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Mallotophenone

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Mallotophenone
Chemical structure of mallotophenone
Names
Preferred IUPAC name 1,1′-di(ethan-1-one)
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C21H24O8/c1-8-16(24)14(10(3)22)18(26)12(20(8)28-5)7-13-19(27)15(11(4)23)17(25)9(2)21(13)29-6/h24-27H,7H2,1-6H3Key: JXSPGOIAWPYMGS-UHFFFAOYSA-N
  • InChI=1/C21H24O8/c1-8-16(24)14(10(3)22)18(26)12(20(8)28-5)7-13-19(27)15(11(4)23)17(25)9(2)21(13)29-6/h24-27H,7H2,1-6H3Key: JXSPGOIAWPYMGS-UHFFFAOYAZ
SMILES
  • Cc1c(O)c(C(=O)C)c(O)c(c1OC)Cc(c(OC)c2C)c(O)c(C(C)=O)c2O
Properties
Chemical formula C21H24O8
Molar mass 404.41 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Mallotophenone is a dimeric phloroglucinol found in Mallotus oppositifolius or in Mallotus japonicus.

The bioassay-guided fractionation of an ethanol extract of the leaves and inflorescence of M. oppositifolius collected in Madagascar led to the isolation of the two new bioactive dimeric phloroglucinols mallotophenone, together with mallotojaponins B and C. These compounds show antiproliferative and antiplasmodial activities.

References

  1. Harinantenaina, Liva; Bowman, Jessica D.; Brodie, Peggy J.; Slebodnick, Carla; Callmander, Martin W.; Rakotobe, Etienne; Randrianaivo, Richard; Rasamison, Vincent E.; Gorka, Alexander; Roepe, Paul D.; Cassera, Maria B.; Kingston, David G. I. (2013). "Antiproliferative and Antiplasmodial Dimeric Phloroglucinols from Mallotus oppositifolius from the Madagascar Dry Forest(1)". Journal of Natural Products. 76 (3): 388–93. doi:10.1021/np300750q. PMC 3606680. PMID 23286240.


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