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CAS No 29883-15-6 , D(-)-Amygdalin hydrate Search by region : Switzerland

  • Name: D(-)-Amygdalin hydrate
  • Synonyms: D(-)-Amygdalin hydrate; D-Mandelonitrile-beta-D-glucosido-6-beta-D-glucoside; D-Amygdalin (1.12428); D-Amygdalin;D-Amygdalin hydrate;
  • CAS Registry Number:
  • Transport: 2811
  • Density: 1.59g/cm3
  • Refractive index: -40 ° (C=2, H2O)
  • Alpha: -38.5 º (C=4, H2O)
  • Water Solubility: 83 g/L (25 ºC)
  • Safety Statements: R22,
  • Hazard Symbols: Xn:Harmful;
  • EINECS: 249-925-3
  • Molecular Weight: 457.43
  • InChI: InChI=1/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10?,11-,12-,13-,14-,15+,16+,17-,18-,19-,20-/m1/s1
  • Risk Statements: R22
  • Molecular Formula: C20H27NO11
  • Molecular Structure:CAS No:29883-15-6 D(-)-Amygdalin hydrate

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29883-15-6 Amygdalin

  • AmygdalinD-Mandelonitrile-beta-gentiobioside; D-Mandelonitrile-beta-D-glucosido-6-beta-D-glucoside, > 98.0%
  • Switzerland Biosynth AG [Manufacturer]
  • Tel: +41 71 858 20 20/ 630.305.8400 (USA)
  • Fax: +41 71 858 20 30
  • Address: BIOSYNTH AG
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    9422 Staad / Switzerland
    Phone: +41 (0)71 858 20 20
    Fax: +41 (0)71 858 20 30 null,nullSwitzerland
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29883-15-6 D-Amygdalin

  • D-AmygdalinD-Mandelonitrile-b-D-glucosido-6-b-D-glucoside
  • Switzerland Senn Chemicals AG [Manufacturer]
  • Tel: +41 (0)43 422 2400
  • Fax: +41 (0)43 422 2424
  • Address: Senn Chemicals AG
    P.O. Box 267
    Guido Senn Strasse 1, CH-8157 Dielsdorf
    Switzerland null,nullSwitzerland
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References of D(-)-Amygdalin hydrate
Title: Amygdalin
CAS Registry Number: 29883-15-6
CAS Name: [(6-O-b-D-Glucopyranosyl-b-D-glucopyranosyl)oxy]benzeneacetonitrile
Synonyms: amygdaloside; mandelonitrile-b-gentiobioside; D-mandelonitrile-b-D-glucosido-6-b-D-glucoside
Manufacturers' Codes: NSC-15780
Molecular Formula: C20H27NO11
Molecular Weight: 457.43
Percent Composition: C 52.51%, H 5.95%, N 3.06%, O 38.47%
Literature References: The name amygdalin is currently used interchangeably with laetrile. Cyanogenic glycoside which occurs in seeds of Rosaceae; principally in bitter almonds; also in peaches and apricots. Most common constituent of Laetrile? preparations. Structure and synthesis: W. N. Haworth, B. Wylam, J. Chem. Soc. 123, 3120 (1923); Kuhn, Ber. 56, 857 (1923); R. Campbell, W. N. Haworth, J. Chem. Soc. 125, 1337 (1924); Hudson, J. Am. Chem. Soc. 46, 483 (1924); Zemplén, Kunz, Ber. 57, 1357 (1924); Kuhn, Sobotka, ibid. 1767; Baumann, Pigman, The Carbohydrates, W. Pigman, Ed. (Academic Press, New York, 1957) p 550. Enzymic hydrolysis studies: Haisman, Knight, Biochem. J. 103, 528 (1967). The term Laetrile? has also been applied to mandelonitrile b-glucuronide. Purported prepn: E. T. Krebs, E. T. Krebs, Jr., GB 788855 (1958) and US 2985664 (1961). Synthesis, characterization and comparison of mandelonitrile b-glucuronide with amygdalin: C. Fenselau et al., Science 198, 625 (1977). Pharmacology and cyanide toxicity studies of amygdalin (laetrile): C. G. Moertel et al., J. Am. Med. Assoc. 245, 591 (1981); M. M. Ames et al., Cancer Chemother. Pharmacol. 6, 51 (1981). Pharmacokinetics: A. G. Rauws et al., Arch. Toxicol. 49, 311 (1982). Determn methods in tissues and fluids: J. Balkon, J. Anal. Toxicol. 6, 244 (1982). Amygdalin (laetrile) is a toxic drug that is not effective as a cancer treatment: C. G. Moertel et al., N. Engl. J. Med. 306, 201 (1982). Review of the controversial use of amygdalin (laetrile): V. Herbert, Am. J. Clin. Nutr. 32, 1121-1158 (1979).
 
Derivative Type: Trihydrate
Properties: Orthorhombic columns from water, mp 200°; mp about 220° when anhydr. The once melted and solidif substance remelts at 125-130°. [a]D20 -42° (anhydr basis). One gram dissolves in 12 ml water, in 900 ml alcohol, in 11 ml boiling alcohol. Very sol in boiling water; almost insol in ether. pH of satd aq soln ~7.
Melting point: mp 200°; mp about 220° when anhydr; remelts at 125-130°
Optical Rotation: [a]D20 -42° (anhydr basis)
 
NOTE: The misleading term vitamin B17, has sometimes been applied to amygdalin.