxy}acetonitrile
IUPAC Traditional name
amygdalin
Synonyms
D-Mandelonitrile 6-O-β-D-glucosido-β-D-glucoside
Laetrile
D-Mandelonitrile-β-gentiobioside
D-扁桃腈6-O-β-D-葡糖基-β-D-葡萄糖苷
D-扁桃腈-β-龙胆二糖苷
苦杏仁苷

DATABASE IDS

PubChem SID 24846528
MDL Number MFCD00006598
Beilstein Number 66856
EC Number 249-925-3
CAS Number 29883-15-6

PROPERTIES

Antion Traces chloride (Cl-): ≤50 mg/kg
Antion Traces sulfate (SO42-): ≤300 mg/kg
Cation Traces Ca: ≤30 mg/kg
Cation Traces Cd: ≤5 mg/kg
Cation Traces Co: ≤5 mg/kg
Cation Traces Cr: ≤5 mg/kg
Cation Traces Cu: ≤5 mg/kg
Cation Traces Fe: ≤5 mg/kg
Cation Traces K: ≤300 mg/kg
Cation Traces Mg: ≤5 mg/kg
Cation Traces Mn: ≤5 mg/kg
Cation Traces Na: ≤50 mg/kg
Cation Traces Ni: ≤5 mg/kg
Cation Traces Pb: ≤5 mg/kg
Cation Traces Zn: ≤5 mg/kg
Empirical Formula (Hill Notation) C20H27NO11
Loss on Drying ≤5% loss on drying, 110 °C
Product Line BioXtra
Purity ≥97.0% (HPLC)
Melting Point 210-215 °C
Optical Rotation [α]20/D -39±2°, c = 2% in H2O
Solubility H2O: soluble0.1 g/mL, clear to very faintly turbid, colorless (hot)
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Risk Statements 22
RTECS OO8450000
Safety Statements 26-36/37/39-45
German water hazard class 3

DETAILS

Description (English)
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
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).
Description (简体中文)
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
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).

REFERENCES