Home > Name List By 1 > 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl) propan-1-one China

CAS No 60-81-1 , 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,
5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)
propan-1-one Search by region : China

  • Name: 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,
    5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)
    propan-1-one
  • Synonyms: Phloridzosid; Floridzin; Phloretin 2'-glucoside; Phlorrhizin; Phlorizoside;Phlorizin; Phlorrhizen; Phloridzin; 60-81-1;1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,
    5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)
    propan-1-one;
  • CAS Registry Number:
  • Melting Point: 113-114 °C(lit.)
  • Density: 1.555 g/cm3
  • Refractive index: -54 ° (C=3.2, 95% EtOH)
  • Safety Statements: 26-36
  • Hazard Symbols: Xi: Irritant;
  • EINECS: 200-487-1
  • Molecular Weight: 436.40926
  • InchiKey: IOUVKUPGCMBWBT-QNDFHXLGSA-N
  • InChI: InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-
    14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,
    3,6,9H2/t16-,18-,19+,20-,21-/m1/s1
  • Risk Statements: 36/37/38
  • Molecular Formula: C21H24O10
  • Molecular Structure:CAS No:60-81-1 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,<br />5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)<br />propan-1-one

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References of 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,
5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)
propan-1-one
Title: Phloridzin
CAS Registry Number: 60-81-1
CAS Name: 1-[2-(b-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
Synonyms: phlorhizin; phlorizin; phlorrhizen; phloretin-2¢-b-glucoside; 4,6-dihydroxy-2-(b-D-glucosido)-b-(p-hydroxyphenyl)propiophenone
Molecular Formula: C21H24O10
Molecular Weight: 436.41
Percent Composition: C 57.80%, H 5.54%, O 36.66%
Literature References: A dihydrochalcone occurring in all parts of the apple tree except the mature fruit. Once thought to occur in pear, plum, cherry trees and other Rosaceae: A. H. Williams in Comparative Phytochemistry, T. Swain, Ed. (Academic Press, New York, 1966) pp 297-307. Isoln from root bark: De Koninck, Ann. 15, 75, 258 (1835); Stass, Ann. 30, 192 (1839); Bridel, Kramer, Bull. Soc. Chim. Biol. 15, 544 (1933). Hydrolysis by dil mineral acids yields phloretin and glucose. Procedure for acid hydrolysis: Wessely, Sturm, Monatsh. Chem. 53-54, 557 (1929); Müller, Robertson, J. Chem. Soc. 1933, 1170. The energy of activation required for the hydrolysis is much less than for other glucosides and approaches that for g-fructosides (sucrose, raffinose). Is hydrolyzed by saccharase at pH 4.45, by enzymes of Aspergillus niger and other enzymes found in invertebrates: Kobert, Pfluegers Arch. Gesamte Physiol. Menschen Tiere 99, 116 (1903); Moelwyn-Hughes, J. Gen. Physiol. 13, 807 (1930); cf. Trans. Faraday Soc. 25, 81 (1929). Synthesis: Zemplen, Bognár, Ber. 75B, 1040 (1942); cf. ibid. 645 and 76B, 386 (1943).
 
Derivative Type: Dihydrate
Properties: Long needles from water, mp 110°. Sweet, with bitter aftertaste. [a]D25 -52° (0.16 g in 5 ml of 96% alcohol). One gram dissolves in about one liter of water at 22°, in 64 ml at 60°, in 22 ml at 70°. Freely sol in boiling water; in about 4 parts alcohol, in methanol, amyl alcohol, acetone, ethyl acetate, pyridine, aniline, quinoline and other organic bases; in aq alkaline solns and in glacial acetic acid. Practically insol in ether, chloroform, benzene.
Melting point: mp 110°
Optical Rotation: [a]D25 -52° (0.16 g in 5 ml of 96% alcohol)
 
Use: Experimentally to produce glycosuria in animals.