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Chloroatranorin

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Chloroatranorin
Names
IUPAC name (3-Hydroxy-4-methoxycarbonyl-2,5-dimethylphenyl) 5-chloro-3-formyl-2,4-dihydroxy-6-methylbenzoate
Other names 5-Chloroatranorin
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
UNII
InChI
  • InChI=1S/C19H17ClO8/c1-7-5-11(8(2)15(22)12(7)18(25)27-4)28-19(26)13-9(3)14(20)17(24)10(6-21)16(13)23/h5-6,22-24H,1-4H3Key: ABZLZZCDSLOCNF-UHFFFAOYSA-N
SMILES
  • CC1=CC(=C(C(=C1C(=O)OC)O)C)OC(=O)C2=C(C(=C(C(=C2O)C=O)O)Cl)C
Properties
Chemical formula C19H17ClO8
Molar mass 408.79 g·mol
Melting point 208–210 °C (406–410 °F; 481–483 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Chloroatranorin is a chemical compound with the molecular formula C19H17ClO8. It is a secondary metabolite produced by a variety of lichens and is a member of the depside class of compounds. It was first isolated from the oakmoss Evernia prunastri and characterized in 1934. It has since been found in a wide variety of lichens.

It is a chlorinated derivative of atranorin and the two are frequently found together in the same source.

Chloroatranorin has a melting point of 208-210 °C.

has been studied for its potential antioxidant, antimicrobial, and anticancer properties.

References

  1. ^ . doi:10.1071/ch9751113. {{cite journal}}: Cite journal requires |journal= (help); Missing or empty |title= (help)
  2. Pfau, Alexander S. (1934). "Constituents of lichens. IV. Chloroatranorin". Helvetica Chimica Acta. 17: 1319–1328.
  3. . doi:10.1016/S0021-9673(00)88011-5. {{cite journal}}: Cite journal requires |journal= (help); Missing or empty |title= (help)
  4. . doi:10.1016/j.fct.2012.11.034. {{cite journal}}: Cite journal requires |journal= (help); Missing or empty |title= (help)
  5. . doi:10.1016/j.phymed.2012.07.012. {{cite journal}}: Cite journal requires |journal= (help); Missing or empty |title= (help)
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