Parietin

Parietin is the predominant cortical pigment of lichens in the genus Caloplaca, a secondary product of the lichen Xanthoria parietina, and a pigment found in the roots of curled dock (Rumex crispus). It has an orange-yellow color and absorbs blue light.

Parietin
Names
Preferred IUPAC name
1,8-Dihydroxy-3-methoxy-6-methylanthracene-9,10 dione
Other names
Physcion(e), rheochrysidin, methoxyemodin
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.561
KEGG
UNII
  • InChI=1S/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3 N
    Key: FFWOKTFYGVYKIR-UHFFFAOYSA-N N
  • InChI=1/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3
    Key: FFWOKTFYGVYKIR-UHFFFAOYAX
  • Oc1cc(OC)cc(C2=O)c1C(=O)c3c2cc(C)cc3O
Properties
C16H12O5
Molar mass 284.26348 g/mol
Appearance Orange/yellow
Related compounds
Related compounds
 Emodin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

It is also known as physcion.

It has also been shown to protect lichens against UV-B light, at high altitudes in alpine regions. The UV-B light stimulates production of parietin and the parietin protects the lichens from damage. Lichens in arctic regions such as Svalbard retain this capability though they do not encounter damaging levels of UV-B, a capability that could help protect the lichens in case of ozone layer thinning.

It has also shown anti-fungal activity against barley powdery mildew and cucumber powdery mildew, more efficiently in the latter case than treatments with fenarimol and polyoxin B.

It reacts with KOH to form a deep, reddish-magenta compound.

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