Home > Name List By p > Pregn-5-ene-11,15-dione,3-[(2,6-dideoxy-3-O-methyl-D-lyxo-hexopyranosyl)oxy]-12,20-epoxy-, (3b,12a,14b,17a,20S)- (9CI)

CAS No 467-53-8 , Pregn-5-ene-11,15-dione,3-[(2,6-dideoxy-3-O-methyl-D-lyxo-hexopyranosyl)oxy]-12,20-epoxy-, (3b,12a,14b,17a,20S)- (9CI)

  • Name: Pregn-5-ene-11,15-dione,3-[(2,6-dideoxy-3-O-methyl-D-lyxo-hexopyranosyl)oxy]-12,20-epoxy-, (3b,12a,14b,17a,20S)- (9CI)
  • Synonyms: Pregn-5-ene-11,15-dione,3-[(2,6-dideoxy-3-O-methyl-D-lyxo-hexopyranosyl)oxy]-12,20-epoxy-, (3b,12a,14b,17a,20S)- (9CI);14b,17a-Pregn-5-ene-11,15-dione, 3b-(diginosyloxy)-12a,20a-epoxy- (7CI); Diginin (6CI); 3b-(Diginosyloxy)-12a,20a-epoxy-14b,17a-pregn-5-ene-11,15-dione; Naphth[2',1':4,5]indeno[7,1-bc]furan,pregn-5-ene-11,15-dione deriv.;
  • CAS Registry Number:
  • Flash Point: 205.8°C
  • Boiling Point: 631°Cat760mmHg
  • Density: 1.25g/cm3
  • Refractive index: 1.568
  • Flash Point: 205.8°C
  • EINECS: 207-391-9
  • Molecular Weight: 0
  • InchiKey: SGMJHXMWTPRENE-WMXBUORTSA-N
  • InChI: InChI=1S/C22H30F2O2/c1-13(25)26-18-7-6-15-14-12-17-21(22(17,
    23)24)10-5-4-9-20(21,3)16(14)8-11-19(15,18)2/h5,10,14-18H,4,6-9,11-12H2,
    1-3H3/t14-,15-,16-,17+,18-,19-,20+,21+/m0/s1
  • Molecular Formula: C28H40 O7
  • Molecular Structure:CAS No:467-53-8 Pregn-5-ene-11,15-dione,3-[(2,6-dideoxy-3-O-methyl-D-lyxo-hexopyranosyl)oxy]-12,20-epoxy-, (3b,12a,14b,17a,20S)- (9CI)

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467-53-8 DIGININ

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References of Pregn-5-ene-11,15-dione,3-[(2,6-dideoxy-3-O-methyl-D-lyxo-hexopyranosyl)oxy]-12,20-epoxy-, (3b,12a,14b,17a,20S)- (9CI)
Title: Diginin
CAS Registry Number: 467-53-8
CAS Name: (3b,12a,14b,17a,20S)-3-[(2,6-Dideoxy-3-O-methyl-D-lyxohexopyranosyl)oxy]-12,20-epoxypregn-5-ene-11,15-dione
Synonyms: 3b-(diginosyloxy)-12a,20a-epoxy-14b,17a-pregn-5-ene-11,15-dione
Molecular Formula: C28H40O7
Molecular Weight: 488.61
Percent Composition: C 68.83%, H 8.25%, O 22.92%
Literature References: Isoln from leaves of Digitalis purpurea L., Scrophulariaceae: Karrer in E. Barell Festschrift (1936) p 238; Chem. Zentralbl. 1936, II, 2727. Isoln: Shoppee, Reichstein, Helv. Chim. Acta 23, 975 (1940); Shoppee, ibid. 27, 426 (1944). Structure: Shoppee et al., J. Chem. Soc. 1962, 3610; Tschesche, Brügmann, Tetrahedron 20, 1469 (1964). Mild hydrolysis yields diginigenin and diginose. Attempted partial synthesis of diginigenin: Tschesche, Schwinum, Ber. 100, 464 (1967); Tschesche, Müller-Albrecht, Ber. 103, 350 (1970).
Properties: Stout prisms from dil alc. Indistinct melting range: 155-183°. [a]D14 -223° (c = 2.3 in chloroform). uv max (ethanol): 309 nm (log e 1.94). Freely sol in chloroform; slightly sol in ether, acetone, ethyl acetate, carbon tetrachloride. Practically insol in water. Positive Legal's test. The Keller reaction produces a brilliant yellow band with diginigenin.
Melting point: Indistinct melting range: 155-183°
Optical Rotation: [a]D14 -223° (c = 2.3 in chloroform)
Absorption maximum: uv max (ethanol): 309 nm (log e 1.94)