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CAS No 78473-71-9 , 2(3H)-Furanone,dihydro-3,4-bis[(3-hydroxyphenyl)methyl]-, (3R,4R)-rel-

  • Name: 2(3H)-Furanone,dihydro-3,4-bis[(3-hydroxyphenyl)methyl]-, (3R,4R)-rel-
  • CAS Registry Number:
  • Flash Point: 209°C
  • Boiling Point: 561.4°C at 760 mmHg
  • Density: 1.298g/cm3
  • Refractive index: 1.635
  • Safety Statements:
    Hazard Codes Xi
    Risk Statements 36/37/38
    Safety Statements 26-36
    WGK Germany 3
  • Hazard Symbols: Xi: Irritant;
  • Flash Point: 209°C
  • Molecular Weight: 298.33
  • InChI: InChI=1/C18H18O4/c19-15-5-1-3-12(8-15)7-14-11-22-18(21)17(14)10-13-4-2-6-16(20)9-13/h1-6,8-9,14,17,19-20H,7,10-11H2/t14-,17+/m1/s1
  • Risk Statements: 36/37/38
  • Molecular Formula: C18H18 O4
  • Molecular Structure:CAS No:78473-71-9 2(3H)-Furanone,dihydro-3,4-bis[(3-hydroxyphenyl)methyl]-, (3R,4R)-rel-

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References of 2(3H)-Furanone,dihydro-3,4-bis[(3-hydroxyphenyl)methyl]-, (3R,4R)-rel-
Title: Enterolactone
CAS Registry Number: 78473-71-9
CAS Name: (3R,4R)-rel-Dihydro-3,4-bis[(3-hydroxyphenyl)methyl]-2(3H)-furanone
Synonyms: trans-(±)-2,3-bis(3￠-hydroxybenzyl)-g-butyrolactone; HPMF; HBBL
Manufacturers' Codes: compd 180/442
Molecular Formula: C18H18O4
Molecular Weight: 298.33
Percent Composition: C 72.47%, H 6.08%, O 21.45%
Literature References: Phenolic compound having 2,3-dibenzylbutane skeleton. First lignan, q.v., found in animal species. Determn in female urine from humans, vervet monkeys and characterization: S. R. Stitch et al., Nature 287, 738 (1980); K. D. R. Setchell et al., ibid. 740. Structure determn by GC-MS: eidem, Biochem. J. 197, 447 (1981); eidem, Biomed. Mass Spectrom. 10, 227 (1983). 1H-NMR, X-ray crystal structure: G. Cooley et al., J. Chem. Soc. Perkin Trans. 1 1984, 489. Synthesis: M. B. Groen, J. Leemhuis, Tetrahedron Lett. 21, 5043 (1980); G. Cooley et al., ibid. 22, 349 (1981); A. Pelter et al., ibid. 1549; P. A. Ganeshpure, R. Stevenson, Chem. Ind. (London) 1981, 778; A. Pelter et al., J. Chem. Soc. Perkin Trans. 1 1983, 643. Lignan excretion peaks during luteal phase of menstrual cycle: K. D. R. Setchell et al., J. Steroid Biochem. 12, 375 (1980). Excretion as glucuronide conjugate: M. Axelson, K. D. R. Setchell, FEBS Lett. 122, 49 (1980). Biosynthesis by intestinal bacteria: eidem, ibid. 123, 337 (1981). Effect of diet on lignan excretion: H. Aldercreutz et al., Med. Biol. 59, 337 (1981).
Properties: Gum, mp 141-143°. uv max (ethanol): 227, 261 nm (log e 4.66, 4.64).
Melting point: mp 141-143°
Absorption maximum: uv max (ethanol): 227, 261 nm (log e 4.66, 4.64)