dextro-amygdalin
D-mandelonitrile-b-D-glucosido-6-b-D-glucoside
Identification
| Name | dextro-amygdalin |
| IUPAC | 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 |
| CAS Number | 29883-15-6 |
| EINECS | 249-925-3 |
| FDA UNII | 214UUQ9N0H |
| Molecular Formula | C20 H27 N O11 |
| Molecular Weight | 457.43339000 |
| MDL Number | MFCD00006598 |
| Nikkaji Number | J1.806.784F |
| Beilstein | 0066856 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 224.50 °C. @ 760.00 mm Hg |
| Boiling Point | 743.27 °C. @ 760.00 mm Hg (est) |
| Flash Point | 758.00 °F. TCC ( 403.30 °C. ) (est) |
| logP (o/w) | -2.237 (est) |
| Soluble in | water, 1e+006 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-dog LDLo 100 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for dextro-amygdalin usage levels up to | not for fragrance use. |
| Recommendation for dextro-amygdalin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
amygdalin
(R)-
amygdalin
D-
amygdalin
amygdaloside
(R)-
amygdaloside
benzeneacetonitrile, a-[(6-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-, (aR)-
[(6-O-b-D-
glucopyranosyl-b-D-glucopyranosyl)oxy]benzeneacetonitrile
(R)-
laenitrile
mandelonitrile b-glucuronide
D-
mandelonitrile-b-D-glucosido-6-b-D-glucoside
mandelonitrile-b-gentiobioside
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
vitamin B17
PubMed:
Improvement of the extraction efficiency of D-amygdalin from Armeniacae Semen powder through inactivating emulsin and suppressing the epimerization of D-amygdalin.
PubMed:
Prevention of epimerization and quantitative determination of amygdalin in Armeniacae Semen with Schizandrae Fructus solution.
PubMed:
Amygdalin induces apoptosis through regulation of Bax and Bcl-2 expressions in human DU145 and LNCaP prostate cancer cells.
PubMed:
Quantitative determination of amygdalin epimers from armeniacae semen by liquid chromatography.
PubMed:
Reverse-phase HPLC separation of D-amygdalin and neoamygdalin and optimum conditions for inhibition of racemization of amygdalin.
PubMed:
Micellar electrokinetic chromatography for the analysis of D-amygdalin and its epimer in apricot kernel.
PubMed:
Barbaloin stimulates growth of Eubacterium sp. strain BAR, a barbaloin-metabolizing bacterium from human feces.
PubMed:
Preparative and analytical separation of amygdalin and related compounds in injectables and tablets by reversed-phase HPLC and the effect of temperature on the separation.