dextro-amygdalin
D-mandelonitrile-b-D-glucosido-6-b-D-glucoside
 
Notes:
a cyanogenic glycoside found in the seeds of rosaceae. Bitter glycoside of the Rosaceae, found esp. in kernels of cherries, peaches and apricots. Present in cold pressed bitter almond oil from the above sources prior to enzymic hydolysis and steam distillation for food use [DFC]
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      29883-15-6 Amygdalin (Vitamin B17)
       
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      A0443 Amygdalin >97.0%(HPLC)
       
Synonyms   Articles   Notes   Search
CAS Number: 29883-15-6Picture of molecule3D/inchi
Other(deleted CASRN): 672-72-0
ECHA EINECS - REACH Pre-Reg: 249-925-3
FDA UNII: 214UUQ9N0H
Nikkaji Web: J1.806.784F
Beilstein Number: 0066856
MDL: MFCD00006598
XlogP3-AA: -2.70 (est)
Molecular Weight: 457.43339000
Formula: C20 H27 N O11
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
Amygdalin 98%
BOC Sciences
For experimental / research use only.
Amygdalin (Vitamin B17)
Changsha Organic Herb
Bitter Apricot Extract Amygdalin
Coompo
For experimental / research use only.
Amygdalin from Plants ≥96%
ExtraSynthese
For experimental / research use only.
Amygdalin
Glentham Life Sciences
Amygdalin
Penta International
D-AMYGDALIN (Vitamin B17)
Santa Cruz Biotechnology
For experimental / research use only.
Amygdalin ≥97%
Sigma-Aldrich: Sigma
For experimental / research use only.
Amygdalin from apricot kernels, ≥99%
TCI AMERICA
For experimental / research use only.
Amygdalin >97.0%(HPLC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-dog LDLo  100 mg/kg
National Technical Information Service. Vol. PB288-559

oral-mouse LD50  443 mg/kg
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 29, Pg. 1291, 1987.

oral-rat LD50  405 mg/kg
National Technical Information Service. Vol. PB288-558

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
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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Safety References:
European Food Safety Authority (EFSA) reference(s):
Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC) on hydrocyanic acid in flavourings and other food ingredients with flavouring properties.
View page or View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 34751
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 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
Chemidplus: 0029883156
RTECS: OO8450000 for cas# 29883-15-6
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References:
 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
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 34751
Pubchem (sid): 135268774
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C08325
HMDB (The Human Metabolome Database): HMDB35030
FooDB: FDB013636
Export Tariff Code: 2940.00.6000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 almond
Search Trop  Picture
 apple seed
Search Trop  Picture
 apricot kernel
Search Trop  Picture
 apricot seed
Search Trop  Picture
 bean butter bean seed
Search Trop  Picture
 cherry kernel
Search  PMC Picture
 cherry sour cherry leaf
Search Trop  Picture
 chokecherry
Search Trop  Picture
 loquat leaf
Search Trop  Picture
 loquat seed
Search Trop  Picture
 passion fruit
Search Trop  Picture
 peach kernel
Search Trop  Picture
 peach leaf
Search Trop  Picture
 peach seed
Search Trop  Picture
 pear seed
Search Trop  Picture
 plum seed
Search Trop  Picture
 quince seed
Search Trop  Picture
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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
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Articles:
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.
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