Dihydrochalcone

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Dihydrochalcone
Chemical structure of dihydrochalcone
Names
Preferred IUPAC name
1,3-Diphenylpropan-1-one
Other names
Hydrochalcone
Benzylacetophenone
Hydrocinnamophenone
3-Phenylpropiophenone
Phenethyl phenyl ketone
Phenyl phenethyl ketone
β-Phenylpropiophenone
1,3-Diphenyl-1-propanone
ω-Benzyl acetophenone
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.150.317 Edit this at Wikidata
  • InChI=1S/C15H14O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-10H,11-12H2 checkY
    Key: QGGZBXOADPVUPN-UHFFFAOYSA-N checkY
  • C1=CC=C(C=C1)CCC(=O)C2=CC=CC=C2
Properties
C15H14O
Molar mass 210.27 g/mol
Appearance white solid
Density 1.0614 g/cm3
Melting point 72–75 °C (162–167 °F; 345–348 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dihydrochalcone (DHC) is the organic compound with the formula C6H5C(O)(CH2)2C6H5. It is the reduced derivative of chalcone (C6H5C(O)(CH)2C6H5). It is white solid that is soluble in many organic solvents. Dihydrochalcone per se is often minor significance, but some derivatives occur in nature and have attracted attention as drugs.[1]

Natural dihydrochalcones[edit]

Dihydrochalcones (3′,5′-dihydroxy-2′,4′,6′-trimethoxydihydrochalcone (methyl linderone) and 2′-hydroxy-3′,4′,5′,6′-tetramethoxydihydrochalcone (dihydrokanakugiol) can be found in twigs of Lindera lucida.[2]

References[edit]

  1. ^ Tomás-Barberán, Francisco A.; Clifford, Michael N. (2000). "Flavanones, Chalcones and Dihydrochalcones - Nature, Occurrence and Dietary Burden". Journal of the Science of Food and Agriculture. 80 (7): 1073–1080. doi:10.1002/(SICI)1097-0010(20000515)80:7<1073::AID-JSFA568>3.0.CO;2-B.
  2. ^ A dihydrochalcone from Lindera lucida. Yuan-Wah Leong, Leslie J. Harrison, , Graham J. Bennett, Azizol A. Kadir and Joseph D. Connolly, Phytochemistry, Volume 47, Issue 5, March 1998, Pp. 891-894, doi:10.1016/S0031-9422(97)00947-3