Amygdalin
Names
[ CAS No. ]:
29883-15-6
[ Name ]:
Amygdalin
[Synonym ]:
Mandelonitrile b-Glucuronide
Vitamin B17
rile
(2R)-{[6-O-(β-D-Glucopyranosyl)-β-D-glucopyranosyl]oxy}(phenyl)acetonitrile
Mygdalin
D-amygdalin
EINECS 249-925-3
(2R)-Phenyl{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}acetonitrile
Mandelonitrile-b-gentiobioside
amygdaloside
D-Mandelonitrile 6-O-β-D-glucosido-β-D-glucoside
(2R)-{[6-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy}(phenyl)ethanenitrile
D-AMYGLADIN
D-Mandelonitrile-β-gentiobioside
Laetrile
Nitrilosides
mandelonitrile-β-gentiobioside
(R)-amygdalin
D-Mandelonitrile-b-D-glucosido-6-b-D-glucoside
Benzeneacetonitrile, α-[(6-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-, (αR)-
[(6-O-b-D-Glucopyranosyl-b-D-glucopyranosyl)oxy]benzeneacetonitrile
Amygdalin
MFCD00006598
Biological Activity
[Description]:
[Related Catalog]:
[In Vitro]
[In Vivo]
[Cell Assay]
[Animal admin]
[References]
[Related Small Molecules]
Chemical & Physical Properties
[ Density]:
1.6±0.1 g/cm3
[ Boiling Point ]:
743.3±60.0 °C at 760 mmHg
[ Melting Point ]:
223-226 °C(lit.)
[ Molecular Formula ]:
C20H27NO11
[ Molecular Weight ]:
457.428
[ Flash Point ]:
403.3±32.9 °C
[ Exact Mass ]:
457.158417
[ PSA ]:
202.32000
[ LogP ]:
-0.36
[ Vapour Pressure ]:
0.0±2.6 mmHg at 25°C
[ Index of Refraction ]:
1.650
[ Water Solubility ]:
83 g/L (25 ºC)
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- OO8450000
- CHEMICAL NAME :
- D(-)-Mandelonitrile-beta-D-gentiobioside
- CAS REGISTRY NUMBER :
- 29883-15-6
- BEILSTEIN REFERENCE NO. :
- 0066856
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 10
- MOLECULAR FORMULA :
- C20-H27-N-O11
- MOLECULAR WEIGHT :
- 457.48
- WISWESSER LINE NOTATION :
- T6OTJ BOYR&CN CQ DQ EQ F1O- BT6OTJ CQ DQ EQ F1Q -D(-)
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - infant
- DOSE/DURATION :
- 50 mg/kg
- TOXIC EFFECTS :
- Behavioral - coma Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - nausea or vomiting
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 405 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 443 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 100 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Primate - monkey
- DOSE/DURATION :
- 167 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - weight loss or decreased weight gain
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 6 gm/kg/30D-I
- TOXIC EFFECTS :
- Blood - pigmented or nucleated red blood cells Blood - changes in erythrocyte (RBC) count Blood - changes in leukocyte (WBC) count
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 300 mg/kg
- SEX/DURATION :
- female 8 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - musculoskeletal system
MUTATION DATA
- TYPE OF TEST :
- Host-mediated assay
- TEST SYSTEM :
- Rodent - mouse Bacteria - Salmonella typhimurium
- DOSE/DURATION :
- 250 mg/kg
- REFERENCE :
- SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 198,625,1977 *** REVIEWS *** TOXICOLOGY REVIEW CTOXAO Clinical Toxicology. (New York, NY) V.1-18, 1968-81. For publisher information, see JTCTDW. Volume(issue)/page/year: 17,85,1980 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5264 No. of Facilities: 427 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 3566 (estimated) No. of Female Employees: 2900 (estimated)
Safety Information
[ Symbol ]:
GHS07
[ Signal Word ]:
Warning
[ Hazard Statements ]:
H302
[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves
[ Hazard Codes ]:
Xn:Harmful
[ Risk Phrases ]:
R22
[ Safety Phrases ]:
S26-S36/37/39-S45
[ RIDADR ]:
2811
[ WGK Germany ]:
3
[ RTECS ]:
OO8450000
[ Packaging Group ]:
III
[ Hazard Class ]:
6.1(b)
Precursor & DownStream
Precursor
DownStream
Articles
J. Food Prot. 78 , 1408-13, (2015)
Consumption of cyanogenic plants can cause serious health problems for humans. The ability to detect and quantify cyanogenic glycosides, capable of generating cyanide, could contribute to prevention o...
Anti-inflammatory actions of herbal formula Gyejibokryeong-hwan regulated by inhibiting chemokine production and STAT1 activation in HaCaT cells.Biol. Pharm. Bull. 38(3) , 425-34, (2015)
Gyejibokryeong-hwan (GJBRH; Keishi-bukuryo-gan in Japan and Guizhi Fuling Wan in China) is a traditional herbal formula comprising five medicinal herbs and is used to treat climacteric syndrome. GJBRH...
Optimization of technological procedure for amygdalin isolation from plum seeds (Pruni domesticae semen).Front. Plant Sci. 6 , 276, (2015)
The process of amygdalin extraction from plum seeds was optimized using central composite design (CCD) and multilayer perceptron (MLP). The effect of time, ethanol concentration, solid-to-liquid ratio...