Strepsilin

Chemical compound found in lichens From Wikipedia, the free encyclopedia

Strepsilin is a chemical found in lichens. It produces an emerald green colour in the C test. It is a dibenzofuran dimer, with hydroxy, oxy and methyl side groups. It is named after Cladonia strepsilis.[1] Strepsilin was discovered by Wilhelm Zopf in 1903.[2][3] The structure of strepsilin was determined by Shoji Shibata.[4]

Quick facts Names, Identifiers ...
Strepsilin
Chemical structure of strepsilin
A crystal cluster of strepsilin; B single crystal
Names
IUPAC name
4,8-Dihydroxy-10-methyl-1H-[2]benzofuro[5,4-b][1]benzofuran-3-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C15H10O5/c1-6-2-7(16)3-10-12(6)14-8-5-19-15(18)13(8)9(17)4-11(14)20-10/h2-4,16-17H,5H2,1H3
    Key: OOXFLIUVCWLPKE-UHFFFAOYSA-N
  • CC1=CC(=CC2=C1C3=C(O2)C=C(C4=C3COC4=O)O)O
Properties
C15H10O5
Molar mass 270.24 g/mol
Melting point 324 °C (615 °F; 597 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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Properties

Strepsilin is degraded in alkali to 1-methyl-3,7-dihydroxydibenzofuran.[1]

Strepsilin melts at 324 °C.[1]

Occurrence

Cladonia strepsilis, the lichen that contains strepsilin

Strepsilin is found in some Cladonia species.[5] It is also found in Siphula[6] and Stereocaulon azoreum.[7]

References

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