Parietin

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Parietin
IUPAC name 1,8-dihydroxy-6-methoxy-

3-methyl-anthracene- 9,10-dione

Systematic name 1,8-dihydroxy-3-methoxy-

6-methylanthraquinone

Other names Physcion(e), rheochrysidin, methoxyemodin
Identifiers
CAS number [521-61-9]
PubChem 10639
SMILES Oc1cc(OC)cc(C2=O)c1C(=O)c3c2cc(C)cc3O
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

Properties
Molecular formula C16H12O5
Molar mass 284.26348 g/mol
Appearance Orange/yellow
Related compounds
Related compounds Emodin
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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 orangy-yellow color and absorbs blue light.

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

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.

[edit] References

  • Caloplaca coralloides chemistry
  • Choi, Gyung Ja; Seon-Woo Lee, Kyoung Soo Jang, Jin-Seog Kim, Kwang Yun Cho and Jin-Cheol Kim (2004 December). "Effects of chrysophanol, parietin, and nepodin of Rumex crispus on barley and cucumber powdery mildews". Crop Protection 23 (12): 1215–1221. doi:10.1016/j.cropro.2004.05.005. 
  • Edwards, Howell G. M.; Emma M. Newton, David D. Wynn-Williams, and Steven R. Coombes (2003 March 12). "Molecular spectroscopic studies of lichen substances 1: parietin and emodin". Journal of Molecular Structure 648 (1-2): 49–59. doi:10.1016/S0022-2860(02)00384-8. 
  • Solhaug, Knut A.; Yngvar Gauslaa (1996 November). "Parietin, a photoprotective secondary product of the lichen Xanthoria parietina". Oecologia 108: 412–418. doi:10.1007/BF00333715.